Kevin becomes Brianna the Gloryhole Whore

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Chapter 1

Looking down at the pool of semen on the desk, I was once again repulsed. On the screen a transvestite was sucking another off through a glory hole in a dingy looking toilet block. Everything about it was disgusting, men dressed as women, one of them on his knees taking in the other’s cock like it was his last meal. So eager to sin like that.

The thought of being with a man in the bedroom disgusted me but yet I couldn’t stop my addiction to watching glory hole porn. For some reason the sight of men looking like street walkers doing it seemed to turn me on even more.

If I hadn’t got any in a while, I’d always go online to watch someone sucking the cocks of strangers through a hole in a dirty toilet cubicle. It always got me hard. The fact I always found myself imagining that I was the woman on her knees instead of the man whose cock was getting sucked continued to confuse and arouse me in equal measure.

Tonight was no different, as I held my limp penis is my hand, I started at the slowly drying remains of my ejaculation. Every time I masturbated like this I envisaged that this was the time I’d lean down and taste my own fluids. Each and every time I bottled out. It was like all the sexual urges I had building up had evaporated and just been replaced by shame and resentment. It was a vicious circle.

For years this had gone on but I had never done a thing to address my kinks. I’d had a couple of significant relationships and both times I’d managed to hide my glory hole porn addiction from them. Whilst we spoke about fantasies, both girls had seemed pretty straight-laced and that worked for everywhere else but the bedroom, which is where I yearned for spice and fireworks.

A few days later and I’m in the same situation, this time I was getting off on watching sissies sucking off guys in a glory hole and the doorbell rang. Frustratingly I stopped what I was doing and quickly answered the door and my long-time friend Laura was there. She often popped round after work if she wanted to watch my big TV for she was a huge sports fan. I’d forgotten she was coming round to watch the football so I invited her in and thought to myself that I really should clean myself up as I’d become a bit of a sweaty mess when watching porn. I took a quick shower and returned downstairs to find Laura had helped herself to a beer from my fridge and was sitting watching the talking heads preview the match.

It was then that I remembered that I’d forgotten to turn the PC off or at least change the tabs or minus down my browser window. Knowing that Laura would have probably gone past the computer on her way to the fridge to pick up her beer, I could only hope that she hadn’t noticed what was left up on the screen.

The usual back and forth banter of the game ensued and she made no comment of anything that was on my PC screen. Even if she saw it I’m sure that the first thought would not have been that I was cracking one off to the thought of giving and not receiving the blowjob.

With nothing being mentioned life continued as usual for several weeks. I had long forgotten about this possible situation with Laura until I came home from work one night and found a note in my letterbox.

‘I know your deepest darkest secret Kevin and if you want to experience what you really want then you’ll do as I say. To let me know you are interested put an ‘X’ in your window and I’ll give you further instructions.’

This was a reference to one of my favourite sci-fi shows but I wasn’t sure who knew or how they had potentially found out. The potential Laura incident had long been filed away in my brain as a dodged bullet. I was shit-scared about who knew what but more importantly couldn’t be sure of exactly how they knew.

That night I was unsurprisingly super-horny and was surfing several of my favourite regular porn websites when a pop-up from my anti-virus detection caught my eye. It seems as though one of the sites I frequented had a trojan horse and it asked me whether I wanted to block it. Obviously I did but I decided to do a fall virus scan and I found out I had a hard drive full of viruses, including ones where people could see what websites you’d been visiting.

Immediately I thought to myself that the mystery person who knew about my kinks could be anyone. It could be someone I knew, maybe I’d slipped up at some point and hinted at something I shouldn’t. That would be bad enough but what if it was just some random pervert who put computer viruses online? They wouldn’t know me yet I could potentially be completely at their mercy.

Freezing, I let the anti-virus programme do the full scan and cleaned out my system. Next thing I just turned the PC off and walked away to the fridge and took out a nice cold one.

From the time I got the note I had panic flowing through my veins but thought whoever it was, it was likely to be someone I at least knew and might just be on a wind-up. With these viruses in my machine from porn sites, it could be anyone from anywhere. That fear made me very cautious about what to do next. Initially I was leaning towards doing it just to find out who was behind all of this. Now though, my instinct was to throw my computer away and never have any impure thoughts again.

After a very bad nights sleep and a rotten day at work, where I was giving every single one of my colleagues the eye, trying to see if anyone was slyly talking about me, I decided I had to know what was going on and find out who was behind all of this. If it was one of my mates on a wind-up, I’d freak out but I’d work out some excuse. If it was an anonymous person online, I had to find out so I could find a way to keep them quiet.

The ‘X’ went on my bedroom window and I awaited further instructions. Days went past and nothing and I just thought it was a crank letter but a fortnight later after a particularly long and annoying day at work, I came back to the apartment and once more I saw a note sticking out of the letterbox.

‘So you are prepared to become the sissy glory hole whore that you want eh? Well now I know I’ve set up a scenario for you to become just that. At 7PM on Friday you are to be dolled up in the most slutty clothing you can get hold of and make yourself up to look like a whore. Use YouTube for inspiration on how to do your make-up.

‘You will drive to the car park outside the Lake Country Park and lock up your car and then you will walk the red trail footpath to the car park on the other side of the lake. It is very public but late at night very few people will be around so you will more than likely not be seen, however I need to know you are serious.

‘Should you complete this task you will find a white Ford Transit van parked in the far corner and you are to knock on the window of the van. When the driver rolls down his window just look at him and say ‘I’m a sissy whore…get me out of here’ and I’ll make your dreams come true. You’ll be safe at all times and you will be returned home by 8PM on Sunday night so you can go back to your humdrum life. If you do not show up then you’ll never know who I am and I’ll never offer you this chance again.’

I read this letter over and over again and with only two days to decide what to do, I felt more than a little rushed into what would potentially be a sexual fantasy but it was also just as likely to be a situation that put me in real personal danger.

Going back and forth in my head over the next couple of days and I changed my mind many times but when I got in from work on that fateful Friday evening, I was fully prepared to go through with it. I started to make preparations to suck a cock at a glory hole whilst dressed up as a woman.

The whole scenario was exhilarating and having not taken the day off nor even left work early, I didn’t have much time to get myself ready for whatever I was about to walk into.

Jumping into the shower I shaved and got rid of all my body hair. This was something I had done once for a bet so I knew the drill therefore it didn’t take me too long. I had a school girls uniform from a Halloween party a couple of years back that I had always thought was slut personified.

On my way home from work on Thursday I had bought a few make-up basics and watched a couple of videos on YouTube as suggested in the note in case I was going to through with it all. In retrospect I wished I’d done more planning but well, here I was.

