continued from part 4..
We drive around for a bit, letting me come down a bit from my high. She soothes me with conversation and I forget I'm sitting there in her car dressed as a girl in a denim pinafore dress, made up and feminine.
She pulls up to a large out of town shopping centre and she makes for the multi story car park - we wind our way to the top and she pulls up in an empty corner. There are a lot of people around.
Right, my sissy pet, here's your last task. I'm going to drive off and leave you here. I'm going to park my car somewhere else and go shopping. If you want a ride home, meet me at the underwear section of Marks and Spencers.
I look at her wide eyed.
But I'll have to walk through the shops dressed like this. With people everywhere!
I know - but look at you - you're very pretty.
I have to admit, looking at myself in the mirror, that I did look pretty good. Not perfect, but maybe good enough?
No - this is crazy - what if I...
Listen, pervert - you'll do it or I'll put the collar back on you and you'll be doing it in that too. You're not getting out of it. If you protest, I'll make you ask a pretty shop assistant in Top Shop if you can try on dresses.
My mind was whirling - this was way more than I had ever experienced before - I felt slightly sick. But I also felt slightly excited. Oh my god
My friend reached up under my skirt.
Yes, I thought so.
I recoiled, blushing.
Right - get out. You have a few seconds, or I'm locking the collar on you and kicking you out.
Shit. I open the door - it's broad daylight. Oh my god.
I step out of the car, holding on the door as long as I can.
Close the door, sweetie.
She has a stern look on her face. I don't dare close it, it's the last lifeline I have. But her face, I dare not disobey.
I close the door.
Ker-clunk. The central locking seals my fate. I pull on the handle, its locked: it's too late.
She beckons me round to her side and cracks the window.
You'll be fine - have fun with it. I don't know exactly how long I'll be - I have to drive around to the opposite side somewhere and walk though. Maybe 10 or 15 minutes tops. We'll go shopping for some new clothes for you afterwards. I might even treat you to some new clothes, well you'll treat yourself, its your credit card after all. If you're good I'll thrash your pretty little backside and let you sleep at the door of my bed tonight. If you so much as protest, I'll take you back to the clearing in the woods and leave you locked up until tomorrow.
And with that, she drives off, leaving me standing in the carpark.
Holy shit.
Showing posts with label jeopardy. Show all posts
Showing posts with label jeopardy. Show all posts
Saturday, August 29, 2015
Friday, July 3, 2015
A little help from my friends - part four
continued from part 3
She leads me out of the clearing and back towards the car
Did you enjoy that my pet? she asks
No. Yes. I don't know.
She grins and tugs on my leash.
Come on, we're only just getting started.
We approach the carpark. There are other cars there now, but I don't see any people about. Hopefully no-one will see.
She leads me right up to her car and unlocks the leg cuffs and unlocks the chain from my collar, placing them on the passenger seat. She clips something to the collar. Its a bell. What is going on.?
She takes some silvery chains out of her bag and clips one around each ankle. More bells.
Well, my love, she says, getting into her car, this is where part two of your little adventure starts. I want you to meet me across the other side of the woods. Wait for me in the carpark. If you're not there in exactly 2 hours, you're walking home on your own.
She shuts the door and locks the central locking, leaving me stranded outside.
I just stand there. My hands are still cuffed behind my back - this is new.
She cracks a window and motions to me to come over.
I hope you're not late - I mean it, you'll be walking all the way home. To your house, not mine, I won't let you back in. Just think about that as you twinkle your way over to the other car park. 2 hours, on the dot.
But I can't tell the time - I don't have a watch! And how will I get into my house, my car and keys are at yours!
Poor little princess - you'll just have to ask someone. 5 sharp. You really don't want to be late.
And with that, she closes the window and drives off, leaving me cuffed and alone in the carpark.
My first reaction is to run to the cover of the trees. But running sets off the bells. And they are loud! How! they are so small, but man they make a noise. I look down at my ankles to see the little chains padlocked on - there is no chance of being able to get them off. Dammit, she's got me good!
I start counting in my head, desperate to try to keep some kind of time. It's a long way to the other car park - these woods give way to open heath and cross a golf course. Then there's a steep climb up a narrow path and into the carpark, which is part of a leisure centre. I don't know how I'm going to be able to do this without being seen. It's madness. But I definitely don't want to be walking all the way home.
I can hear people in the woods. I'm not sure where they are, but I can't afford to hang about too much, I have to get cracking. I'm tiptoeing, but it's not use, the bells tinkle and draw attention to where I am. The outfit doesn't help. I'm just going to have to go for it. Luckily it's not a weekend and the woods are mostly empty, but I'm scared. Plus I've never done this cuffed before and had to cover so much open ground at the same time.
I pick my way through the woods and out onto the heath. It's terrifyingly open and I can see people walking about on the grassland in the distance. I don't really have a choice.
I've been walking for a while now but I'm not really sure how long I've been walking for - maybe half an hour - it's difficult to say and I've kinda lost count. I break cover from the trees and follow a narrow path out onto the heath. I have maybe 2 miles to walk - so a fair way. My shoulders are starting to ache from being cuffed and I'm regretting getting into this mess.
I walk onwards, tinkling and chiming as I go. I have to get closer to the bottom of the path and then maybe I can wait until closer to the 5pm designated time before committing myself to the path and the carpark. 5pm will be perilously close to the end of the working day and there's a high chance of people being on the path and in the car park. I really don't know what to expect and with the cuffs, collar and bells, there's no way I can pretend that this isn't some kinky game.
I hear voices ahead and realise there's someone on the same path as me, maybe 500m ahead. I look left and right and there's not really anywhere to hide. I don't think they've really seen me yet due to some bushes and a couple of trees but I need act fast. I walk off to the left and down into a little gully behind some bracken. It's not much cover, but its all there is. If there's anyone on the other parts of the heath on the side of the gully they'll see me clear as day.
The people pass by, none the wiser, but I'm aware the bell on my collar is not totally silent. I hope they don't look over!
I wait it out - agonising over the amount of time I should leave because once I'm up, I'll make noise and be in clear view for a long way. I have to get on.
Struggling up onto my feet, I continue on my merry chiming way - closer and closer to the bottom of the path leading to the carpark. The trouble is the bottom of the path is totally in the open and there's no great place to hide nearby, so I'll have to retreat to the trees some 300 metres away and wait.
There's a lot more people around now that the end of the working day is approaching. This also means I don't have too long to get to the car park to meet my friend. Holy shit.
I wait and wait, getting pretty nervous now - I have to go, but there are still some people about. They're going to see and hear me, but it's too bad.
I walk as nonchalantly as I can from the cover of the trees to the bottom of the path. I'm in full view, but I remember that actually look pretty femme with the makeup on. Trouble is - handcuffs and collar and bells. Damn!
I keep going. Reached the bottom of the path. My cheeks are burning - people stopped as they could hear the bells. They weren't close - 100 metres or so, but that feels close when you're stuck in a dress and hands cuffed.
I start walking up the path- it's quiet, thank god, but it's at least 500m to the top of the hill. I have no choice - there is no other way up - well, at least no other sensible way - there's another route, but it's via a girls school and their driveway - that would be a really bad idea. The damn bells were tinkling with every step and I wished the world could swallow me up. God I hoped none was on the path!
Eventually and thankfully unspotted, I was at the top of the path and at the entrance to the carpark. But I had no real idea what the time was and the carpark was pretty busy. I needed to find my friend and quickly. Was she even there? Was I too late or miles too early? If I was early, there was nowhere to go and wait it out, there's no hiding places at all and I'm still handcuffed and collared. I was bricking it - it was just a matter of time before I was spotted and then god knows what, arrested probably. No need to apply the cuffs, already done!
As workers returned to their cars, I frantically scanned the car park for the black BMW - where was she? I walked out a little from the top of the path to see if I could spot her. Fuck - this was a nightmare. Would have been ok if I wasn't cuffed and wearing a pink collar with a bell on it - she'd made me up to look pretty enough to be able to pass by fairly closely, but like this - not good.
People were all around now and I was getting very worried. It was only a matter of time before I was made and possibly in a world of trouble. It actually dawned on me that people might get worried that was a girl in cuffs and try to help..
Suddenly, from nowhere, a black BMW pulls up right in front of me just as I'm about to freak out and the window winds down to reveal my grinning friend.
Having fun, girly boy? She says, motioning towards to passenger side.
I struggle to open the door with my hands cuffed, but gratefully clamber inside, safe.
Miss me, pervert? She said and kisses me.
I can't speak. Exhausted, neves shot.
Oh my god, never again. Too hard to do it like this! How long have I been out?
Only an hour. I was waiting here the whole time - I knew the time factor would mess with your head! Shes staring at me. You get off on this, don't kid yourself!
Not so helpless for so long - was so hard and there's no way to pass if I got caught!
She reaches over and unlocks the collar and cuffs. Finally I'm free. She tosses me a small key so I can remove the ankle bells.
So, now you're free..wanna do one more thing before we go back to my place and I beat that sissy backside of yours for being so disappointingly early?
I'm exhausted, but she knows me well.
Sure... whatever you say
to be continued in part 5
She leads me out of the clearing and back towards the car
Did you enjoy that my pet? she asks
No. Yes. I don't know.
She grins and tugs on my leash.
Come on, we're only just getting started.
We approach the carpark. There are other cars there now, but I don't see any people about. Hopefully no-one will see.
She leads me right up to her car and unlocks the leg cuffs and unlocks the chain from my collar, placing them on the passenger seat. She clips something to the collar. Its a bell. What is going on.?
She takes some silvery chains out of her bag and clips one around each ankle. More bells.
Well, my love, she says, getting into her car, this is where part two of your little adventure starts. I want you to meet me across the other side of the woods. Wait for me in the carpark. If you're not there in exactly 2 hours, you're walking home on your own.
She shuts the door and locks the central locking, leaving me stranded outside.
I just stand there. My hands are still cuffed behind my back - this is new.
She cracks a window and motions to me to come over.
I hope you're not late - I mean it, you'll be walking all the way home. To your house, not mine, I won't let you back in. Just think about that as you twinkle your way over to the other car park. 2 hours, on the dot.
But I can't tell the time - I don't have a watch! And how will I get into my house, my car and keys are at yours!
Poor little princess - you'll just have to ask someone. 5 sharp. You really don't want to be late.
And with that, she closes the window and drives off, leaving me cuffed and alone in the carpark.
My first reaction is to run to the cover of the trees. But running sets off the bells. And they are loud! How! they are so small, but man they make a noise. I look down at my ankles to see the little chains padlocked on - there is no chance of being able to get them off. Dammit, she's got me good!
I start counting in my head, desperate to try to keep some kind of time. It's a long way to the other car park - these woods give way to open heath and cross a golf course. Then there's a steep climb up a narrow path and into the carpark, which is part of a leisure centre. I don't know how I'm going to be able to do this without being seen. It's madness. But I definitely don't want to be walking all the way home.
I can hear people in the woods. I'm not sure where they are, but I can't afford to hang about too much, I have to get cracking. I'm tiptoeing, but it's not use, the bells tinkle and draw attention to where I am. The outfit doesn't help. I'm just going to have to go for it. Luckily it's not a weekend and the woods are mostly empty, but I'm scared. Plus I've never done this cuffed before and had to cover so much open ground at the same time.I pick my way through the woods and out onto the heath. It's terrifyingly open and I can see people walking about on the grassland in the distance. I don't really have a choice.
I've been walking for a while now but I'm not really sure how long I've been walking for - maybe half an hour - it's difficult to say and I've kinda lost count. I break cover from the trees and follow a narrow path out onto the heath. I have maybe 2 miles to walk - so a fair way. My shoulders are starting to ache from being cuffed and I'm regretting getting into this mess.
I walk onwards, tinkling and chiming as I go. I have to get closer to the bottom of the path and then maybe I can wait until closer to the 5pm designated time before committing myself to the path and the carpark. 5pm will be perilously close to the end of the working day and there's a high chance of people being on the path and in the car park. I really don't know what to expect and with the cuffs, collar and bells, there's no way I can pretend that this isn't some kinky game.
I hear voices ahead and realise there's someone on the same path as me, maybe 500m ahead. I look left and right and there's not really anywhere to hide. I don't think they've really seen me yet due to some bushes and a couple of trees but I need act fast. I walk off to the left and down into a little gully behind some bracken. It's not much cover, but its all there is. If there's anyone on the other parts of the heath on the side of the gully they'll see me clear as day.
The people pass by, none the wiser, but I'm aware the bell on my collar is not totally silent. I hope they don't look over!