I knew of the look the writer of the note wanted me to go for and even though my work was pretty sloppy, I suspected it gave me more of that slutty look. I still had the blonde wig from the school girl fancy dress so I put that on and glanced at myself in the mirror. What I saw staring back at me was a person I’d want to suck me off if I saw them on a night out. Before I could start daydreaming about that, I looked at the clock on the wall and saw that I had no time, quickly I jumped into the car and drove to the arranged car park.

Getting out of the car I took in a big breath and noticed the place was deserted before exhaling. Standing there I surveyed the area and tried to reconcile what I was actually proposing to do. Did I really want to go through with this? I still had a chance to pull out, get back in the car and spend a normal weekend going out with the lads and trying to pull.

After a few minutes I came to the conclusion that I had to know who was behind this and you never know, if it was all real then this was an experience I had to go through with, even if I hated every minute of it, I’d be home by Sunday night and even if I couldn’t scrub away the dirty feeling I’d expect to have, I could at least put this chapter of my life behind me.

I stepped out of the car and it was at this point I was grateful that I didn’t own any high heels. The click clack of them would no doubt have attracted interest from anyone in the vicinity. So I was dressed up as a schoolgirl tart but wearing trainers. Not exactly the stereotypical look but heck I was wearing boxers as well. I clearly hadn’t thought through the look properly. Still, it meant that the walk along the trail was simple enough and I could always explain to any passers by that I was off to a fancy dress party.

Getting to the car park in double quick time, my shoulder slouched as I noticed no vehicles there waiting for me. I checked my watch and saw it had only just gone 7:15 PM which was fine but it also meant I had to stand around looking like this and anyone could drive in or walk past and see me at any time. I went red and started to both worry and sweat a little bit.

As I stood there wondering what to do, I started to ponder whether anyone was actually coming for me as well as rehearsing my fancy dress lines in case anyone else saw me. After what felt like hours but was actually just 15 minutes a white Ford Transit drove in and pulled into the farthest car parking spot.

My heart was pounding like it was about to jump off of the tallest building in the world with only an old bungee cord around my ankles, I stared at the van. What if it was just a random white transit van and I was about to totally humiliate myself? What if it was even worse, it wasn’t who I was waiting for but they decided to use me anyway and it wasn’t a safe experience like I’d been assured it would?

After waiting a couple of minutes to gather my thoughts, I came to the conclusion that I had to just go over there and do it. Plucking up the courage, I went over and knocked on the window. After I did so, the driver wound his window down, I leaned in and mouthed those words that I’d been instructed, ‘I’m a sissy whore…get me out of here.’ The driver looked me up and down and said, ‘you’ll do but you need a lot of practice.’

Chapter 2

Astonished and taken aback, I stood there for a few seconds and then the doors of the transit opened up and two men rushed out and gagged me with a penis gag before applying handcuffs behind my back. They bundled me into the back of the van and the vehicle sped away from the car park.

At this point I was wishing that I’d had ignored the letter. This was genuinely scary and even though I thought it was part of the setup, I had this nagging doubt that I was really being kidnapped. No-one said a thing as the van sped off. I could hear the sounds of my muffled screams but they were to no avail. When I decided to stop trying to yell, I could hear my heart beating in double time as well as feeling multiple beads of sweat rolling down my front and back. There were even moments when I feared might die but before I knew it, the van pulled to a stop and the two men opened the door and told me to get out and walk to the door of a house.

I could feel the blood flowing through my veins at what seemed like a thousand miles an hour but I had no choice and deep down knew that. The door opened and even though I couldn’t see the person who opened the door, I was instructed to go in. Inside was a vixen with stunning long ginger hair who was wearing a mask. She nodded at the guys and they left and then she spoke.

‘So Kevin you want to be a sissy whore. Well this weekend my friend you’ll be the sissiest whore in town. It is 8PM now and for the next 48 hours you are just a sissy whore. That is all you are. You can stop this at any time but if you do then you’ll just be left by me to fend for yourself and look at you — if you were left like this I’m pretty sure whoever found you wouldn’t treat you well. With me you’ll only suck cock and your anus will remain untouched. Without me who knows what anyone would use you for?

‘I have decided that as you are new you’ll be eager but pretty sloppy in giving blowjobs. So I have put the price on you at £10 a blowjob and you have to swallow to get paid. Your goal is to earn £480 in the 48 hours which as you’ll have worked out is an average of one blowjob an hour.

‘You’ll be taken from here to a fetish club where there are lots of open-minded people. At midnight you’ll be taken into the bathroom and locked into the toilet cubicle with a glory hole where you’ll have four hours to earn as much cash as possible. Before then you’ll have to drum up business in the club and tell people who you are and what you are there for.

‘As for tomorrow you’ll have to wait and see. That depends on how much you earn tonight. If you make your £480 total then you’ll be rewarded by getting to find out who I am and I will let you go back to your old life if you want to. However if you have enjoyed your experience I would be interested in you being my partner as I’ve always wanted a real sissy because then I get the best of both worlds. An obedient partner who’ll do what I say in the bedroom and worship me in everyday life.

So are you in or do you want to walk out of that door right now?’

The gag hadn’t been removed and I couldn’t take it out due to the handcuffs. I tried to say that I was in but it was just a muffled indistinguishable noise. She laughed. I was desperate to find out who this stunning woman in a black latex catsuit with cascading ginger hair was. I don’t think I knew a natural red-head so it seemingly wasn’t anybody I was familiar with. She asked me to nod if I was in or shake my head if I wanted to walk out of the door right now. I nodded and at this point she came over with two further issues.

‘I notice you haven’t worn any high heels which is not very slutty of you. I shall lock on a pair of my 3” high heels around your ankles. As a punishment for not wearing any you’ll not be freed from until 8PM on Sunday night. I would lock you in higher ones but well, I don’t want you falling over non-stop, that isn’t how to attract punters now is it?

‘Secondly as a whore you’ll want everyone to know clearly what you are to help you get paid. Here is something I made especially for you,’ and she pinned a badge on my uniform. She unlocked my hands and gag and indicated that I should to go to the bathroom to freshen myself up. I scurried to see how I looked in the mirror as well as needing to use the facilities.

The first thing I saw was the badge which looked like a name badge people in customer facing jobs would have to wear. ‘Sissy Whore Brianna’ were the words that glared out at me but then the words ‘Glory Hole Whore’ took over my thought process that were engraved above my name. Below them was the slogan ‘Swallowing cum so you don’t have to!’ I felt more humiliated by that than anything else so far. Touching up my make-up I walked back into the living room.

There I was told to sit down as these 3″ heels were locked around my ankles. I stood up and fell straight back down again. The ginger vixen laughed and said that all whores get used to high heels and that I should get used to them and quick because soon I’d be expected to wear 5” minimum at all times. We walked outside and the van was still there and once more I was placed in the back but with no handcuffs or gag this time.

Again no-one spoke and the drive was a long one. When we got to the club, the back door to the van was opened and I was told to stand there whilst they spoke with the bouncers. The bouncers looked at me and smirked and we were waved in. The ginger vixen gave me some more instructions as we walked into this dingy club:

‘Now Brianna, remember that is your name this weekend. All you have to do between now and midnight is talk to as many people as possible and get as many punters lined up for your four hour suck-a-thon as possible. The only thing you are not allowed to do is suck anyone off for free, leave the premises or make any contact with me.’

‘It is clear that you aren’t a real woman because you have no tits. So you can’t hide what you are and I’m sure your penis will be rock hard most of the night anyway forming a nice tent look underneath your skirt.’

As she said this, the masked woman who had seemingly become my owner for the weekend reached up my skirt and found the boxers. She looked me in the eye and shook her head.

‘I thought I told you to be as slutty as possible. Sluts do not wear boxers.’ With that she ripped down my underwear and told me to step out of them. ‘Now get out there and start spreading the word.’

I walked into the bar and realised I had no money so couldn’t even get myself a drink. I was parched and a couple of scotches would surely calm down the nerves that I was feeling inside, I thought to myself.

Going up to the barman I said that I had no money and the barman smiled and said it wasn’t a problem. ‘You are a glory hole whore…drinks are free for you lot.’ Kevin or was it Brianna? I wasn’t sure who I was any more but whoever/whatever I now am, I sat in the corner and downed a couple of doubles.

Looking around the club, it was still relatively early so wasn’t especially busy, yet I could see that this wasn’t like anywhere I’d ever frequented before. I saw so many women in PVC and latex that I wanted to rip my cock off. I even saw a stunning naked woman being lead around on all fours with a leash. There were several guys dressed as women, I could see their adam’s apples. At least in this place I wouldn’t stand out like I sore thumb I thought to myself. Just as I was preparing to go and get myself another drink, a porky middle aged man who wasn’t wearing any interesting clothes came up to me.

‘Brianna is it? What time are you in tonight?’

‘Erm…midnight I think,’ I muttered and he said that he would see me later and instructed me to have fun. As this point I thought I should probably go and inspect where I was to perform to at least give me an idea of what was in store for me. So I went to the bathroom and saw the stalls and the one on the end had a sign on it: ‘Sissy Whore Brianna is out. She’ll be in from midnight. £10 blowjobs and if she doesn’t swallow your full load you’ll get your blowjob free!’

I shuddered. This had all become too real. One of my first thoughts wasn’t strictly about what I was about to do but more about how it could effect me going forward. I panicked about diseases and didn’t know what to do. I decided the best plan was to get drunk and then at midnight I could explain to the red-headed vixen that I was scared.

As the booze flowed I found my confidence level rise and my inhibitions start to fade. I found myself dancing and getting a lot of attention. When dressed as a guy I never danced, I was one of those who got drunk but stood by the side of the dancefloor watching. Here though, dressed up like I was, the sensation of getting lots of attention was like a drug.

A lot of the men in the club came up to me having seen the notice in the toilets and seeing my name badge. Lots of ladies came up to me too and I felt that I’d never been so popular. I even started dancing with another man dressed as a woman, I couldn’t believe just how good some men could look when in women’s clothing, it was eye-opening.

It was like I was most popular person in the club and the feeling was intoxicating. Lots of people pinched my bum and squeezed and twisted my nipples. If only I had some tits I thought to myself. Maybe next time? Wait, I was already thinking about a next time?

I thought about going to the bathroom and having a wank as no chastity belt was stopping me but I decided to just enjoy the attention.

At 11:30 I felt hands on my shoulders and it was the two bouncers. They told me it was time to ‘pay the entry price’ and escorted me to the backroom. ‘No, no, no’ I screamed but they weren’t listening. I felt so much relief upon seeing the vixen who had brought me here in the backroom as well but saw her with a cock in her mouth and a sign around her neck stating ‘Paying the price for Sissy Whore Brianna’s rent.’

I was confused. Very confused. ‘You see your owner? She has to pay for your rent in the glory hole and she’s been in here all night sucking cock so you can sell blowjobs — you must be grateful.’

As I watched her finish sucking off her latest punter, my mind was all over the place. At this point one of the bouncers said that he was next up and promptly she started sucking him off. She was extremely eager. He exploded into her mouth and she gobbled it all up. The bouncers said it was time and she got up and thanked them for their hospitality.

My head was spinning and the vixen whispered into his ear, ‘the thing is I love sucking cock too and I was extremely jealous of the night you have in store. I have to supervise you tonight so I had to get my cock sucking in early. I had the choice of paying £100 for your spot in the glory hole or suck off all the male staff. I chose the latter.’

‘I just wanted to ask you about condoms and diseases…’ I started to say but my protests were quickly stopped in their tracks, ‘you are a sissy whore…you don’t care about these things, you just care about the money. If you get something then it’ll mean you are a proper whore and you should be proud of it.’ My head was spinning once again. The whole of the night so far had been one big mind fuck. The vixen escorted me to the bathroom and opened the stall that was to become my workplace.

There was shit on the walls and the floor has pools of cold piss. The whole place felt like it hadn’t been cleaned in weeks. ‘This is the glory hole stall for a reason — it is for starters like you and is as skanky as they can make it. If you stay in here without asking to leave then you’ll make it sucking cock anywhere.’ The vixen smiled and told me to go in and kneel on the floor where I belonged.

Doing as I was told, it was at this moment the vixen placed a collar around my neck and I was chained to the wall. ‘Are you ready?’ she asked. Without hesitation and in what was probably just a reflex move, I nodded. She closed the door and I heard the unmistakable click of a padlock. There I was locked into a bathroom stall in this filth and before I could comprehend what was going on a cock came through the glory hole.

Looking at it for a second, my mind was overrun with thoughts. First of all was I sure I really wanted to do this? Aren’t fantasies best left as just that? What if this guy has an STI? What if it tastes foul?

Still I knew I couldn’t just sit there so I carefully caressed it with my right hand for a minute or so before the words ‘suck it you fucking bitch’ reverberated around the bathroom. I took it into my mouth with a sense of apprehension.