I wait it out - agonising over the amount of time I should leave because once I'm up, I'll make noise and be in clear view for a long way. I have to get on.
Struggling up onto my feet, I continue on my merry chiming way - closer and closer to the bottom of the path leading to the carpark. The trouble is the bottom of the path is totally in the open and there's no great place to hide nearby, so I'll have to retreat to the trees some 300 metres away and wait.
There's a lot more people around now that the end of the working day is approaching. This also means I don't have too long to get to the car park to meet my friend. Holy shit.
I wait and wait, getting pretty nervous now - I have to go, but there are still some people about. They're going to see and hear me, but it's too bad.
I walk as nonchalantly as I can from the cover of the trees to the bottom of the path. I'm in full view, but I remember that actually look pretty femme with the makeup on. Trouble is - handcuffs and collar and bells. Damn!
I keep going. Reached the bottom of the path. My cheeks are burning - people stopped as they could hear the bells. They weren't close - 100 metres or so, but that feels close when you're stuck in a dress and hands cuffed.
I start walking up the path- it's quiet, thank god, but it's at least 500m to the top of the hill. I have no choice - there is no other way up - well, at least no other sensible way - there's another route, but it's via a girls school and their driveway - that would be a really bad idea. The damn bells were tinkling with every step and I wished the world could swallow me up. God I hoped none was on the path!
Eventually and thankfully unspotted, I was at the top of the path and at the entrance to the carpark. But I had no real idea what the time was and the carpark was pretty busy. I needed to find my friend and quickly. Was she even there? Was I too late or miles too early? If I was early, there was nowhere to go and wait it out, there's no hiding places at all and I'm still handcuffed and collared. I was bricking it - it was just a matter of time before I was spotted and then god knows what, arrested probably. No need to apply the cuffs, already done!
As workers returned to their cars, I frantically scanned the car park for the black BMW - where was she? I walked out a little from the top of the path to see if I could spot her. Fuck - this was a nightmare. Would have been ok if I wasn't cuffed and wearing a pink collar with a bell on it - she'd made me up to look pretty enough to be able to pass by fairly closely, but like this - not good.
People were all around now and I was getting very worried. It was only a matter of time before I was made and possibly in a world of trouble. It actually dawned on me that people might get worried that was a girl in cuffs and try to help..
Suddenly, from nowhere, a black BMW pulls up right in front of me just as I'm about to freak out and the window winds down to reveal my grinning friend.
Having fun, girly boy? She says, motioning towards to passenger side.
I struggle to open the door with my hands cuffed, but gratefully clamber inside, safe.
Miss me, pervert? She said and kisses me.
I can't speak. Exhausted, neves shot.
Oh my god, never again. Too hard to do it like this! How long have I been out?
Only an hour. I was waiting here the whole time - I knew the time factor would mess with your head! Shes staring at me. You get off on this, don't kid yourself!
Not so helpless for so long - was so hard and there's no way to pass if I got caught!
She reaches over and unlocks the collar and cuffs. Finally I'm free. She tosses me a small key so I can remove the ankle bells.
So, now you're free..wanna do one more thing before we go back to my place and I beat that sissy backside of yours for being so disappointingly early?
I'm exhausted, but she knows me well.
Sure... whatever you say
to be continued in part 5
Labels:
cross dress,
handcuffs,
humiliation,
jeopardy,
predicament,
transvestite
Tuesday, June 2, 2015
A little help from my friends - part three
continued from part 2..
We usually have a game of 'drop me off in a carpark in a dress or some kind of awkward femme attire' She loves it. Probably because I give her my credit card for the duration, but also because we're friends and she genuinely gets my need for humiliation and loss of control.
We usually do this in a large park (in fact, the one mentioned in this post is a favoured) so I have to either hide for a while, usually uncomfortably long enough for me to wish I hadn't started the game, or walk across the park to meet her at prearranged location, which is no better.
All the time in a dress or something girly. The more girly and ridiculous, the shorter the time she leaves me, usually as actually getting caught is something that neither of us really want
She drags me by my collar out through the door to the garage and unlocks the car.
Get in, she says.
I'm still in cuffs and I look pleadingly at her.
Nope, you're noting to get to wear a coat today. And you an ride in cuffs. If you're not careful, I'll hogtie you in the boot.
I get in the passenger seat. It's kinda hard with my ankles cuffed, but I slide in. She puts my seatbelt on, starts the car, opens the remote control garage door and we're off.
OMG.
It's broad daylight, week day, people are about doing their thing. I'm handcuffed in the passenger seat of a BMW wearing a dress and collar.
She takes the long way round, of course, driving through the town. She's dressed in leather and I'm sat passively - people double take as we drive by, but they only get a glimpse before we're gone.
I'm petrified, cuffed as I am.
Eventually, we pull up in the carpark to a large woods. There's no-one else there at the moment, which is good - so I'm expecting the usual string me along and drive off without me affair. She gets out of the car and walks around to my door. She opens the door and unbuckles the seatbelt, something I would have had difficulty with with my hands cuffed.
Come on, pervert, get out - this is going to be fun. I oblige, she shuts the door and locks the car. I'm well and truly exposed now if anyone comes. She unlocks one of my handcuffs, but quickly twists my other wrist behind my back and cuffs them. Now I'm really confused, she normally sends me on my way at this point.
She takes hold of the chain that is attached to my collar and starts dragging me away from the car. I have no choice but to follow in small shuffling steps because of the ankle cuffs. We walk down a path into the woods for a few minutes and then she pushes through a narrow gap in the thick bushes and we step out into a small clearing.
She walks me, shuffling, to the middle of the clearing - it's not large, maybe 100 ft across - but its totally clear of trees except for one medium sized one in the centre. She quickly locks the end of the chain to the lone tree. I'm trapped.
I left the key back in the car, kinky girly boy, so you'll just have to wait here. I'll be back, probably. I might have a little me time in the car though. Might even have a nap. Enjoy your little mind fuck.
She kisses me on each cheek and grabs my crotch, and softly starts grinding on me. It's maddeningly arousing. The licks her finger and rubs it across my lips. Then she turns and walks off and doesn't even look back, leaving me chained to the tree.
A round trip for her back to the car will take at least 10 minutes, assuming she goes straight there and comes straight back.
Holy crap - usually I am free to run away, hide, skip, walk and do what I like - this is totally different. I'm totally on display. I can't really see through the thick trees at the edge of the clearing, so I don't know if anyone is there or not. It's the middle of the day and it's pretty quiet with no-one around int he carpark, but man, my hard is spinning.
The chain is around 3 metres long, so I can move out a little way, but am quickly brought to a stop by my collar. I'm really well and truly stuck. I hope she comes back soon! My hands are frustratingly cuffed out of the way behind my back, but it wouldn't matter, the collar is locked on and the tree is as thick as a telegraph pole, so there's no getting out.
My mind is playing tricks on me and every little noise is amplified as someone coming. To the left, so I duck behind the tree to hide. It's useless as the tree is not big enough to hide me and in any case, I have a flared pinafore and pink t-shirt with puffy sleeves, knee socks and pink boots. Dammit!! I realise how clever she has been, I'm starting to feel helpless, like a slavegirl at a market, like the cheap slut that I want to be. I fantasise about being caught, so she's put me in the situation where my mind runs wild.
I struggle against the chain, my cuffs, anything to try to get free, but nothing gives. It wouldn't, I bought all of it to be tough and inescapable. Shit.
In my struggling, the skirt of my dress has become hitched up and is exposing my pink silky knickers. Fuck, could this get worse? I try to reach around with my hands, but it's stuck on something.
Then, footsteps, clear as day. Cracking through the undergrowth. I stagger around the tree to try to hide. I hear them, closer. Its useless, I have to look.
There she is, standing looking at me, hands on her hips.
Well well, if it's not poor little shit scared sissy pants. Miss me?
She walks over to me and bails me up against the tree.
Anyone come by and molest you, pervert? Bet you'd like that wouldn't you?
She smoothes down my skirt and unlocks the chain from the tree and walks me out of the clearing.
continued in part 4
We usually have a game of 'drop me off in a carpark in a dress or some kind of awkward femme attire' She loves it. Probably because I give her my credit card for the duration, but also because we're friends and she genuinely gets my need for humiliation and loss of control.
We usually do this in a large park (in fact, the one mentioned in this post is a favoured) so I have to either hide for a while, usually uncomfortably long enough for me to wish I hadn't started the game, or walk across the park to meet her at prearranged location, which is no better.
All the time in a dress or something girly. The more girly and ridiculous, the shorter the time she leaves me, usually as actually getting caught is something that neither of us really want
She drags me by my collar out through the door to the garage and unlocks the car.
Get in, she says.
I'm still in cuffs and I look pleadingly at her.
Nope, you're noting to get to wear a coat today. And you an ride in cuffs. If you're not careful, I'll hogtie you in the boot.
I get in the passenger seat. It's kinda hard with my ankles cuffed, but I slide in. She puts my seatbelt on, starts the car, opens the remote control garage door and we're off.
OMG.
It's broad daylight, week day, people are about doing their thing. I'm handcuffed in the passenger seat of a BMW wearing a dress and collar.
She takes the long way round, of course, driving through the town. She's dressed in leather and I'm sat passively - people double take as we drive by, but they only get a glimpse before we're gone.
I'm petrified, cuffed as I am.
Eventually, we pull up in the carpark to a large woods. There's no-one else there at the moment, which is good - so I'm expecting the usual string me along and drive off without me affair. She gets out of the car and walks around to my door. She opens the door and unbuckles the seatbelt, something I would have had difficulty with with my hands cuffed.
Come on, pervert, get out - this is going to be fun. I oblige, she shuts the door and locks the car. I'm well and truly exposed now if anyone comes. She unlocks one of my handcuffs, but quickly twists my other wrist behind my back and cuffs them. Now I'm really confused, she normally sends me on my way at this point.
She takes hold of the chain that is attached to my collar and starts dragging me away from the car. I have no choice but to follow in small shuffling steps because of the ankle cuffs. We walk down a path into the woods for a few minutes and then she pushes through a narrow gap in the thick bushes and we step out into a small clearing.
She walks me, shuffling, to the middle of the clearing - it's not large, maybe 100 ft across - but its totally clear of trees except for one medium sized one in the centre. She quickly locks the end of the chain to the lone tree. I'm trapped.
I left the key back in the car, kinky girly boy, so you'll just have to wait here. I'll be back, probably. I might have a little me time in the car though. Might even have a nap. Enjoy your little mind fuck.
She kisses me on each cheek and grabs my crotch, and softly starts grinding on me. It's maddeningly arousing. The licks her finger and rubs it across my lips. Then she turns and walks off and doesn't even look back, leaving me chained to the tree.
A round trip for her back to the car will take at least 10 minutes, assuming she goes straight there and comes straight back.
Holy crap - usually I am free to run away, hide, skip, walk and do what I like - this is totally different. I'm totally on display. I can't really see through the thick trees at the edge of the clearing, so I don't know if anyone is there or not. It's the middle of the day and it's pretty quiet with no-one around int he carpark, but man, my hard is spinning.
The chain is around 3 metres long, so I can move out a little way, but am quickly brought to a stop by my collar. I'm really well and truly stuck. I hope she comes back soon! My hands are frustratingly cuffed out of the way behind my back, but it wouldn't matter, the collar is locked on and the tree is as thick as a telegraph pole, so there's no getting out.
My mind is playing tricks on me and every little noise is amplified as someone coming. To the left, so I duck behind the tree to hide. It's useless as the tree is not big enough to hide me and in any case, I have a flared pinafore and pink t-shirt with puffy sleeves, knee socks and pink boots. Dammit!! I realise how clever she has been, I'm starting to feel helpless, like a slavegirl at a market, like the cheap slut that I want to be. I fantasise about being caught, so she's put me in the situation where my mind runs wild.
I struggle against the chain, my cuffs, anything to try to get free, but nothing gives. It wouldn't, I bought all of it to be tough and inescapable. Shit.
In my struggling, the skirt of my dress has become hitched up and is exposing my pink silky knickers. Fuck, could this get worse? I try to reach around with my hands, but it's stuck on something.
Then, footsteps, clear as day. Cracking through the undergrowth. I stagger around the tree to try to hide. I hear them, closer. Its useless, I have to look.
There she is, standing looking at me, hands on her hips.
Well well, if it's not poor little shit scared sissy pants. Miss me?
She walks over to me and bails me up against the tree.
Anyone come by and molest you, pervert? Bet you'd like that wouldn't you?
She smoothes down my skirt and unlocks the chain from the tree and walks me out of the clearing.
continued in part 4
Labels:
bondage,
cross dress,
handcuffs,
humiliation,
jeopardy,
predicament,
transvestite
Tuesday, May 26, 2015
A little help from my friends - part two
continued from part 1..
She cracks another one over my backside.
Come up, get up - I don't have all day and I want my fun too, she says
I stand up and she unlocks my cuffs, leg irons and unlocks the padlock on the chain and collar holding me to the radiator.
We'll keep this collar on for now, she says with a wink. Now, get dressed, sissy...this is all for your benefit.
She walks to the corner of the room and crosses her arms and looks on expectantly.
I walk over to the pile of clothes, looking despairingly at the locked holdall containing the other outfits - not that they would be much use really - and my male clothes.
Well, come on, she says, cracking the crop against her leather clad legs.
I slide the pink satin kickers on and pop on the padded bra, the push up giving me a little cleavage.
Next, socks, then the pink t-shirt before finally stepping into the pinafore dress and buttoning up the sides and hooking the straps over my shoulders and onto the little metal buttons. I put on the baby pink Doc Martens and lace them up loosely like a teenage girl would.
Oh boy..
My friend looks at me for a minute. You look adorable. Just like a teenager. Only a sissy male version.
I have to agree. I'm slim built, but still without any wig or makeup, I'm just a bloke in a dress.
She points to the chain and padlocks and cuffs on the floor.
Pick those up and bring them to me.
She reattaches the chain to the collar, locks my legs and cuffs my hands in front.
Dragging me by the chain, we head into the dining room - she motions for me to sit at the table. She's spread out her makeup.
I didn't agree to this! I cry
You're not in a position to disagree with anything, sissy. She laughs. Want to go home - go on, off you go..!
Of course there's nothing I can do. Dammit. But this is exactly what I need and she knows it.
Right, hands on the table.
She paints my nails a lovely shimmering pink. Next foundation, then eyes - she does a great job actually - they look very femme. More makeup - blusher and lipstick. Finally she fetches a brown short-ish bob wig.
She drags me over to a full length mirror in the hallway. I look 1/2 decent. Better - I actually look pretty girly.
She pulls me close by the chain. Because you're not just a bloke in a dress, we're going to do this differently! I think you're ready for a proper challenge.
Whaaaat? What do you mean? We agreed - the car park at the woods. You'd leave me there for a couple of hours!
Oh little pervert, you can do better that that! I think we'll start there and work up to this challenge. You're going to love it!
Continued in part 3...
She cracks another one over my backside.
Come up, get up - I don't have all day and I want my fun too, she says
I stand up and she unlocks my cuffs, leg irons and unlocks the padlock on the chain and collar holding me to the radiator.
We'll keep this collar on for now, she says with a wink. Now, get dressed, sissy...this is all for your benefit.
She walks to the corner of the room and crosses her arms and looks on expectantly.
I walk over to the pile of clothes, looking despairingly at the locked holdall containing the other outfits - not that they would be much use really - and my male clothes.
Well, come on, she says, cracking the crop against her leather clad legs.
I slide the pink satin kickers on and pop on the padded bra, the push up giving me a little cleavage.
Next, socks, then the pink t-shirt before finally stepping into the pinafore dress and buttoning up the sides and hooking the straps over my shoulders and onto the little metal buttons. I put on the baby pink Doc Martens and lace them up loosely like a teenage girl would.
Oh boy..
My friend looks at me for a minute. You look adorable. Just like a teenager. Only a sissy male version.
I have to agree. I'm slim built, but still without any wig or makeup, I'm just a bloke in a dress.
She points to the chain and padlocks and cuffs on the floor.
Pick those up and bring them to me.
She reattaches the chain to the collar, locks my legs and cuffs my hands in front.
Dragging me by the chain, we head into the dining room - she motions for me to sit at the table. She's spread out her makeup.
I didn't agree to this! I cry
You're not in a position to disagree with anything, sissy. She laughs. Want to go home - go on, off you go..!
Of course there's nothing I can do. Dammit. But this is exactly what I need and she knows it.
Right, hands on the table.
She paints my nails a lovely shimmering pink. Next foundation, then eyes - she does a great job actually - they look very femme. More makeup - blusher and lipstick. Finally she fetches a brown short-ish bob wig.
She drags me over to a full length mirror in the hallway. I look 1/2 decent. Better - I actually look pretty girly.
She pulls me close by the chain. Because you're not just a bloke in a dress, we're going to do this differently! I think you're ready for a proper challenge.
Whaaaat? What do you mean? We agreed - the car park at the woods. You'd leave me there for a couple of hours!
Oh little pervert, you can do better that that! I think we'll start there and work up to this challenge. You're going to love it!
Continued in part 3...
Labels:
bondage,
cross dress,
handcuffs,
humiliation,
jeopardy,
predicament,
transvestite
Monday, May 25, 2015
A little help from my friends - part one
I have a close friend who knows about my secret fantasies. We've been friends for years ever since we played a game of drunk truth or dare at uni.
We could have been married we were that close - we certainly shared some very intimate moments, but somehow it never really happened. Maybe it's my kink that held her back - maybe it held me back, but we remained very close and she was happy to indulge her dominant streak on me from time to time.
One fantasy I have is to be abandoned in a carpark whilst dressed up. I've done this to myself as you know, but there's an extra element OMFG if there is actually no way out of the game. To be totally left to my own devices with no control. What a buzz.
She loved the idea of course, and immediately started planning my discomfort.
It starts at her house. Her rules.
I'm to bring a holdall, some luggage locks (no keys) and 3 black sacks with 3 different girly outfits. She'll check and she'll be mad if I skimp and pack girls jeans.
I'm also to pack my bondage gear - handcuffs, leg irons, chains, pink leather collar, padlocks (with keys)
In the 3 bags I pack:
1. A blue denim pinafore mini dress, pink t-shirt with a sparkly heart logo on the front, white lace knee socks and pink Dr Marten boots. Complete with matching pink bra and knickers of course.
2. A long floor length denim skirt, striped t-shirt and pink socks and mary-janes - bra but this time some pink plastic locking underwear just because.
3. And lastly a knee-length floral summer dress with large net petticoat, cardigan and some tan wedges. Underwear is another matching set - pastel yellow satin.
So pretty girly then.
I arrive at her house, she's clad in a calf length leather dress and wearing very high heels. She pulls me close and kisses me hard and full on my lips and grabs my crotch on the way in.
We're going to have fun today, pervert, she says.
Once inside, she has me unpack the 3 black sacks, strip naked and with a swish of the crop across my thigh has me place my male clothes in the large empty holdall.
She secures a collar around my neck and padlocks it closed. She locks a long chain onto the collar and hands me another padlock. Lock yourself to the radiator over there, sweetie, she says, pointing across the room. Oh, wait - you'd better lock these on too, she says, handing me the cuffs and leg irons.
I walk over to the the sturdy iron radiator and lock the chain to one of the large pipes. I'm now stuck. The chain is only long enough for me to move a few metres.
She folds her arms. Cuffs? she says, eyebrows raised.
I lock on the leg cuffs and secure the handcuffs behind my back.
So what do we have here? A little thrill seeking pervert, thats what! Led here by his balls, caught by his neck, cuffed like a criminal.
She moves the sacks around on the floor, at her feet.
So which one is to going to be, sissy boy?
She mixes the bags round and round so I have no idea what one contains what clothes.
Come on, pick one!
The middle one!
Are you sure? she asks - you wouldn't want to pick a girly sissy outfit and be stuck outside, would you?
The middle one, I whisper.
Okay, she says. I'm just going to put the other bags in the holdall and lock it, I hope you don't mind.. Of course, you can just come over and stop me any time...
She picks up the two unselected black sacks and places them in the bag..
You can stop me at any time, she teases. She wants me to try to get to her. I oblige. It's futile, of course, the chain is about a metre too short. I strain against it, it's what she wants. It's what i want.
Oh well, I take it you are happy with this game then, she said and zips up the bag and clicks a lock through the zipper and snaps it shut. The locks that the keys are sitting on my kitchen bench.
Fuck.
She laughs. So, pervert, we are going to have fun today! She picks up the remaining bag and empties it out. Denim dress, pink boots. OMG. This is going to be awkward.
So - looks like you're going to be a really girly girl today then..
She struts over, her heels clicking on the floor. I'm standing, chain dangling, hands and feet cuffed.
On your knees, bitch, she says and pushes me hard down. I fall onto my knees, the chains rattling.
Lick my shoes
I go to bend down to lick her shoes but am brought up short by the collar and chain. I wriggle onto my belly, reaching out for the shiny patent leather with my tongue, but she moves them just out of reach.
Then, out of nowhere, she brings the crop down hard - flashing across my exposed buttocks.
Come on, pervert, it's time to get dressed and go for a little drive.
Continued in part 2
We could have been married we were that close - we certainly shared some very intimate moments, but somehow it never really happened. Maybe it's my kink that held her back - maybe it held me back, but we remained very close and she was happy to indulge her dominant streak on me from time to time.
One fantasy I have is to be abandoned in a carpark whilst dressed up. I've done this to myself as you know, but there's an extra element OMFG if there is actually no way out of the game. To be totally left to my own devices with no control. What a buzz.
She loved the idea of course, and immediately started planning my discomfort.
It starts at her house. Her rules.
I'm to bring a holdall, some luggage locks (no keys) and 3 black sacks with 3 different girly outfits. She'll check and she'll be mad if I skimp and pack girls jeans.
I'm also to pack my bondage gear - handcuffs, leg irons, chains, pink leather collar, padlocks (with keys)
In the 3 bags I pack:
1. A blue denim pinafore mini dress, pink t-shirt with a sparkly heart logo on the front, white lace knee socks and pink Dr Marten boots. Complete with matching pink bra and knickers of course.
2. A long floor length denim skirt, striped t-shirt and pink socks and mary-janes - bra but this time some pink plastic locking underwear just because.
3. And lastly a knee-length floral summer dress with large net petticoat, cardigan and some tan wedges. Underwear is another matching set - pastel yellow satin.
So pretty girly then.
I arrive at her house, she's clad in a calf length leather dress and wearing very high heels. She pulls me close and kisses me hard and full on my lips and grabs my crotch on the way in.
We're going to have fun today, pervert, she says.
Once inside, she has me unpack the 3 black sacks, strip naked and with a swish of the crop across my thigh has me place my male clothes in the large empty holdall.
She secures a collar around my neck and padlocks it closed. She locks a long chain onto the collar and hands me another padlock. Lock yourself to the radiator over there, sweetie, she says, pointing across the room. Oh, wait - you'd better lock these on too, she says, handing me the cuffs and leg irons.
I walk over to the the sturdy iron radiator and lock the chain to one of the large pipes. I'm now stuck. The chain is only long enough for me to move a few metres.
She folds her arms. Cuffs? she says, eyebrows raised.
I lock on the leg cuffs and secure the handcuffs behind my back.
So what do we have here? A little thrill seeking pervert, thats what! Led here by his balls, caught by his neck, cuffed like a criminal.
She moves the sacks around on the floor, at her feet.
So which one is to going to be, sissy boy?
She mixes the bags round and round so I have no idea what one contains what clothes.
Come on, pick one!
The middle one!
Are you sure? she asks - you wouldn't want to pick a girly sissy outfit and be stuck outside, would you?
The middle one, I whisper.
Okay, she says. I'm just going to put the other bags in the holdall and lock it, I hope you don't mind.. Of course, you can just come over and stop me any time...
She picks up the two unselected black sacks and places them in the bag..
You can stop me at any time, she teases. She wants me to try to get to her. I oblige. It's futile, of course, the chain is about a metre too short. I strain against it, it's what she wants. It's what i want.
Oh well, I take it you are happy with this game then, she said and zips up the bag and clicks a lock through the zipper and snaps it shut. The locks that the keys are sitting on my kitchen bench.
Fuck.
She laughs. So, pervert, we are going to have fun today! She picks up the remaining bag and empties it out. Denim dress, pink boots. OMG. This is going to be awkward.
So - looks like you're going to be a really girly girl today then..
She struts over, her heels clicking on the floor. I'm standing, chain dangling, hands and feet cuffed.
On your knees, bitch, she says and pushes me hard down. I fall onto my knees, the chains rattling.
Lick my shoes
I go to bend down to lick her shoes but am brought up short by the collar and chain. I wriggle onto my belly, reaching out for the shiny patent leather with my tongue, but she moves them just out of reach.
Then, out of nowhere, she brings the crop down hard - flashing across my exposed buttocks.