The cock’s owner decided it wasn’t as much of a blowjob as a face fucking as he roughly used my mouth before exploding. Sadly for me before I could swallow what was this salty, sour goo, it dripped out all over my dress and on the floor. All I heard was ‘the bitch didn’t swallow…a free blowjob…get in!’ and I sighed.

The vixen apologised to the customer and told me through the stall that she was disappointed in my efforts. I was distraught and strangely disappointed that I couldn’t even swallow a load of jizz. People swallow all the time so why couldn’t I?

I promised myself that I’d do better next time. Next time happened to be just 30 seconds or so later and this time the guy wanted a slow and sensual blowjob and he got into rhythm and I successfully swallowed. The taste was disgusting and it didn’t just hit the taste buds on its way down; it was like I could actually taste the regret and the remorse of the situation that I had put myself in. A ten pound note came through the gap underneath the door and I tucked it into the hemline of my skirt and got back to work.

This is how the rest of the evening panned out. Some cocks pulled out on purpose to get away with not paying and some I just couldn’t handle but some loads were swallowed. I had no idea how many cocks had entered my mouth but when I counted the ten pound notes there were just 17. I knew I had given at least double that many blowjobs and felt despondent that I hadn’t earned more cash. Not to get nearer my freedom but I felt this sense that I owed the red haired vixen for all her hard work.

The padlock was unlocked and the door opened. She asked for the money; she counted it up and seemed to be quite pleased, ‘£170…not bad for your first night. However it isn’t the £480 I want off of you so you’ll be working again tomorrow but for now let’s get you back to the house.’

I was unlocked from the chain on the wall and she told me to not utter a word as she helped me off the floor ‘you are a disgusting mess Brianna…I bet you still feel like a Kevin but you are most definitely a Brianna,’ she said as she ushered me out into the bar. No-one was there and the club was closed.

The bouncers came up and said they wanted extra payment for a good night’s work. The vixen quickly got on her knees but they said they wanted ‘Brianna’ to show them whether she was worth all the hassle. I was still struggling to be called that but I didn’t struggle in sucking them off and swallowing. At this point the vixen came up behind me and uttered the words ‘Brianna I am arresting you for prostitution. You do not have to say anything but whatever you do say may be used against you in a court of law.’ I was once more confused as she handcuffed me behind my back and led me outside to the van and bundled me in the back.

‘Taking blowjobs that were rightly mine now is it Brianna? I told you never to give away free blowjobs and you got on your knees so quick and started sucking them off before I could stop you. You are some whore and maybe the safety of a fetish club isn’t enough for a whore of your calibre.’

I had no idea what she meant but I would by the time I fell asleep the following night.

We got back to where the vixen seemed to live and she told me that I wasn’t coming in the house looking or smelling like I did. She told me to go around the back to a small shed. The vixen opened the door and there staring me in the face was a small jail cell.

‘Right then Brianna lets book you in,’ she asked me a series of questions as she typed in the answers into her computer. I was then instructed to stand in front of the camera. She placed a sign around my neck with my real surname. Luckily though she only put on my femme first name, a number, the date and the words ‘Sissy Whore Jail’ before proceeding to take a mugshot. She then took off my handcuffs and fingerprinted me – her prisoner – before ushering me into the jail cell.

‘You will stay in jail overnight whilst I decide what to do with you tomorrow. You have been booked into the Sissy Whore Jail and there is no bail here. You’ll face court in the morning and your sentence will be passed. You shouldn’t have sucked off two guys for free as that is against the rules of being a sissy whore. Sweet Dreams…’ With that she locked the door to the jail cell and the shed and left me alone.

I was still in a daze. I wasn’t sure what was going on but one thing I did know was that I was shattered and unsurprisingly, I was asleep within minutes. Friday night had been more than I could ever have imagined and I had no idea what was in store for me come Saturday morning…

Chapter 3

The next day I woke up and my head was absolutely swimming. The mix of a heavy sleep, cum and alcohol was all too much. I looked down at myself and saw the name badge pinned to my little schoolgirl’s dress and decided that for now, I needed to think of myself only as Brianna and never Kevin. Kevin would hate the situation that he was in but Brianna, well she’s clearly well up for anything if last night is anything to go by.

As I started to come to terms with what was happening, I saw the door of the jail building open. In came a man whom I’d never seen before who proceeded to wank over a bowl of what could be loosely described as porridge as he passed it through the jail cell door and told me to eat up.

I was starved and wolfed the food down like it was my last meal. The man watched me eat and when my bowl was empty, he asked for the bowl back and I pushed it through the hole in the door. I asked what was going to happen now but the guard ignored me and walked out.

About ten minutes later the door opened. Two official looking people walked in and instructed me to go to the far wall of my cell, put my hands up against the wall and not to move. Doing as I was told, I felt a rather rough pat down from the two men before a belly chain was locked around my waist and my hands were placed in the handcuffs keeping them on either side of my body. Leg irons were added and I was told to turn around to face them.

‘We are transporting you to the courthouse so be good you little whore or we’ll take a freebee, if you know what I mean’ said the person who had chained me up. I thought the best course of action was to just nod and do as instructed.

I followed the man out of the jail cell and then out of the building before being placed in what can only be described as a genuine prison van. I was locked into a small cell in the back and then they drove for what seemed like an eternity but was probably not much longer than an hour.

When they cruised to a stop, I noticed that we were not in a rural setting at all. In fact it was a very public setting. I squirmed and felt embarrassed. There I was, a man in drag with cum stains all over my face, clothes and body and chained up like a common prisoner. The door opened and I was told to follow the second officer and knowing I had no choice did just that. I felt a huge wave of guilt and shame wave across me as many people stopped to watch.

Looking downwards to try and cover my shame, I shuffled forwards and I was being led into an official looking building. It was the old courthouse that was now disused as they had moved to a newer building across town. The building was laying there empty. Regular people were going about their days, a few stopped and stared and I’m sure I heard a couple of camera clicks. I just kept moving as quickly as I could and kept my head down, luckily the wig was covering most of my face.

I was taken into the cells and locked in and told that my case would be soon. Within minutes I was called into court and was led up a set of stairs into a small cell in the back of a real court.

My owner for a weekend – the masked red head was sitting in the judge’s chair and started to speak:

‘Brianna Lewis you stand accused of giving out blowjobs without getting payment for your services and thus depriving me of my rightful profits. How do you plead?’

‘Guilty’ was the only thing to come out of my mouth. I had no idea if that is how I was meant to plead but I just decided to just plead guilty and take what was coming to me.

‘The court accepts your guilty plea and sentences you to a 12 hour stint in the truck stop bathroom glory hole’ and with that she banged her gavel and walked out of the courtroom.