Come on, pervert, it's time to get dressed and go for a little drive.
Continued in part 2
Labels:
bondage,
cross dress,
handcuffs,
humiliation,
jeopardy,
predicament,
transvestite
Thursday, March 12, 2015
Pink Bridesmaid challenge
Remember I told you about my pink taffeta bridesmaid dress?

I wore it with huge petticoats and usually made myself up to the nines. It rustled like nothing else - it was awesome - 80's prom queen.
Not exactly subtle, but that wasn't the point!
One night, I was all alone in the house and I had 'bright' idea. I dressed up, tight lacing corset first, stockings (of course) - makeup, wig, high heels, girly jewellery - the lot.
I lived in a very small country village at the time, so I thought bit of late night enforced walking would be in order.
I left handcuff keys and spare car keys in the garden, took the cuffs with me and drove out. I parked the car in a deserted back lane a fair walk - maybe a mile - from my house. It was 1am and I was still nervous of being caught - this was my neighbourhood and I knew most people.
The desire for the humiliation of a forced cross dressing 80's prom queen adventure got the better of me and I grabbed the cuffs, quickly locked the keys in the car and before I could back out, cuffed my wrists behind my back.
I now had to walk down pitch dark lanes, past village houses and back to my house to get the keys dressed up in a pink bridesmaid dress, heels with my hands handcuffed behind my back. I'd then have to walk back to the car, having unlocked my cuffs so I could get the front door keys and drive it back.
I stood there, the wind was blowing and my dress was billowing nosily around my legs - the net of the many petticoat layers frothing about and I wondered if I gone too far. It was a bit late for that - I was well and truly stuck.
I started to walk, heels clacking on the road, terrified of a car coming. I stopped every few minutes to listen out for cars or people, but everything was so quiet. I kept on walking, past the houses of people I knew, their houses dark at this time of night, but even so, a very odd experience. Further and further into the village - in some ways with more places to hide should someone come, but in other ways, more risk. I had no choice in the matter and on I went.
Suddenly, a faint noise in the distance. A car. Now this very small village is criss crossed with lots of roads and I couldn't tell which direction it was yet. I was aware that running would be a very bad idea as I was corseted, in a massive heavy dress with a dozen layers, wearing high heels and hands cuffed. I was frozen to the spot, right out in the open, trying to work it out - do I hide, or carry on?
I chose to hide, picking a big house with a long drive to get off the road. I hoped the car wasn't coming in here! I stood behind a tree for ages, waiting but it was a false alarm, the car made its way off to wherever it was going and did not pass.
I was nearing home - I tottered down a steep hill and then into the driveway. I fetched the kets, relieved to be out of the cuffs.
But now I had to walk back to the car again to get the car open, the front door keys and drive myself home.
I put the spare car key into the bra pocket of the corset, clinging tightly to the handcuff key, I locked them back on just for fun, in the front this time, and walked back to the car, just enjoying the feeling of freedom from being outside in a big dress and the kink of being cuffed.
I wore it with huge petticoats and usually made myself up to the nines. It rustled like nothing else - it was awesome - 80's prom queen.
Not exactly subtle, but that wasn't the point!
One night, I was all alone in the house and I had 'bright' idea. I dressed up, tight lacing corset first, stockings (of course) - makeup, wig, high heels, girly jewellery - the lot.
I lived in a very small country village at the time, so I thought bit of late night enforced walking would be in order.
I left handcuff keys and spare car keys in the garden, took the cuffs with me and drove out. I parked the car in a deserted back lane a fair walk - maybe a mile - from my house. It was 1am and I was still nervous of being caught - this was my neighbourhood and I knew most people.
The desire for the humiliation of a forced cross dressing 80's prom queen adventure got the better of me and I grabbed the cuffs, quickly locked the keys in the car and before I could back out, cuffed my wrists behind my back.
I now had to walk down pitch dark lanes, past village houses and back to my house to get the keys dressed up in a pink bridesmaid dress, heels with my hands handcuffed behind my back. I'd then have to walk back to the car, having unlocked my cuffs so I could get the front door keys and drive it back.
I stood there, the wind was blowing and my dress was billowing nosily around my legs - the net of the many petticoat layers frothing about and I wondered if I gone too far. It was a bit late for that - I was well and truly stuck.
I started to walk, heels clacking on the road, terrified of a car coming. I stopped every few minutes to listen out for cars or people, but everything was so quiet. I kept on walking, past the houses of people I knew, their houses dark at this time of night, but even so, a very odd experience. Further and further into the village - in some ways with more places to hide should someone come, but in other ways, more risk. I had no choice in the matter and on I went.
Suddenly, a faint noise in the distance. A car. Now this very small village is criss crossed with lots of roads and I couldn't tell which direction it was yet. I was aware that running would be a very bad idea as I was corseted, in a massive heavy dress with a dozen layers, wearing high heels and hands cuffed. I was frozen to the spot, right out in the open, trying to work it out - do I hide, or carry on?
I chose to hide, picking a big house with a long drive to get off the road. I hoped the car wasn't coming in here! I stood behind a tree for ages, waiting but it was a false alarm, the car made its way off to wherever it was going and did not pass.
I was nearing home - I tottered down a steep hill and then into the driveway. I fetched the kets, relieved to be out of the cuffs.
But now I had to walk back to the car again to get the car open, the front door keys and drive myself home.
I put the spare car key into the bra pocket of the corset, clinging tightly to the handcuff key, I locked them back on just for fun, in the front this time, and walked back to the car, just enjoying the feeling of freedom from being outside in a big dress and the kink of being cuffed.
Saturday, February 21, 2015
Sting
Once again, its self bondage cross dress jeopardy time, with a dose of humiliation.
I string a long rope across the width of my wide double garage, about 15 metres wide, the top pulled tight at about waist height with the ends tied up tight and out of reach at each end. At one end, the end of the rope is slightly higher, you'll see why in a minute.
At the far end, I tie a set of handcuff keys to a rafter, having them dangle down to just about waist height. They are tied with cord and the rope well knotted over and over. Again, you'll see why in a minute.
Along the rope I tie on freshly picked stinging nettles. A bunch about the size of a large bouquet of flowers every 50cm, which means there are about 30 bunches along the rope. They're tied securely and not coming off.
Right at the end, where the rope rises, I tie off the rest of the nettles, maybe 4 or 5 bouquet sizes in massive leafy cluster.
I wonder if you can see my plan now?
The plan is to lock myself up so I have to walk straddling the nettle clad rope with totally vulnerable lower half to get to the keys at the other end.
To matters more interesting (as if they're already no interesting enough), the garage door opens with a remote - I place a simple mechanism over the remote - a bottle of water suspended up high from a rafter connected to a weight over a small pulley. The weight hangs over the garage remote control fob on the workbench. If the weight were to drop, it would hit the button and open the garage door.
I tap a small hole into the bottle and run a thin tube out about 10 cm and place a bucket under it. I clamp the tube over with a clothes peg and run a long piece of cord out from it.
Once the peg is unclipped, the water will drip out over a period of about 5 minutes, then the weight will slowly drop until it opens the garage door and exposes me to the street if I'm not free of the cuffs in time.
I have a pair of handcuffs, some leg irons, some chain and padlocks and, of course, some clothes to hand.
I strip off, apply nipple clamps and give them a good hard twist tight, pop the push up bra on for good measure and then dress in my short blue PVC alice dress (again) - complete with flouncy petticoats. I zip it up and lock to the pink leather collar as per previous adventures. The dress is not coming off until I get to those padlock keys, which incidentally are outside in the garden.
I wear no underwear this time though! See my plan?
I strap on some very high heels, which brings the rope to just about crotch height. I won't be able to remove them unless I unto the ankle straps.
I straddle the rope which is still pretty high despite the heels and comes up under my balls, reach down and lock on the leg cuffs. I'm effectively committed at this point as I can't get off the nettled rope, which is tied off well out of reach, and the keys are tied up at the other end. Although I really can't get out, I'm just not vulnerable enough. With hands, I could untie the nettles to stop them stinging me, stop the garage remote, and do all sorts of things to back out of this game.
But as you know, I'm not a backing out of things person. I crave this humiliation and it's going to happen.
I lock the chain tight around my waist, padlocking the handcuffs to the chain. I tie the cord that leads to the clothes peg on the bottle to a link in the front of the chain around my waist. It's round the front so I won't be able to untie it with my hands cuffed behind. When I start walking down the rope, it'll pull the clip away and start the drip timer.
I can hardly believe I'm doing this, but I bring the cuffs together behind me and with 2 sets of ratchety clicks - it's done, I'm locked in and going nowhere until I get to the other end of the garage,, knowing that as soon as I move, the timer starts and I have no choice but to get going and face the nettles which will savage my inner thighs, bottom, balls and that whole area.
I stand there in limbo, knowing I have to do this. I inch forward, the first nettles just in front of me - they're the nastiest stingy ones I could find too. As I move, the cord tightens and I know this will be it.
One more step and 'clack' - the peg comes off the tube and I have only a few minutes to do this. I'm moving slowly on my high heels - the rope wedged under me - my erect cock and balls leading the way. I twist, but it makes no difference - I have to cross the nettles. It's awful - a thousand tiny barbs jab into my balls and inner thighs, arsehole and all over my bottom.
OMG I should have tested this a little first - it's very painful. I inch over the first bunch of nettles and shuffle in my stilettos to the next one, only a few steps away. Time is ticking and I'm going to need most of it to untie the cuff key at the far end.
I have to carry on - another bunch - oh man, it stings, my poor cock and balls are on fire! The nettles penetrate my exposed lower half and my hands are helplessly locked away at my waist. I try to reach down, but it's not helping - if anything it forces more of the nettles into my exposed genitals and bottom.
Further and further down the rope, more stings - it's unbearable, I'm on fire - but I have no choice - I must get to the end. My feet are on fire from the high heels too.
At last, the final bunch. The rope rises slightly and it wedges hard under my bottom and though my crack. I have to stand right over the massive bunch, which is arranged up a few feet over the rope and dangles down to the floor, in order to get the keys. I glance back to the timer before making the final move and see the weight is dropping low already. Holy crap!
I push forward into the final bunch, which stings me everywhere - ankles, knees, inner thighs, all over my exposed arsehole, bottom, cock and balls and also starts brushing up into my waistline and up under the petticoat. Fuck!
I grab the dangling key, which is just too high up to be able to use without untying it from the cord and start working the knots. I'd knotted the crap out of the thing and each one takes agonising seconds. I'm looking back all the time to the timer device whilst I am working my hands - it's getting perilously close the garage remote fob, maybe only 1 or 2 cm to go. I work faster, but the key is still tied on.
At last, it comes loose and I pop the handcuffs open. I'm still standing in the huge nettle bunch, so I shuffle away, my whole lower half on fire so I can get to the leg cuffs. I get one and then hear a clunk. The door starts to rise with a whirr. The garage lights are on and it's daylight outside, so I need to be really quick! I unstraddle the rope and run, the leg cuffs still attached, to the remote. By the time I get there - it's only 15 metres away - the door is more than half open and I'm in serious danger of someone seeing me. I prod the remote and the door stops. There are agonising seconds before it will lower again. Then I'm safe.
Did anyone see me? OMG!
My entire lower half is on fire, especially my poor inner thighs and balls. I reach down and unlock the other leg cuff. I pull up the puffy skirts and look down for the first time - I'm covered in welts and weals from the nettles. Its still burning and I don't know how long it's going to last. Theres not much I can do about it though!
What next? I am tempted by another go on the rope, but the nettles are looking a little sorry for themselves, and besides, I know I can do it now, so it's not so much fun.
I have an idea though - I grab a pair of thick plastic pants and the locking frilly plastic lined knickers - I pull on my gardening gloves and stuff the thick pants full of nettles - as much as I can get in there. They are quite tight fitting, so this will be fun.
I quickly put them on - my arse is once again on fire - the nettles pricking into all the soft flesh it can find. I pull up the locking knickers and click the padlock shut. They're not coming off without the keys which are in the garden along with the keys to my collar, chain and dress.
Every step is now torture. I wish I'd called it a day, but it would have been a shame to waste the nettles.
I still have the handcuffs dangling from the chain at my waist. I reattach the leg cuffs so I can't put any clothes on to cover my dress and get outside sooner. I shuffle painfully out of the garage and to the back door, the plastic pants full of nettles torturing me at every move.
I toss the handcuff keys into the garden, effectively trapping me until it gets dark in several hours time.
I click the handcuffs back over my wrists behind my back and settle in to the horrible discomfort of the remaining daylight hours until I get into the garden and get myself free. I can't even sit down, so this is going to be horrible!