That was short and sweet but a 12 hour stint sucking cocks would be anything but, I thought to myself. I was quickly taken back down to the cells where I was once again to face the public as I walked out to the prison van and was loaded in.

The drive this time was a very short one and only a few minutes later they were at the truck stop on the edge of town where many prostitutes worked and even more truckers went to get them some out of town lovin’.

After being freed from my cell in the back of the prison van, I was taken to the bathroom and once more like the previous night I was pretty sure that I knew what was coming. However I saw no glory hole; instead I found myself collared to one of the urinals and being told that I didn’t deserve the anonymity of a bathroom stall.

So there I was still in cum stained clothes with dried cum all over my face and chained up to a bathroom urinal in a truck stop. The fantasy had gone way too far but there was nothing I could do but ride this thing out. It would all be over soon, well I hoped it would anyway. The person who is seemingly in charge of this whole operation did promise me I’d be home by Sunday night.

The two prison officers put up a sign over the urinal that said that the whore chained up in the bathroom was under sentence, that blowjobs were £5 and that if you wanted, you could always piss over her to add extra punishment.

The two prison officers each put a fiver into the jar that had been placed next to me and started to unbuckle their jeans and slowly dropped their trousers and pants. I knew what was coming next but I couldn’t use my hands as they were still chained to my belly chain, ‘do I at least get to use my hands?’ I asked despairingly but the two men laughed and said that my mouth was going to do all the work today. They spat on me as one started to move me into position.

I had only starting sucking cock less than a day ago but now I didn’t even have the use of my hands so I had to learn to adjust. Quickly though I realised that basically I didn’t have to do much work as the punters would do it for me. I was just a vessel for their sperm and all I had to do was make my mouth as wide and open as I could, accept the cum and swallow like a good whore. They then both decided I needed a bit of cleaning up so used my body as a urinal. These two men high-fived one another and started laughing before walking out.

The day carried on in exactly the same fashion. Most people who walked in gave me a quick once over before depositing £5 into the jar and getting their blowjob but most decided that I wasn’t a toilet. They felt I had been humiliated enough. As night time fell the word had got round and people were actually queuing to use the toilet and in turn, me.

By now I was totally having an outer body experience and could see this beautiful but filthy whore doing all this for these disgusting men but was secretly turned on by it before remembering who it actually was chained up to that urinal.

Then suddenly someone that I knew from the office walked in and my outer-body experience turned into a very real inner-body freak out. What if this guy recognised me? If they did then my whole career could be over. I wasn’t exactly well known but there is no way my employer would keep me on if word got out. Heck what about my friends and family? My mum did not need to ever know what I was doing and my dad would probably never speak to me again. The panic was real on the inside but I knew on the outside I had to act cool, well as cool as a chained up whore in a urinal could do anyway.

‘Oh Brianna is it? I’ve heard you are a great little whore and by far the cheapest around so I’m going to enjoy this.’

As he got into position and started fucking my mouth, I did my darndest to give him the best blowjob in the world. I didn’t want to give him a reason to look at me closely. After another blowjob – they all started to merge into one – I noticed something different and swiftly felt something different *thwack* a slap was heartily felt on my left cheek and then another on the right ‘whores are disgusting and you are worse than the norm so you deserve a bit of actual pain as well!’

This took me aback somewhat. I could deal with a bit of a slap but then I felt several hard blows of a belt and collapsed to the floor as much as my bonds allowed me to. The guy gave me a filthy look and spat on me before urinating all over me and walking out. I had hardly ever spoken to him in the office but you never know what people are like do you? Well I suppose very few knew what I was like looking at me in my current situation.

Before I could think too hard the masked red head walked in and started counting up the money. ‘You’ve done well my novice whore and your sentence is up. I’ll get the boys to come and release you.’ A sense of relief came over me. My jaw had long since gone beyond aching into this sort of numbness. My soul was similar.

I sighed as another punter walked in before I’d been freed and I prepared herself for one more blowjob for the road but before I could take this man’s penis into my mouth, the masked red head took control and was taking this blowjob. She was really into it and in all honesty I was happy to sit this one out. As soon as he was about to explode into her mouth the door opened and in came the two prison officers from earlier.

‘Oh you are joining in are you Laura? Well you know this is Brianna’s booth and you know what happens to whores who take customers from other whores…’ The poor guy getting a blowjob had no idea what was going on but was told that I would finish him off as this masked red head whom I now knew was called ‘Laura’ was handcuffed behind her back and read her rights. Wait, could it be my friend Laura? I looked at her as she was being hauled off but the Laura I knew was a brunette not a redhead so I ruled her out. I quickly finished off the final customer and then both Laura and I were loaded into the van. Her with her hands cuffed behind her back, me still in the shackles that I’d been in all day.

I was so confused as to who was actually running the show now. Was this ‘Laura’ really in charge? I tried to ask Laura in the van what was going on all she would tell me was that all would be revealed by tomorrow night.

We pulled up to the jail building in the back of what she presumed was Laura’s garden and we were both taken inside. Laura was then processed just like I had been the night before and was finally unmasked and it was my friend Laura. I was in a state of confusion as she was booked into ‘Vice Squad Jail’ which was different to me and then they placed her into the jail cell. I was released from all of my bonds and shoved into the same cell as Laura.

‘Both of you whores will pay the price for Laura’s indiscretion tomorrow but for now you get to finally tell Brianna what is really going on.’

The two men left. Laura looked and me and lifted up her skirt and Brianna saw what looked like a chastity belt. All she said was ‘you and I are rather alike and we are in for one hell of a day tomorrow’ with that she kissed me and called top bunk and said nothing more.

‘But you are a brunette?’ I asked quizzically.

‘I’m a woman, I dye my hair all the time. If that is all that is confusing you well then I don’t really know what to say, now get some sleep, you’ll need it.’

Chapter 4

Sunday was the final day of this adventure but I was more confused now than I had been at any time in this weekend as a sissy whore.

Usually I wouldn’t have been able to sleep with my mind in such a state. Yet such was my lack of energy after a long day of taking cock in my mouth along with having not had a proper meal since the morning, I conked out almost immediately.

When we were awoken in the morning I was ravenous and at that point I would have done pretty much anything just to have a proper square meal. This was the last day of this whole scenario, yet I was pretty desperate. Happily though the two men from the night before came in with a veritable banquet of fresh fruit and shoved it through the bars of the jail cell to us.

‘Not going to wank on our breakfast gentleman?’ Laura said with a sense of disappointment. I didn’t wait for them to respond as I reached for a mango and started clawing at it like a wild animal. Laura looked at me and smirked as she calmly picked up a grapefruit and started eating.