I curse myself - I'm a nasty vindictive self bondage mistress sometimes.
I string a long rope across the width of my wide double garage, about 15 metres wide, the top pulled tight at about waist height with the ends tied up tight and out of reach at each end. At one end, the end of the rope is slightly higher, you'll see why in a minute.
At the far end, I tie a set of handcuff keys to a rafter, having them dangle down to just about waist height. They are tied with cord and the rope well knotted over and over. Again, you'll see why in a minute.
Along the rope I tie on freshly picked stinging nettles. A bunch about the size of a large bouquet of flowers every 50cm, which means there are about 30 bunches along the rope. They're tied securely and not coming off.
Right at the end, where the rope rises, I tie off the rest of the nettles, maybe 4 or 5 bouquet sizes in massive leafy cluster.
I wonder if you can see my plan now?
The plan is to lock myself up so I have to walk straddling the nettle clad rope with totally vulnerable lower half to get to the keys at the other end.
To matters more interesting (as if they're already no interesting enough), the garage door opens with a remote - I place a simple mechanism over the remote - a bottle of water suspended up high from a rafter connected to a weight over a small pulley. The weight hangs over the garage remote control fob on the workbench. If the weight were to drop, it would hit the button and open the garage door.
I tap a small hole into the bottle and run a thin tube out about 10 cm and place a bucket under it. I clamp the tube over with a clothes peg and run a long piece of cord out from it.
Once the peg is unclipped, the water will drip out over a period of about 5 minutes, then the weight will slowly drop until it opens the garage door and exposes me to the street if I'm not free of the cuffs in time.
I have a pair of handcuffs, some leg irons, some chain and padlocks and, of course, some clothes to hand.
I strip off, apply nipple clamps and give them a good hard twist tight, pop the push up bra on for good measure and then dress in my short blue PVC alice dress (again) - complete with flouncy petticoats. I zip it up and lock to the pink leather collar as per previous adventures. The dress is not coming off until I get to those padlock keys, which incidentally are outside in the garden.
I wear no underwear this time though! See my plan?
I strap on some very high heels, which brings the rope to just about crotch height. I won't be able to remove them unless I unto the ankle straps.
I straddle the rope which is still pretty high despite the heels and comes up under my balls, reach down and lock on the leg cuffs. I'm effectively committed at this point as I can't get off the nettled rope, which is tied off well out of reach, and the keys are tied up at the other end. Although I really can't get out, I'm just not vulnerable enough. With hands, I could untie the nettles to stop them stinging me, stop the garage remote, and do all sorts of things to back out of this game.
But as you know, I'm not a backing out of things person. I crave this humiliation and it's going to happen.
I lock the chain tight around my waist, padlocking the handcuffs to the chain. I tie the cord that leads to the clothes peg on the bottle to a link in the front of the chain around my waist. It's round the front so I won't be able to untie it with my hands cuffed behind. When I start walking down the rope, it'll pull the clip away and start the drip timer.
I can hardly believe I'm doing this, but I bring the cuffs together behind me and with 2 sets of ratchety clicks - it's done, I'm locked in and going nowhere until I get to the other end of the garage,, knowing that as soon as I move, the timer starts and I have no choice but to get going and face the nettles which will savage my inner thighs, bottom, balls and that whole area.
I stand there in limbo, knowing I have to do this. I inch forward, the first nettles just in front of me - they're the nastiest stingy ones I could find too. As I move, the cord tightens and I know this will be it.
One more step and 'clack' - the peg comes off the tube and I have only a few minutes to do this. I'm moving slowly on my high heels - the rope wedged under me - my erect cock and balls leading the way. I twist, but it makes no difference - I have to cross the nettles. It's awful - a thousand tiny barbs jab into my balls and inner thighs, arsehole and all over my bottom.
OMG I should have tested this a little first - it's very painful. I inch over the first bunch of nettles and shuffle in my stilettos to the next one, only a few steps away. Time is ticking and I'm going to need most of it to untie the cuff key at the far end.
I have to carry on - another bunch - oh man, it stings, my poor cock and balls are on fire! The nettles penetrate my exposed lower half and my hands are helplessly locked away at my waist. I try to reach down, but it's not helping - if anything it forces more of the nettles into my exposed genitals and bottom.
Further and further down the rope, more stings - it's unbearable, I'm on fire - but I have no choice - I must get to the end. My feet are on fire from the high heels too.
At last, the final bunch. The rope rises slightly and it wedges hard under my bottom and though my crack. I have to stand right over the massive bunch, which is arranged up a few feet over the rope and dangles down to the floor, in order to get the keys. I glance back to the timer before making the final move and see the weight is dropping low already. Holy crap!
I push forward into the final bunch, which stings me everywhere - ankles, knees, inner thighs, all over my exposed arsehole, bottom, cock and balls and also starts brushing up into my waistline and up under the petticoat. Fuck!
I grab the dangling key, which is just too high up to be able to use without untying it from the cord and start working the knots. I'd knotted the crap out of the thing and each one takes agonising seconds. I'm looking back all the time to the timer device whilst I am working my hands - it's getting perilously close the garage remote fob, maybe only 1 or 2 cm to go. I work faster, but the key is still tied on.
At last, it comes loose and I pop the handcuffs open. I'm still standing in the huge nettle bunch, so I shuffle away, my whole lower half on fire so I can get to the leg cuffs. I get one and then hear a clunk. The door starts to rise with a whirr. The garage lights are on and it's daylight outside, so I need to be really quick! I unstraddle the rope and run, the leg cuffs still attached, to the remote. By the time I get there - it's only 15 metres away - the door is more than half open and I'm in serious danger of someone seeing me. I prod the remote and the door stops. There are agonising seconds before it will lower again. Then I'm safe.
Did anyone see me? OMG!
My entire lower half is on fire, especially my poor inner thighs and balls. I reach down and unlock the other leg cuff. I pull up the puffy skirts and look down for the first time - I'm covered in welts and weals from the nettles. Its still burning and I don't know how long it's going to last. Theres not much I can do about it though!
What next? I am tempted by another go on the rope, but the nettles are looking a little sorry for themselves, and besides, I know I can do it now, so it's not so much fun.
I have an idea though - I grab a pair of thick plastic pants and the locking frilly plastic lined knickers - I pull on my gardening gloves and stuff the thick pants full of nettles - as much as I can get in there. They are quite tight fitting, so this will be fun.
I quickly put them on - my arse is once again on fire - the nettles pricking into all the soft flesh it can find. I pull up the locking knickers and click the padlock shut. They're not coming off without the keys which are in the garden along with the keys to my collar, chain and dress.
Every step is now torture. I wish I'd called it a day, but it would have been a shame to waste the nettles.
I still have the handcuffs dangling from the chain at my waist. I reattach the leg cuffs so I can't put any clothes on to cover my dress and get outside sooner. I shuffle painfully out of the garage and to the back door, the plastic pants full of nettles torturing me at every move.
I toss the handcuff keys into the garden, effectively trapping me until it gets dark in several hours time.
I click the handcuffs back over my wrists behind my back and settle in to the horrible discomfort of the remaining daylight hours until I get into the garden and get myself free. I can't even sit down, so this is going to be horrible!
I curse myself - I'm a nasty vindictive self bondage mistress sometimes.
PVC Alice Dress - another rush
So, another game I played was a little more fetishy than others (as if forced crossdressing jeopardy public bondage wasn't quite enough)
I've played with being trapped by daylight before, being helpless in a dress and having to wait for the light to fade before I could make my way to freedom. This was just like that, but with a twist - I've got several more variations on this to come, all combined with some kind of jeopardy to make it more interesting.
I lived in a terraced house for a while where the gardens were all overlooked by neighbours houses, so this fact could be used as part of my restraint.
It's mid morning, late summer with sunset at least 10 hours away. I lock up the house and make my way out to the shed. I've placed cardboard over the windows so neighbours can't see in.
I take a bag of goodies out to the shed in the garden. Blue PVC Alice baby dress, a disposable nappy (diaper), a couple of pairs of plastic knickers, one pair that has PVC on the inside, frilly on the outside and can be locked with a chain through the waist. Also the usual compliment of collars and cuffs, chains and padlocks - the keys of which I've left inside the house.
I've been eating oats and laxative chocolate for the last 24 hours and had plenty of water to drink that morning without going to the toilet.
You can see some of what's coming next, right?
Once in the shed, I pull the door shut and latch it shut from the inside. I empty the bag and contents and strip off naked. I lock a chain through the arm and leg holes of my shorts and shirt and padlock them tight into a ball then lock them in the bag. I'm now naked the shed.
I quickly dress - first the diaper - it's a thick adult one. Then I pull on a couple of pairs of thick plastic knickers - relatively large but close fitting, totally enclosing the diaper. I'm well padded now! I pull on the overtly frilly plastic lined knickers and lock the chain behind my back, trapping me in. I apply nipple clamps - I'm sure I'll regret those - and then a pale blue push up bra which a) keeps the clamps out of the way of any fingers that might go looking for them and b) gives me small breasts
I quickly dress - petticoat, Alice dress, knee high socks and mary janes. I lock on the pink collar , hooking the padlock at the back of the collar through the zip on the back of my dress and lock my ankles into leg irons.
I'm basically stuffed now - can't get out of this get up until I can get back into the house, which I can't do for another 10 hours.
I click the first handcuff around my wrist behind my back - these are largely overkill, I'm already in a world of trouble. But I do them anyway - may as well do this as I'd intended and put myself into really strict bondage.
Clickety click. The cuffs are locked on behind my back
I'm totally stuck.
At some point, I'm going to need the toilet - way before I can get inside.
So I'm resigned to the fact that I'm going to be stuck here in a dressed, handcuffed and locked into a nappy and layers of heavy plastic pants when that happens.
I don't have a watch so time passes slowly. I feel my bladder start to swell and get uncomfortable. Theres so much conditioning to overcome before I need to pee. I cross my legs, jiggle, stress and clench. But then it happens. I pee into the nappy, it's warm and I feel better.
More waiting. I'm bored and start trying to get free from the cuffs, seeing if I've left an opportunity to get free. Of course, I haven't and I'm going nowhere. This is part of the thrill - being forced into bondage where there is no easy escape. It's all very well being locked up for 30 minutes and then getting free, but the feeling really needs to be one of total helplessness.
I'm getting stiff, sore, wet, my arms ache from being cuffed behind my back, my nipples are on fire. It's just as well I didn't put the gag in too. I'm aroused as hell but can't get to my cock through all the layers and in any case, my hands are handcuffed.
It's been hours. I can feel the light change. I can also feel a relentless pressure in my bowel. This isn't good. Its pushing down, the laxative and oats doing there thing. I have many hours left trapped in here and I can't do a damn thing about what I know is going to happen.
I've clenched all I can, but it's too much and I do a massive mess into the nappy.
It's huge hot and squishy and I can feel the mass of it against my cheeks. I'm so humiliated. I've just messed myself like a helpless baby. I have many layers on so there is no smell yet, thank god.
Time passes. I have no choice but to suffer in my own mess. It was what I wanted after all.
I try not to move too much as I feel the awful mess in my backside. It's difficult just to stand there though. I almost wish I was gagged so I could cry my frustration. I've really set this one up good.
Hours pass. It's finally getting dark now, but as it's summer, I have to be careful of the long lingering twilight. I need to wait until it's properly dark - I am, after all, a grown man in a blue pvc baby dress with a giant petticoat and frilly knickers, handcuffed and collared. My neighbours don't need to see this!
More time. I am so uncomfortable! I have the back door key in my hand and am waiting for the dark to settle, but it's taking ages! I'm peeking out of a gap in the cardboard against the windows and it's getting pretty dark now. My neighbours have largely gone inside and quiet is descending.
I go to leave but realise that the latch on the inside of the shed door is too high for my cuffed hands, especially as they are attached with a chain to the leg cuffs. Crap - what now? I could literally be stuck in myself imposed prison. I'm in desperate need move my bowels again too. I can't even work up the energy to stop it and I can feel another huge mess against my backside. Oh man - I have never been so out of control, humiliated and degraded.
I can feel my stomach twist some more and the rush is on - using my nose, I gently work the little latch and after probably half an hour, it finally moves and the I can push the door open.
I would have been 10 or 11 hours locked in there - many of which with nasty messy nappy. My nipples are killing me and I'm thirsty and hungry and in danger of mess number three. There can't be room in there and I dread to think what mess is down there.