‘You both have 15 minutes before you’ll be prepared for your Sunday penance,’ one of the men scowled. To be honest I wasn’t paying much attention to him as I was busy trying to wolf down as much of this platter as possible. It was the most happy I’d been since starting this adventure. Despite all the mind-opening moments and sexual thrills I’d been feeling, eating a proper meal was still the most joyful experience.

A quarter of an hour later we were told to pass back the plate and I quickly grabbed at a couple of pineapple rings and stuffed them in my mouth, ‘Pineapple is good for jizz’ Laura said, ‘it is a shame that no-one will be tasting you today. Well maybe if you are a very good whore’ and she winked.

‘Ok girls, time to go. You know the drill,’ one of the guards said and we both assumed the position against the wall. Chains were applied exactly as they had been to me the day before but this time I was joined by a fellow prisoner. Laura looked across at me at whispered, ‘trust me, you’ll love today.’ before she was told to shut up by the guard who was chaining her up. They spanked her across the bottom several times, each time resulting in a small yelp from my long-time friend.

We were marched outside and into a waiting van. Once more I found myself being driven to places unknown, to be undergoing who knows what. I remembered that I was told that my anus wasn’t to be used so I felt that if that was to hold true, I could probably get through whatever was put in front of me on this final day.

The van turned into a car park of what I knew was an old abandoned church and Laura and I were told to get out. As I shimmied my way along the seat and stumbled out of the vehicle, I could see two old fashioned pillories set up and a small crowd gathered.

A voice boomed over a loud hailer and it was clear this was where I’d be spending my final day as a sissy whore. ‘Ladies and Gentlemen, please welcome the star attractions for the day, Laura and Brianna.’

The crowd hooted and hollered in approval as we were both helped towards the two medieval devices. I knew all about them as I’d studied that period at high school and knew they were a very effective form of punishment.

Criminals locked inside were unable to move and were at the mercy of the mob. This could include rotten fruit, faeces or even rocks being thrown. For this purpose though I suspected it would also mean sexual activity would be included and that the crowd weren’t there to get rid of their rotten tomatoes but more to empty their balls of cum.

As we walked through the gathered crowd, several of the men spat at us and called us both all sorts of names. The fact I still had a name badge which included the words, ‘Glory Hole Whore’ amongst other things written on it pinned to my semen and piss-stained clothes, I think anyone watching this scene would only see me as anything but the lowest of the low.

Getting to the pillories, we were both told to stand and face the crowd. Suddenly I noticed three naked girls who were all chained together by collars standing to the right of the baying and very excitable mob. I had no idea why they were there but I suddenly got extremely sexually aroused. Like the male part of me was trying to force its way to the surface. The sight of three very attractive women who were all chained up was something my penis clearly wanted a better view of.

The man with the loud hailer asked for quiet and started addressing the crowd, ‘Ladies and Gentleman, it is half past seven and today we welcome two wenches to our pillory as we celebrate the Sabbath by using two prisoners who’ll reward us for our hard work this week.’

Once more the crowd starting cheering.

‘First of all we have Laura. A repeated offender who is still not learning the error of her ways. She is a blight on our community and once more needs to be taught a lesson. She’s been sent to us for half a day in the pillory and 360 lashes. She will not be allowed water at any point during her spell in the pillory and her mouth will always be available.’

As those words boomed out, Laura’s chains were unlocked and she was roughly shoved into her pillory and locked in. Then the man’s attention turned to me.

‘Brianna here is a new girl but has been taken under Laura’s bad influence. We must teach this girl a harsh first lesson to ensure she mends her ways before she becomes a regular blight on our community. The sentence for Brianna is the same as for Laura, half a day in the pillory with no water and 360 lashes. Her mouth will also be available at all times.’

I tried to complain and argue that I hadn’t been told anything about the lashes but my protests fell on flat ears. My chains were released and I was picked up and shoved into the open holes for my neck and hands and the top half of the device was forced down with a loud bang. A padlock was quickly applied.

The man with the loud hailer though wasn’t finished.

‘Our fluffer girls today are Mary, Sarah and Tiffany. They’ll be available day to get you hard again as quickly as possible after you ejaculate so you can use these whores as often as you like.’

These were the three naked girls I presumed. I could just about see them out of the corner of my eye and for a brief moment I wished I was one of the men in this crowd. Here they had two mouths they could just shove their penises into without even having to think about the consequences. Also they had naked women who were on tap ready to give them hand jobs until they were ready to have another blow job. Was this a secret society I knew nothing about? I was starting to wonder about how in future I could be on the other side of this predicament. It beats sitting in and watching the footy all day!

As soon as I started daydreaming about this though I felt a thwack on my rump and an ominous sounding ‘one’ come from the crowd. Glancing over to Laura who was stood in her pillory about four foot to the left of me, I heard her yelp and quickly I realised that the lashes were starting. ‘Two, Three, Four’ as the blows rained down on my rump. It was intensely painful but the type of pain I had never experienced. Part of me of exhilarated by it and I found myself twitching my bum towards whoever was hitting it like I wanted to get hit.

This involuntary reaction confused me but as the blows continued, I had to use all of my concentration powers on not crying and withstanding the torment being handed out to me. As number 30 happened, I waited for 31 but it never came. Two men walked around from behind the pillories and stuck their penises into the throats of Laura and myself.

Like yesterday, I wasn’t having to do to much of the work as the person I was giving a blow job too wasn’t exactly letting me breathe and instead using my mouth as more of a cum receptacle. Within a couple of minutes my mouth was flooded with salty fluids for the umpteenth time during the past day and a half.

I still wasn’t used to the taste but it had gone from unpleasant and something I instantly wanted to remove from my mouth, into something more akin to cough medicine. It wasn’t nice but I was used to the taste and knew I had very little choice but to swallow.

As the first man stepped away I could see several pairs of trainers in front of me and guessed a line had formed. My jaw which had been aching since the early hours of Friday morning once more ran up the white flag and just allowed itself to be used.

Maybe ten or 12 men had ejaculated in my mouth or on my face before I heard a hooter. The man using me stepped back and I wondered what was going on.

Then thwack, ’31’ and so on. They were giving out the lashes in bouts of 30; I worked out that it was to be 30 an hour and during the lashes, I’d not have a penis in my mouth in case I bit down due to the pain. During this latest bout of whipped pain, I was able to turn my head a bit to see Laura. I wasn’t able to make out much but I could see in front of her, the floor below seemed much wetter than it did in front of me. I didn’t understand why.

When the blow jobs restarted, I promised myself I was going to look over at her. After my first wave of cum of the second hour I had a few seconds and could see men standing in front of her and pissing on her. Having been through this yesterday, I knew how disgusting this was but then I remembered that she had probably chosen to come here and this was all part of her own fantasy.