I waddle out and make my way towards the back door - my nappy impossibly full and disgusting against my bottom. I mess myself once more - it's horrible, full and warm. The laxative and oats working up a storm and there is nothing I can do.
I 'm finally there, but realise that I can't get the key in the lock - same reason as I got stuck in the shed - my hands are too low down. Fuck!
I twist around and try to get the key into my mouth from my hands - I have to drop it and bend down to pick it up in my mouth. The bending is a revolting sensation against my backside. I dont even want to think about it. I'm trying to hurry as my garden, although dark now, is overlooked and I need to get in. I work the key with my mouth into the lock and after some frantic oh my god I'm fucked moments, the lock turns and I use my chin to get the door open.
I'm safe.
Now to clean up and plan the next adventure.
I've played with being trapped by daylight before, being helpless in a dress and having to wait for the light to fade before I could make my way to freedom. This was just like that, but with a twist - I've got several more variations on this to come, all combined with some kind of jeopardy to make it more interesting.
I lived in a terraced house for a while where the gardens were all overlooked by neighbours houses, so this fact could be used as part of my restraint.
It's mid morning, late summer with sunset at least 10 hours away. I lock up the house and make my way out to the shed. I've placed cardboard over the windows so neighbours can't see in.
I take a bag of goodies out to the shed in the garden. Blue PVC Alice baby dress, a disposable nappy (diaper), a couple of pairs of plastic knickers, one pair that has PVC on the inside, frilly on the outside and can be locked with a chain through the waist. Also the usual compliment of collars and cuffs, chains and padlocks - the keys of which I've left inside the house.
I've been eating oats and laxative chocolate for the last 24 hours and had plenty of water to drink that morning without going to the toilet.
You can see some of what's coming next, right?
Once in the shed, I pull the door shut and latch it shut from the inside. I empty the bag and contents and strip off naked. I lock a chain through the arm and leg holes of my shorts and shirt and padlock them tight into a ball then lock them in the bag. I'm now naked the shed.
I quickly dress - first the diaper - it's a thick adult one. Then I pull on a couple of pairs of thick plastic knickers - relatively large but close fitting, totally enclosing the diaper. I'm well padded now! I pull on the overtly frilly plastic lined knickers and lock the chain behind my back, trapping me in. I apply nipple clamps - I'm sure I'll regret those - and then a pale blue push up bra which a) keeps the clamps out of the way of any fingers that might go looking for them and b) gives me small breasts
I quickly dress - petticoat, Alice dress, knee high socks and mary janes. I lock on the pink collar , hooking the padlock at the back of the collar through the zip on the back of my dress and lock my ankles into leg irons.
I'm basically stuffed now - can't get out of this get up until I can get back into the house, which I can't do for another 10 hours.
I click the first handcuff around my wrist behind my back - these are largely overkill, I'm already in a world of trouble. But I do them anyway - may as well do this as I'd intended and put myself into really strict bondage.
Clickety click. The cuffs are locked on behind my back
I'm totally stuck.
At some point, I'm going to need the toilet - way before I can get inside.
So I'm resigned to the fact that I'm going to be stuck here in a dressed, handcuffed and locked into a nappy and layers of heavy plastic pants when that happens.
I don't have a watch so time passes slowly. I feel my bladder start to swell and get uncomfortable. Theres so much conditioning to overcome before I need to pee. I cross my legs, jiggle, stress and clench. But then it happens. I pee into the nappy, it's warm and I feel better.
More waiting. I'm bored and start trying to get free from the cuffs, seeing if I've left an opportunity to get free. Of course, I haven't and I'm going nowhere. This is part of the thrill - being forced into bondage where there is no easy escape. It's all very well being locked up for 30 minutes and then getting free, but the feeling really needs to be one of total helplessness.
I'm getting stiff, sore, wet, my arms ache from being cuffed behind my back, my nipples are on fire. It's just as well I didn't put the gag in too. I'm aroused as hell but can't get to my cock through all the layers and in any case, my hands are handcuffed.
It's been hours. I can feel the light change. I can also feel a relentless pressure in my bowel. This isn't good. Its pushing down, the laxative and oats doing there thing. I have many hours left trapped in here and I can't do a damn thing about what I know is going to happen.
I've clenched all I can, but it's too much and I do a massive mess into the nappy.
It's huge hot and squishy and I can feel the mass of it against my cheeks. I'm so humiliated. I've just messed myself like a helpless baby. I have many layers on so there is no smell yet, thank god.
Time passes. I have no choice but to suffer in my own mess. It was what I wanted after all.
I try not to move too much as I feel the awful mess in my backside. It's difficult just to stand there though. I almost wish I was gagged so I could cry my frustration. I've really set this one up good.
Hours pass. It's finally getting dark now, but as it's summer, I have to be careful of the long lingering twilight. I need to wait until it's properly dark - I am, after all, a grown man in a blue pvc baby dress with a giant petticoat and frilly knickers, handcuffed and collared. My neighbours don't need to see this!
More time. I am so uncomfortable! I have the back door key in my hand and am waiting for the dark to settle, but it's taking ages! I'm peeking out of a gap in the cardboard against the windows and it's getting pretty dark now. My neighbours have largely gone inside and quiet is descending.
I go to leave but realise that the latch on the inside of the shed door is too high for my cuffed hands, especially as they are attached with a chain to the leg cuffs. Crap - what now? I could literally be stuck in myself imposed prison. I'm in desperate need move my bowels again too. I can't even work up the energy to stop it and I can feel another huge mess against my backside. Oh man - I have never been so out of control, humiliated and degraded.
I can feel my stomach twist some more and the rush is on - using my nose, I gently work the little latch and after probably half an hour, it finally moves and the I can push the door open.
I would have been 10 or 11 hours locked in there - many of which with nasty messy nappy. My nipples are killing me and I'm thirsty and hungry and in danger of mess number three. There can't be room in there and I dread to think what mess is down there.
I waddle out and make my way towards the back door - my nappy impossibly full and disgusting against my bottom. I mess myself once more - it's horrible, full and warm. The laxative and oats working up a storm and there is nothing I can do.
I 'm finally there, but realise that I can't get the key in the lock - same reason as I got stuck in the shed - my hands are too low down. Fuck!
I twist around and try to get the key into my mouth from my hands - I have to drop it and bend down to pick it up in my mouth. The bending is a revolting sensation against my backside. I dont even want to think about it. I'm trying to hurry as my garden, although dark now, is overlooked and I need to get in. I work the key with my mouth into the lock and after some frantic oh my god I'm fucked moments, the lock turns and I use my chin to get the door open.
I'm safe.
Now to clean up and plan the next adventure.
Wednesday, June 25, 2014
Wedding Dress
About 10 years ago I found a lovely wedding dress in my size. It was in an heavy ivory dupion silk, satin lined, tea length with a huge full skirt and masses of net petticoats to puff it out. The bodice was heavily boned with a sweetheart neckline and thick straps with bows on them. On the back was a super sized bow. I think it was from the early to mid 90's. It rustled like nothing else! Super femme.
These pictures give you a kind of idea of the shape of the dress how the shoulders looked!
We had a server room in the office that none else went into. It was small, dark and I had the key. What if I could lock myself in there undetected, with everyone thinking I had gone home, dress up and lock on the cuffs. That's mental!
So thats exactly what I did.
I left the keys at the most public end of the outdoor area at lunch.
I also left some keys to another padlock in my car.
I had a leather knee length skirt, some knee boots with killer heels and a pink knitted jumper locked in my desk cupboard. They key to the cupboard - outside with the handcuff keys!
I would need to retrieve these to get the other clothes so I could get to my car to get the key to my male clothes! Madness!
At about 4:30 I went to 'leave'. Taking the bags with my dress and stuff in, I stashed them into the server room when everyone was busy and not looking. Now, all I had to do was go in, lock the door from the inside, strip off, dress up, and wait. And a long wait at that. It didn't get dark till 7 and I had no idea when my colleagues would leave. 20 people in the office, holding me prisoner and they had no idea.
Quietly locking the server room door, I turned off the light and stripped off. Before I could chicken out, I threaded a chain through my male clothes and locked them tight to a rack full of servers. I then quickly locked on the pink collar. I was 1/2 way committed!
What had I done!?? I was naked in the server room of the office with no way to get out until everyone had gone! The keys to my male clothes were in the car and the only clothes I could realistically walk outside to the car in were locked in my cupboard - the key to that was outside.
I could wait naked and do it that way, but that wasn't the point, so I dressed into the wedding dress. First, some waterproof plastic knickers - like baby pants but tight like girls briefs - just because they felt nice. Then some ivory frilly knickers, plastic lined too, just because.
I had a white basque and stockings next - dressing quickly to get settled. I added a pair of nipple clamps under the breastforms in the bra of the basque - they would hurt later but with the handcuffs on behind my back I wouldn't be able to remove them.
I slipped the dress up and zipped it on, getting the fit right and fluffing out the skirts and making sure the giant bow was straight. I popped the veil and gloves on and slipped my stockinged feet into the shoes and did up the little straps. I did a little twirl. Awesome
I quickly locked the leg cuffs on, making sure they were done up just tight enough but not too tight that I would be unable to walk. With the heels on I would have to be careful.
I picked up the handcuffs and ran the chain up the back of the dress, locking in my left wrist. Before I could breathe, I snapped the right one on, click click click locking myself up tight, hands behind my back.
OMG.
Probably not even 5pm and I'm totally inescapably handcuffed in a dress in the office.
And I waited. And waited. The server room door had a little window in, and I watched as my colleagues filed out slowly over the next hour. I hadn't seen a few people leave and besides it was still light out. So I waited some more.
It was excruciating. Stuck in the little room in the dark, in secret cross dressed wedding dress bondage in the office. I'd outdone myself this time. Plus my nipples were on fire.
Minutes seemed like hours and every face passing the window on their way out felt like a potential discovery. If someone shone a light in, there was nowhere to hide. Not dressed and cuffed anyway.
Finally I could see it was dark out. Had the cleaners come? I hadn't seen the boss leave either. What to do? I couldn't really wait there all night - at some point, security would come round and check, but not until about 9pm.
I listed closely at the door - nothing. I was just about to turn the key when the boss came past the window. I was right there at the door - if he turned his head and looked closely, I'd be seen by the light from the office. SHIT!
Thankfully he left and I didn't hear him come back. Distant car noises - were they his?
I had to go for it.
Unlocking the door as quietly as I could, I peered out. Silence. Thats good, the clicking of keyboards usually gave people away. But I waited by the door for agonising minutes, not sure.
Finally I summoned up the courage to tiptoe out, but the chains and dress were so loud that it was futile. If there was someone there they would have heard.
I checked round the corner - deserted. No way to be totally sure, except that the time meant the probability was in my favour.
I swished round the back door. All clear. I could only just open the handle with my cuffed gloved hands - but I pushed the door open a crack. All clear outside too. All the offices that overlooked the area looked deserted too. I stepped out, but in my haste, the door closed and cuffed as I was, I couldn't catch it.
Click
Fuck - that wasn't in the plan. Cuffed hand and food outside in a wedding dress - eek!
Ah well - nothing to be done now- I hoped noone was there. I hobbled over to the far end of the deck and retrieved the keys. I was so glad to get the cuffs off. I swished around the outside of the building via the relative safety of the dark back path and hurried into the shared brightly lit but thankfully empty lobby. Punching the code on the office door I was quickly back inside.
Thank fuck.
Part 2 - need to get the key to my male clothes in my car.
I had one last petticoat swirling twirl in the dress and then quickly stripped off the wedding dress. I packed it quickly away into the dress bag and unlocked the cupboard with the retrieved key. I dressed in the leather skirt and boots and pink fluffy top. I gingerly removed the nipple clamps - fuck that hurt. Time to get the last keys. I grabbed the car keys and made my way outside in the very public shared carpark. Our company spaces were at the back (of course) and under bright light. There was also a security guard in a little hut not too car away.
My heels clacked as I walked and the leather skirt was tight and restrictive, making me take little steps. I felt like everyone was watching, but there was no-one.
I was 1/2 way across the car park when a car started up and the lights came on. I had nowhere to go. I wasn't made up, but I had long ish hair, so I let it flop and carried on walking, hoping that they wouldn't be looking. They passed right by, not even slowing. Holy crap.
I got the key out on my car and hobbled back as fast as I could. Almost back into the lobby - someone was there! Leaving from my office too! Holy Shit.
I ducked into the relative dark of the side of one of the buildings and waited to see who it was. Security - thank god, having a check. But they usually locked the doors once they were done. Oh no, that would not be good - I could hardly go home to my wife in what I was wearing!