As I pondered this another penis came in and used my mouth for its own pleasure and I wondered whether these men could keep it up all day. This was a ferocious pace and surely there were less than 100 men. At 10 or so blow jobs an hour between us, within five hours everyone would have used us at least once. I suppose this is why they had the naked women on hands to get them going again.

Suddenly as I was brought back to reality, I felt a warm stream of piss splash across my face. Without thinking I screamed out loud, ‘not again’ and everyone stopped.

The guy finished his pee and stood back, ‘oh you don’t like getting pissed on? Well tough shit,’ he said whilst eyeing me down. Suddenly lots of men all came over and I could see what they were doing. All holding their penises and aiming it at my face. I started to apologise profusely and told them I didn’t mean it. It was just a reflex act but my protestations were falling on deaf ears and suddenly the first hot spurt of piss landed right in my right eye. Then more hit my hair and I could even feel some on my back. Someone must’ve gone behind the pillory and I was dealing with multiple streams of warm urine all over my body and there was nothing I could do to stop them.

For the first time since those first blow jobs on Friday night, I started to feel full of regret about the situation I’d put myself into. Even yesterday I felt shame but it was exciting and different. I was having new experiences. Here I was once more being used orally constantly and having pee running down and sticking my clothes to my skin. This was the same thing albeit in a slightly different setting. I didn’t get it.

As the hours went past, the sun rose above the tree line and started bearing down on the two pillories and I started to get why today would be different to yesterday. The heat intensified the discomfort and flies started to land onto my body and began walking around on me. It was like something I’d never experienced before. I had itches everywhere that I needed to scratch. All my thoughts were directed at finding a way to stop those itches but I was totally powerless and instead had more and more cocks relentlessly invading my mouth.

This is what true helplessness was like I thought to myself. In the other scenarios I had a potential escape plan. I could at least move a bit when I felt discomfort. Here I was locked up in one position with extremely limited movement.

It didn’t pass me by that in days gone by people had to endure this for real, without putting themselves in the position I had done to myself. Guilty and innocent people in the past were locked up and used by the mob. It reminded me that I was glad I was living in the 21st century. A world where punishment was pretty much limited to jails and community work programs. Back then they genuinely thought that what we’d call instruments of bondage were genuinely good ways to keep law and order.

As the sun hit its highest point in the sky, the torture was unbearable. My arse stung like anything and anytime an insect crawled over it, I felt the need to shake my butt, which several people saw and laughed at. The heat was intense and sweat was getting into my eyes, in doing so it mixed with drops of urine and blobs of hardened jizz. This was giving me problems as I tried to see anything in front of me.

Then the loud hailer burst into life, ‘Laura and Brianna it is half past one, you are halfway through your sentences and we are ready to offer you a deal. If you want water, we’ll give you as much as you would like. However should you take the offer, then you’ll have to let us fuck you the naughty way. You have one minute to decide.’

‘Fuck me, Fuck me!’ yelled Laura and the crowd cheered. ‘We’ll take that as a yes from you Laura, what about you Brianna?’

This put me in a real conundrum. I desperately wanted water but I had never put anything up my own bum and had no desire to do so. Therefore starting with lots of men fucking me non-stop for six hours wasn’t something I was gravitating towards; but I really needed water.

‘I need water,’ I said gasping.

‘So do you want to take our deal Brianna?’ came back the voice and I slumped and replied. It was at this point I knew I was broken. When I started this adventure, half me was just expecting it to be a prank but now here I was, locked up in the pillory in front of maybe a hundred men and giving in and letting them fuck me. If the rest of the weekend had been a wild ride of highs and lows, this was when the ride ended and I desperately wanted to get off but knew I couldn’t. This was who I was, at least until the end of the day and I had little choice but to just let it happen.

‘Yes please,’ I said despairingly.

I crowd roared again and a bottle of ice-cold water was placed under my face with a long straw. This was placed into my mouth and I gulped it down like it was life-saving. As I finished my drink and the straw was pulled out of my mouth I asked, ‘Can I have a blindfold please?’ to the person who gave me the water.

Not being able to see wasn’t what I wanted but I thought it might protect my eyes from the irritation of the sweat, piss and jizz that were all rolling through my eyeballs.

‘I don’t think so whore,’ he said and suddenly I felt two hands on my hips. Oh shit, I thought to myself, they are actually going to fuck me! I needed loosening up; if they went in dry then they might seriously injure me. I started to flail but I couldn’t move much, it was just my legs stomping up and down which caused the men around me to laugh.

‘First time up the arse is it whore? Don’t worry, we’ll be gentle.’ With that I felt something my cold and slimy being squirted onto my bum and then someone started inserting a finger into my anus. I automatically tensed up and was slapped across the backside and told to relax otherwise they wouldn’t warm me up. Deciding I had to do what they said I moved my legs as wide as they would go to give as easy access as possible.

Beside me I could hear Laura moan in pleasure as she was already getting her first cock in her butt. She really must be some kind of woman to yearn for such treatment I thought to myself. How didn’t I know about this side of her before? We’d been friends for years but despite one or two drunken kisses and fondles we had never gone that way. Had I known she was up for so much then I’d have jumped at the chance. Maybe if she knew I was into it she might’ve gone for me too.

As I pondered this, I felt what seemed like three fingers wriggling their way inside of my anus before hearing, ‘she’s ready,’ and once more I braced myself. Yet again I was slapped and told to relax and I did so reluctantly. My heart was beating even faster than when I was bundled into the van on Friday night. This was the moment I most feared and technically I had the option of avoiding it but I had needed that water so badly.

Those hands were wrapped around my waist and I felt pressure on my buttocks and something pressing against them. I worried about them splitting, sexual infections and everything in between but I was powerless. Slowly it pushed through my natural resistance and slid into my anus.

Here I was, a straight man who had never looked twice at a man in a sexual way. Yet I was locked in a pillory in a public place, with 100 or so men lining up to abuse me anally whilst dressed in a cum covered and piss stained school uniform. It is the ultimate case of a fantasy gone too far but I was in so deep that all I could do was grin and bear it.

The intruder left but returned almost immediately and did so repeatedly as the person was starting to fuck me. I had given anal sex to several women and a couple of them loved it but all the others said it was a one and done type thing. It was just too painful. If only they could see me now they would know what real anal pain was.

My arse was on fire still because of the lashes and now it had a penis sliding in and out of it. Then I let out an involuntary moan and I was aghast. I sounded like I was enjoying it and that the lust was taking over. Next thing I knew I was starting to push my bum back onto the penis in rhythm with his pumps. Who was I? Was I really just caught up in the moment or was my body actually enjoying what was happening?

With every thrust I moaned in time and Laura yelled across ‘I knew you were a fucking whore,’ but I couldn’t respond. I was too busy concentrating on this penis in my arse and the pace picked up. I could hear him panting and started to become frantic in his pumps. He must be close then I thought to myself as I kept up his rhythm and then without warning this influx of hot cum flooded into my bum.

The sensation was unlike anything I had ever felt before and before I knew it my penis was spurting reams and reams of cum. I hadn’t ejaculated at all during the weekend so far despite having lots of erections. I hadn’t been able to play with myself much during the day and at night I’d just been too tired. So this was the first orgasm in several days and it came without me touching my own penis. No one had touched it. This was all from anal stimulation.

I slumped down in my pillory, it was lucky I was locked in as otherwise I’d have just collapsed on to the floor. My legs were like jelly but they had no choice but to stay upright.

Despite cumming all over the floor though, I was still horny. How could this be? Like all guys I lost my horn straight after ejaculation? Could the fact this was from anal stimulation mean that my horniness wouldn’t go away?

Before I could answer that question another penis went into my arse. It slid in nice and easily thanks to the load of cum that was lubricating my anal passage. I knew what I was in for so was way more relaxed although I still had extremely aching legs. I had been locked into these high heels since Friday night and my ankles were just on fire.

As the next man pumped, all of a sudden my mouth was being used again. I was being spit-roasted. I couldn’t believe it. I was being used at both ends and I wasn’t doing everything I could to get out of this situation. It wasn’t as though I had just resigned myself to my fate, on some level I was actively enjoying what was happening to me.

The person using my mouth couldn’t match up with the person behind so it was hard to give both my best. I doubt they cared as within minutes both had relieved themselves inside of me. The lashings didn’t stop and every hour 30 rained down on my bum before penises returned to fill me up.

I had no idea what the time was but I could feel the cold breeze and knew the sun had gone behind the trees. My urine and cum stained clothes were now actively slinging to my skin and I could feel the cold. It couldn’t be long now and as I thought that to myself, a hooter went and everyone gathered in front of the two pillories.

‘Ok girls, your 12 hours are up, I hope we never see you here again but if we hear that you are going about whoring yourself out then we’ll find out and you’ll be back here again. Laura this is your seventh day of punishment with us. I doubt you’ll ever learn. As for you Brianna, we hope you do but if you don’t, we’ll happily teach you a lesson.’

With that the pillory was unlocked and I just collapsed to the ground. The men all started to walk away and get in their cars. Laura walked over to me and asked if I was ok. I nodded and started to cry. She held me in her arms and told me that it was all over and that if I never wanted to it happen again it wouldn’t and that she hoped this hadn’t ruined our friendship.

I couldn’t muster any words but said thank you and just went for it and gave her the biggest sloppiest kiss that I could. We were both drenched in urine and had both wet and dry cum on our faces but at that point, all I wanted to do was show her that I loved what she had done to me. It had opened my eyes to what my body wanted and for that I would forever be grateful.

She pushed me away and asked if I was sure, I nodded and she returned the kiss in kind. For a few minutes we just stood there holding each other before she said we should go home and have a hot shower.

The van that brought us here was still in the parking lot and the keys had been left in the ignition for Laura. She jumped in and told me to join her. We drove back to her house where we both had showers and I was finally able to get out of my stinky clothing and those three inch high heels were unlocked. She leant me some casual clothing and we sat down on the sofa to talk over what had happened.

‘Did I make you the £480?’ I asked.

‘Oh yes, that and a lot more. Do you want your share?’ She asked.

‘My share? You mean I get paid for this?’

‘Well you agreed to be a whore and whore’s get paid. Every man paid £50 for unlimited blowjobs and hand jobs today. The three girls who fluffed them get £20 each and we can split the rest. I’ll keep Friday’s and Saturday’s as payment for setting this all up.’

Laura went to her dresser and pulled out a roll of bills, ‘There were 112 men there today so that is £1,725 for you. Not a bad little earner eh?’

I was stunned. That is near enough what I make a month at work after tax deductions and I earned it in a day. The sex industry is certainly a lucrative one I thought to myself.

‘What about us?’ I asked.

‘I can never be faithful Kevin,’ as she used my real name for the first time in a couple of days. ‘I love sex with anyone I see and I love all forms. I would love to have you as a bigger part of my life but I’ll never have a monogamous relationship. You need to understand this.’

Without hesitating I said, ‘I took how many cocks today and you worry if I can handle a non-monogamous relationship?’ She gave me a knowing smile.

‘So would you go through all that again?’ she asked.

As I took a second to gather my thoughts, I asked her if she could get me a chastity belt like hers and we could go through this sexual adventure together. She beamed and went to a draw and pulled out a tape measure and proceeded to take my measurements.

‘We can have it made to measure but won’t you miss your old life of having empty sex with whoever you can pull on a Friday or Saturday night?’

‘I have never felt the sexual satisfaction that I did when I came from that anal fucking I got. If that is what I can have going through this with you then I’ll take that every time.’ I replied timidly.

‘Looks like we have the makings of a beautiful, if non-conventional relationship here Kevin,’ Laura said in an upbeat tone. She walked out and came back in wearing a eight-foot long black dildo.

‘You aren’t getting this tonight bitch but trust me, you and this beauty are going to get very acquainted. You may get fucked and swallow the jizz of lots of men for money but this is the only cock you’ll do for free and trust me, you’ll do it an awful lot when we aren’t making money.’

I stroked it, kissed it on the tip and told it that I couldn’t wait. With that I kissed Laura once more and went to leave as I was extremely tired and even though the shower had cleaned me up, a long bath and getting to bed was still very much in my plans.

As I walked out the door I turned around and asked, ‘Who has the key to your chastity belt anyway?’

‘Don’t you worry, you’ll find out soon enough, she’ll have the key to yours as well.’ She said with a coy smile as she shut the door. I walked the short distance home, got inside the door and collapsed on the floor. I slept for ten hours solidly before going to work as per usual.

As I got to my work machine, I had an e-mail from Laura, ‘Are you sure you want to do this?’ is all that it said. I responded, ‘Trust me, I’m in.’ She then sent back a smiley emoticon and told me to clear my schedule next weekend and at that point, I was not strictly Kevin anymore. I was Kevin at work but very much Brianna at home.

Please remember to click here for my Amazon USA Authors Page and click here for my Amazon UK one if you would like to read any of my other titles. More are added all the time.

by Allyson Medway