These pictures give you a kind of idea of the shape of the dress how the shoulders looked!
I kept it in a cupboard at my desk in the office as I was often working late and sometimes had the opportunity to dress up in it when everyone was gone for the night. I had some ivory bridal shoes, some matching satin gloves and a little veil. Awesome
Once, as I was all dressed up, the cleaners came in (I thought they had already been!) and I had to rush out of a back door and hide outside until they had gone. Man that was awkward! Especially as the backdoor led out to a communal area shared by many offices - lucky it was late autumn and dark and there was none there. The problem was the door only opened from the inside and I had to walk right around the building to get back in - not being quite sure if they had left or not. Luckily, they were only 10 minutes and I saw their van pulling away.
This gave me an idea though.
What if I could put myself in some kind of predicament in the office - a deliberate risky dress-up?
It took me a while and a few goes to get this right. I didn't want to get caught at work as that would be a disaster, but I did want to be placed in a terrible dilemma whilst dressed up.
I finally worked it out.
I have some handcuffs and leg irons that I could connect with a chain and a collar that can lock with a couple of heart shaped padlocks. If I left the keys to these outside in the shared communal area during the day, I could have some fun!
To make the problem somewhat more interesting, if I could be dressed in the office before everyone left, that would make my job that much harder.
We had a server room in the office that none else went into. It was small, dark and I had the key. What if I could lock myself in there undetected, with everyone thinking I had gone home, dress up and lock on the cuffs. That's mental!
So thats exactly what I did.
I left the keys at the most public end of the outdoor area at lunch.
I also left some keys to another padlock in my car.
I had a leather knee length skirt, some knee boots with killer heels and a pink knitted jumper locked in my desk cupboard. They key to the cupboard - outside with the handcuff keys!
I would need to retrieve these to get the other clothes so I could get to my car to get the key to my male clothes! Madness!
At about 4:30 I went to 'leave'. Taking the bags with my dress and stuff in, I stashed them into the server room when everyone was busy and not looking. Now, all I had to do was go in, lock the door from the inside, strip off, dress up, and wait. And a long wait at that. It didn't get dark till 7 and I had no idea when my colleagues would leave. 20 people in the office, holding me prisoner and they had no idea.
Quietly locking the server room door, I turned off the light and stripped off. Before I could chicken out, I threaded a chain through my male clothes and locked them tight to a rack full of servers. I then quickly locked on the pink collar. I was 1/2 way committed!
What had I done!?? I was naked in the server room of the office with no way to get out until everyone had gone! The keys to my male clothes were in the car and the only clothes I could realistically walk outside to the car in were locked in my cupboard - the key to that was outside.
I could wait naked and do it that way, but that wasn't the point, so I dressed into the wedding dress. First, some waterproof plastic knickers - like baby pants but tight like girls briefs - just because they felt nice. Then some ivory frilly knickers, plastic lined too, just because.
I had a white basque and stockings next - dressing quickly to get settled. I added a pair of nipple clamps under the breastforms in the bra of the basque - they would hurt later but with the handcuffs on behind my back I wouldn't be able to remove them.
I slipped the dress up and zipped it on, getting the fit right and fluffing out the skirts and making sure the giant bow was straight. I popped the veil and gloves on and slipped my stockinged feet into the shoes and did up the little straps. I did a little twirl. Awesome
I quickly locked the leg cuffs on, making sure they were done up just tight enough but not too tight that I would be unable to walk. With the heels on I would have to be careful.
I picked up the handcuffs and ran the chain up the back of the dress, locking in my left wrist. Before I could breathe, I snapped the right one on, click click click locking myself up tight, hands behind my back.
OMG.
Probably not even 5pm and I'm totally inescapably handcuffed in a dress in the office.
And I waited. And waited. The server room door had a little window in, and I watched as my colleagues filed out slowly over the next hour. I hadn't seen a few people leave and besides it was still light out. So I waited some more.
It was excruciating. Stuck in the little room in the dark, in secret cross dressed wedding dress bondage in the office. I'd outdone myself this time. Plus my nipples were on fire.
Minutes seemed like hours and every face passing the window on their way out felt like a potential discovery. If someone shone a light in, there was nowhere to hide. Not dressed and cuffed anyway.
Finally I could see it was dark out. Had the cleaners come? I hadn't seen the boss leave either. What to do? I couldn't really wait there all night - at some point, security would come round and check, but not until about 9pm.
I listed closely at the door - nothing. I was just about to turn the key when the boss came past the window. I was right there at the door - if he turned his head and looked closely, I'd be seen by the light from the office. SHIT!
Thankfully he left and I didn't hear him come back. Distant car noises - were they his?
I had to go for it.
Unlocking the door as quietly as I could, I peered out. Silence. Thats good, the clicking of keyboards usually gave people away. But I waited by the door for agonising minutes, not sure.
Finally I summoned up the courage to tiptoe out, but the chains and dress were so loud that it was futile. If there was someone there they would have heard.
I checked round the corner - deserted. No way to be totally sure, except that the time meant the probability was in my favour.
I swished round the back door. All clear. I could only just open the handle with my cuffed gloved hands - but I pushed the door open a crack. All clear outside too. All the offices that overlooked the area looked deserted too. I stepped out, but in my haste, the door closed and cuffed as I was, I couldn't catch it.
Click
Fuck - that wasn't in the plan. Cuffed hand and food outside in a wedding dress - eek!
Ah well - nothing to be done now- I hoped noone was there. I hobbled over to the far end of the deck and retrieved the keys. I was so glad to get the cuffs off. I swished around the outside of the building via the relative safety of the dark back path and hurried into the shared brightly lit but thankfully empty lobby. Punching the code on the office door I was quickly back inside.
Thank fuck.
Part 2 - need to get the key to my male clothes in my car.
I had one last petticoat swirling twirl in the dress and then quickly stripped off the wedding dress. I packed it quickly away into the dress bag and unlocked the cupboard with the retrieved key. I dressed in the leather skirt and boots and pink fluffy top. I gingerly removed the nipple clamps - fuck that hurt. Time to get the last keys. I grabbed the car keys and made my way outside in the very public shared carpark. Our company spaces were at the back (of course) and under bright light. There was also a security guard in a little hut not too car away.
My heels clacked as I walked and the leather skirt was tight and restrictive, making me take little steps. I felt like everyone was watching, but there was no-one.
I was 1/2 way across the car park when a car started up and the lights came on. I had nowhere to go. I wasn't made up, but I had long ish hair, so I let it flop and carried on walking, hoping that they wouldn't be looking. They passed right by, not even slowing. Holy crap.
I got the key out on my car and hobbled back as fast as I could. Almost back into the lobby - someone was there! Leaving from my office too! Holy Shit.
I ducked into the relative dark of the side of one of the buildings and waited to see who it was. Security - thank god, having a check. But they usually locked the doors once they were done. Oh no, that would not be good - I could hardly go home to my wife in what I was wearing!
Security entered the next office so I quickly ran inside and punched in the code to my office - the door mercifully opened. They hadn't locked up yet! I hastily unlocked my male clothes and stripped off, stashing my outfit back into the cupboard - I wish I could have worn it for longer, but it was now time to run!
I just had time to grab my bag as the guard was coming out of the neighbouring offices. He seemed a little confused that I was there
'just popped back for something - glad you hadn't locked up'
He seemed convinced and chatted for a minute and then we were both on our way.
Thats when I looked up and for the very first time, saw the tiny red blinking light of a minute security camera.
Uh oh.
Monday, June 2, 2014
School Uniform
I was lucky enough to score a couple of amazing wins on eBay maybe 12 years ago (man, time flies) - some adult sized proper catholic school uniform dresses. These are aways a must have for a cross dresser - there is something captivating about uniform.
Anyway. I had 3 dresses.
One blue gymslip like dress that was very short with a kind of dropped wast with box pleats not he skirt
One green/gold/red plaid gymslip dress that buttoned on the shoulders and had a high empire style waist with box pleats that fell from almost bust level that was also short, but not as short as the blue one
And another plaid one that zipped up the back that more traditionally shaped with a still slightly high waist but was also box pleated. Kinda like these ones

I also had (of course) a white peter pan collared school shirt that had cute short puff sleeves, some peraline kneed high socks and some black patent mary jane style school shoes. Awesome.
Be aware, just because I have a fetish for girls school uniforms does not mean I have a thing for actual school girls.
I think the uniform is such a powerful thing as it's a very definitive symbol of being female. Boys could not ever hope to attend school in a girls uniform. I spent my teenage years wishing I could attend the girls grammar school all dressed up in the same uniforms, taken under the wing of some gorgeous girls.
The uniform it just a reminder of that time.
Anyways, I love dressing up in these gorgeous official uniforms in public, putting myself in positions of potential humiliation.
I mean, what is more ridiculous than a grown man in a school girl uniform?
Did I mention that I love jeopardy bondage cross dressing humiliation predicaments? ;)
One time I left a padlock key underneath a streetlamp at the far end of a brightly lit park about a 10 minute walk through residential streets from my house.
Coming back home, I dressed up in one of my school uniforms - the one with the button shoulders I think. Staring with underwear - a little padded bra and some frilly knickers - not at all school regulation, then the peter pan collar blouse, then the dress, buttoning each shoulder and finally the lacy knee high socks, making sure they were straight and I looked the part in my shiny mary janes. I locked the front door from the inside and went out to the back garden. It was about 9pm I think on an autumn evening, so dark, but some people were still about.
I took the back door key, a small length of chain and 2 padlocks, locked the back door so the house was locked and secure and went to the back gate. The gate led to an access passage behind the row of houses where I lived and then out onto the street. I unlocked the gate and then locked one end of the chain to the hasp of the gate. Nervously, I threaded the shackle of the padlock through the hole in the middle of the backdoor key and hooked on the last link of the chain, now dangling from the lock on the gate. Once the padlock was locked, the only way back into the house was via the key under the lamppost in the park 15 minutes walk away.
Theres a moment when I'm squeezing the padlock just before it locks, where it could click locked at any moment. Time stands still and theres a moment when I can still back out. It's a feeling that gives me butterflies even thinking about it.
Then I give it a tiny squeeze too far and 'click' - its locked and I'm committed.
I pull on the chain trying to see if theres a way out. It's futile of course. It's a sturdy chain locked with decent locks to the hasp of the back gate. I made sure of that.
Now I have to go get the padlock key.
I wait nervously in the dark by my back gate, listening for movement, for sounds. There are none. I pick my way down the alley and sit, heart pounding in the dark, waiting before I have to walk into the orange-lit street.
What the fuck have I done? I can't do this!
I have to walk through residential street until I hit a small path that leads to the park. That path is probably the worst bit as it's narrow and winds around the front of a lot of houses. It's not well lit, but there is nowhere to hide if someone comes.
My heart in my mouth, I start walking, my mary jane shoes lightly clip clopping on the pavement, to me this sounds jackhammer loud and will give me away in an instant, but none is there. I can hear the sound of televisions inside houses and the odd car driving by somewhere. I carry on, committed now, no way back, or I'll be back in my garden looking at the useless backdoor key, still locked to the gate.
Further and further away from my house I walk. Down the streets, dressed as a catholic school girl in a very short school pinafore. I make my way to the first of the little alley way paths and pray there is no-one walking down the other way. Its dark enough that even if they were they might not get a good look. Thats no comfort. I'm fairly short and reasonably fit, but even under the makeup, I'll still a man, a pretty one perhaps, but still a man.
Finally, I'm out of the darkness of the path and into the open of the park. It's a big park, grassed with a childs play area. And with a brightly lit path running through the middle. Right at the end is my key. I decide to just go for it and walk boldly around the path, with as feminine steps and manner as I can muster. At last I have the key in my hand.
Now I have to walk back, with all the same possibilities and chances of getting caught.
Why the hell do I do this to myself?!
I get home, having walked for 30 minutes in public dressed up in a school uniform.
I unlock the back door key and finally I'm safe.
Anyway. I had 3 dresses.
One blue gymslip like dress that was very short with a kind of dropped wast with box pleats not he skirt
One green/gold/red plaid gymslip dress that buttoned on the shoulders and had a high empire style waist with box pleats that fell from almost bust level that was also short, but not as short as the blue one
And another plaid one that zipped up the back that more traditionally shaped with a still slightly high waist but was also box pleated. Kinda like these ones

I also had (of course) a white peter pan collared school shirt that had cute short puff sleeves, some peraline kneed high socks and some black patent mary jane style school shoes. Awesome.
Be aware, just because I have a fetish for girls school uniforms does not mean I have a thing for actual school girls.
I think the uniform is such a powerful thing as it's a very definitive symbol of being female. Boys could not ever hope to attend school in a girls uniform. I spent my teenage years wishing I could attend the girls grammar school all dressed up in the same uniforms, taken under the wing of some gorgeous girls.
The uniform it just a reminder of that time.
Anyways, I love dressing up in these gorgeous official uniforms in public, putting myself in positions of potential humiliation.
I mean, what is more ridiculous than a grown man in a school girl uniform?
Did I mention that I love jeopardy bondage cross dressing humiliation predicaments? ;)
One time I left a padlock key underneath a streetlamp at the far end of a brightly lit park about a 10 minute walk through residential streets from my house.
Coming back home, I dressed up in one of my school uniforms - the one with the button shoulders I think. Staring with underwear - a little padded bra and some frilly knickers - not at all school regulation, then the peter pan collar blouse, then the dress, buttoning each shoulder and finally the lacy knee high socks, making sure they were straight and I looked the part in my shiny mary janes. I locked the front door from the inside and went out to the back garden. It was about 9pm I think on an autumn evening, so dark, but some people were still about.
I took the back door key, a small length of chain and 2 padlocks, locked the back door so the house was locked and secure and went to the back gate. The gate led to an access passage behind the row of houses where I lived and then out onto the street. I unlocked the gate and then locked one end of the chain to the hasp of the gate. Nervously, I threaded the shackle of the padlock through the hole in the middle of the backdoor key and hooked on the last link of the chain, now dangling from the lock on the gate. Once the padlock was locked, the only way back into the house was via the key under the lamppost in the park 15 minutes walk away.
Theres a moment when I'm squeezing the padlock just before it locks, where it could click locked at any moment. Time stands still and theres a moment when I can still back out. It's a feeling that gives me butterflies even thinking about it.
Then I give it a tiny squeeze too far and 'click' - its locked and I'm committed.
I pull on the chain trying to see if theres a way out. It's futile of course. It's a sturdy chain locked with decent locks to the hasp of the back gate. I made sure of that.
Now I have to go get the padlock key.
I wait nervously in the dark by my back gate, listening for movement, for sounds. There are none. I pick my way down the alley and sit, heart pounding in the dark, waiting before I have to walk into the orange-lit street.
What the fuck have I done? I can't do this!
I have to walk through residential street until I hit a small path that leads to the park. That path is probably the worst bit as it's narrow and winds around the front of a lot of houses. It's not well lit, but there is nowhere to hide if someone comes.
My heart in my mouth, I start walking, my mary jane shoes lightly clip clopping on the pavement, to me this sounds jackhammer loud and will give me away in an instant, but none is there. I can hear the sound of televisions inside houses and the odd car driving by somewhere. I carry on, committed now, no way back, or I'll be back in my garden looking at the useless backdoor key, still locked to the gate.
Further and further away from my house I walk. Down the streets, dressed as a catholic school girl in a very short school pinafore. I make my way to the first of the little alley way paths and pray there is no-one walking down the other way. Its dark enough that even if they were they might not get a good look. Thats no comfort. I'm fairly short and reasonably fit, but even under the makeup, I'll still a man, a pretty one perhaps, but still a man.
Finally, I'm out of the darkness of the path and into the open of the park. It's a big park, grassed with a childs play area. And with a brightly lit path running through the middle. Right at the end is my key. I decide to just go for it and walk boldly around the path, with as feminine steps and manner as I can muster. At last I have the key in my hand.
Now I have to walk back, with all the same possibilities and chances of getting caught.
Why the hell do I do this to myself?!
I get home, having walked for 30 minutes in public dressed up in a school uniform.
I unlock the back door key and finally I'm safe.
Sunday, June 1, 2014
Alice In Wonderland Dress
I had a lovely blue cotton Alice in Wonderland dress that I bought from http://www.mgdclothing.com.
I asked for a slight customisation - white peter pan collar and matching white cuffs to the puff sleeves instead of elastic and a frill. It had a crisp white apron that had large shoulder frills and tied in a huge thick white bow in the back. The shirt was about mid thigh length and super full. Gorgeous.
I bought a massive white 6 layer net petticoat to go underneath so it would pouf right out - every sissy's dream.
I'd wear some white lace knee high socks and the same patent black maryjanes that I wore with the school uniforms. A blonde wig and bow completed the look. Perfect. It was adorable, swishy and full and not at all explainable if I was seen in it in public, which is why I had to have some public humiliation risk adventures in it ;)
The design has changed slightly since I bought mine, but you get the idea.
I asked for a slight customisation - white peter pan collar and matching white cuffs to the puff sleeves instead of elastic and a frill. It had a crisp white apron that had large shoulder frills and tied in a huge thick white bow in the back. The shirt was about mid thigh length and super full. Gorgeous.
I bought a massive white 6 layer net petticoat to go underneath so it would pouf right out - every sissy's dream.
I'd wear some white lace knee high socks and the same patent black maryjanes that I wore with the school uniforms. A blonde wig and bow completed the look. Perfect. It was adorable, swishy and full and not at all explainable if I was seen in it in public, which is why I had to have some public humiliation risk adventures in it ;)
The design has changed slightly since I bought mine, but you get the idea.
Adventure one.
All dressed up, its late, midnight and everyone is asleep. I wanted to try to walk to a particular part of the town that involved walking through lit suburban streets, across a main road and down a road that was lined on both sides with turn of the century terrace housing with no side streets or much in the way of hiding places.
I wanted to do this because that was the way I walked to the train station when I was catching the train to work. I wanted to have a secret about that route that only I knew about. Well, hopefully only me, that was the challenge.
There was no key I had to go fetch like with other adventures, this was a purely self motivated one. And besides once you're far from home in suburbia in a dress, it doesn't matter if you have a key to find or not, you still have to get back home without being spotted.
So I just walked out of the house and down the road. In an Alice in wonderland costume.
I had a few streets to go before the main road, it was terrifying. There was a footpath at the end of the last street - narrow and exposed. My dress was poofing out and I twirled up the path, enjoying the freedom. Then I was at the main road. It's a short walk across - it's still reasonably busy even at midnight, so it felt so exposed to walk the 25 metres out from the path and across the road to the relative safety of the terraced street. I'm about a kilometre from home at this point.
I walk down the footpath of the one way street. It's crazy. If anyone drives or is walking down the road, they'll see me. I walk about 3/4 of the way down the street, passing houses I walk past every day until finally a car comes. I hide in the front porch of a house. There's not much room and my dress if poufing out. I hope the driver doesn't live here. How the hell would you explain that?
The car passes. Thank god. I chicken out. I turn round and start the walk back. It's no less terrifying in reverse. I'm almost home when another car comes. I run around the corner quickly and hide in the garden of a house. I squeeze my way into their back garden, my heart is pounding. The car is stopping out the front. It's a taxi dropping off the owners and I've managed to hide in their damn garden. Oh fuck.
I tuck myself in the dark next to the shed. The lights go on in the house, so I just have to wait. The trouble is their driveway is gravel so I don't know how I can leave without it being obvious. I'm so close to home, maybe only a few hundred metres to the end of road before I can get to my street, but I'm stuck. Holy shit.
I wait about 10 minutes. I'm not sure, I don't have a watch. It seems like an eternity. I creep out and just brave the crunching gravel on my shoes. I need to get home. There's stirring in the house. I don't look back. I just run down the street, skirts and petticoats flying. I need to be home.
Finally, I'm at the passage at the back of the house and safe. My heart is pounding. What a crazy adventure.
More in another post.
Friday, May 30, 2014
Bridesmaid Dress
Many years ago when I was at university I had a dusky pink pink taffeta full length bridesmaid dress with short puffed sleeves.
I actually bought it from a Pronuptia store in person, giving some reason why I was buying it and chancing size and fit - I was lucky - it was perfect. It looked very much like this one, only pink.
I also bought a big white bridal net petticoat which had about 5 layers of net in multiple tiers to go under it - I remember carrying these 2 big bags back to the car and then having to leave them in the boot until my housemates had gone to bed before getting them in so I could try them on.
This dress was the business. It was very full, especially with the massive stiff white net petticoat underneath to hold it out. And being taffeta, made the best noise when it moved. The net just made it more noisy!
I used to have a lot of fun dressing in that dress.
I'd dress up - tight corset and lingerie underpinnings, stockings and some very high heels. Makeup and a brown bob wig - I was actually pretty convincing, except for the fact I was in a massive rustling dress.
Sometimes, during the holidays when my housemates had gone home, I'd have the place to myself and I'd float about the place, working on my thesis all dressed up.
Other times, I'd wait till the house was quiet before going for a alate night drive somewhere. Either dressed already, making the trip down the stairs and outside as quietly the dress would allow, or I'd take the dress with me and be dressed in one of my other dresses.
I had this game, and this is the main theme of this blog, where I would drive off somewhere and leave a key to a steering lock in a park or something then drive a way off - a few miles - and park the car. I'd then lock the steering lock to the steering wheel, meaning I'd have no choice but to walk to get the key whilst dressed in this bridesmaids dress. I'd usually leave 2 keys in different locations to be safe.
If I'd gone out in my male clothes and got changed in the car, I'd have left a padlock key as well and slip a chain through the clothes and lock them with the padlock, so I'd have no choice but to walk down quiet residential street dressed up like a prom queen.
I had one particular location I loved which meant I had to cross a brightly lit main road. I'd have a 20 metre walk with no hiding places to this road and across to the other side bathed in streetlights from the side street I was on - I used to have to gather the courage to go for it, knowing that if someone came up, I'd be spotted, but also knowing that couldn't very well just stay in the relative safety of this side street with places to hide, as I had to get the keys.
I loved that dilemma, that self imposed predicament. Stay/go. Risk/chance.
Sometimes I'd have to hide in a driveway to avoid being spotted when a car came.
And then after half an hour or so, I'd have the keys safe in my trembling hands but I'd still have the walk all the way back again to the car with all the chances of getting spotted. And then I'd have to get back into the house with my sleeping housemates....
Just thinking about this gives me goosebumps.
Can you imagine having a self imposed walk in public in dresses like these?
I actually bought it from a Pronuptia store in person, giving some reason why I was buying it and chancing size and fit - I was lucky - it was perfect. It looked very much like this one, only pink.
I also bought a big white bridal net petticoat which had about 5 layers of net in multiple tiers to go under it - I remember carrying these 2 big bags back to the car and then having to leave them in the boot until my housemates had gone to bed before getting them in so I could try them on.
This dress was the business. It was very full, especially with the massive stiff white net petticoat underneath to hold it out. And being taffeta, made the best noise when it moved. The net just made it more noisy!
I used to have a lot of fun dressing in that dress.
I'd dress up - tight corset and lingerie underpinnings, stockings and some very high heels. Makeup and a brown bob wig - I was actually pretty convincing, except for the fact I was in a massive rustling dress.
Sometimes, during the holidays when my housemates had gone home, I'd have the place to myself and I'd float about the place, working on my thesis all dressed up.
Other times, I'd wait till the house was quiet before going for a alate night drive somewhere. Either dressed already, making the trip down the stairs and outside as quietly the dress would allow, or I'd take the dress with me and be dressed in one of my other dresses.
I had this game, and this is the main theme of this blog, where I would drive off somewhere and leave a key to a steering lock in a park or something then drive a way off - a few miles - and park the car. I'd then lock the steering lock to the steering wheel, meaning I'd have no choice but to walk to get the key whilst dressed in this bridesmaids dress. I'd usually leave 2 keys in different locations to be safe.
If I'd gone out in my male clothes and got changed in the car, I'd have left a padlock key as well and slip a chain through the clothes and lock them with the padlock, so I'd have no choice but to walk down quiet residential street dressed up like a prom queen.
I had one particular location I loved which meant I had to cross a brightly lit main road. I'd have a 20 metre walk with no hiding places to this road and across to the other side bathed in streetlights from the side street I was on - I used to have to gather the courage to go for it, knowing that if someone came up, I'd be spotted, but also knowing that couldn't very well just stay in the relative safety of this side street with places to hide, as I had to get the keys.
I loved that dilemma, that self imposed predicament. Stay/go. Risk/chance.
Sometimes I'd have to hide in a driveway to avoid being spotted when a car came.
And then after half an hour or so, I'd have the keys safe in my trembling hands but I'd still have the walk all the way back again to the car with all the chances of getting spotted. And then I'd have to get back into the house with my sleeping housemates....
Just thinking about this gives me goosebumps.
Can you imagine having a self imposed walk in public in dresses like these?
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