The story so far...
Ben, when desperate for a little extra cash, discovered that there was good money to be made running in races as a 'ponyboy'. Despite being assured that the worst he would be subjected to would be a 'certain amount of groping' he has found that this led, inexorably, to a life as a prostitute. Moreover, Andy Mason, his pimp, along with Archie, Mr Mason's enforcer, has made it quite clear that, as long as there is money to be made from renting him out, quitting is not an option.
Among the many indignities Ben has been forced into performing in a sex show where, cross dressed as naughty schoolgirl "Belinda Bombshell", he is caned and sodomised for the entertainment of the punters. The show, and Belinda in particular, is such a hit that Mr Mason has seen yet another money making opportunity and he is keen that Ben should perform as Belinda as much as possible. But, more than just the stage show, he is now looking to make even more money by renting Ben out as a transvestite escort.
But, for all Ben is finding this demeaning and degrading, he is also discovering sides to his sexuality that had previously lain hidden. He may loathe Belinda and all she stands for but that doesn't stop him getting a certain frisson of pleasure whenever he puts on her panties.
And, all the while, there's the complicating factor of his growing relationship with taciturn and secretive Jed, at first his arch rival but, latterly, his lover.
And now there's a new kid in town. Jack, racing as Little Angel, has been recruited a ponyboy and is being drawn further in using exactly the same tricks that they used on Ben. And while Ben is sympathetic, Archie has warned him not to do anything that would hinder Little Angel's 'training'.
Now read on...
As job followed job followed job my life began to turn into a bit of a blur. The more tricks I turned the more Mr Mason earned so he did everything practical to ensure I was out as often as possible. Any pretence of doing college work had long gone by the board and I had to phone my parents and tell them a story about how, as the new boy in the call centre, I was the one who had to cover for the Easter break and how I would see them in the summer. Whether I would or not was another matter but I had no choice but to file that one under 'cross that bridge when I get to it'.
I was becoming one of Mr Mason's top earners as the jobs kept coming, thick and fast. Belinda was getting more and more hits on the web site which meant that, as often as not, I was putting on a dress before heading out of the door. I was earning lots but I was spending lots. The specialised clothing store I bought Belinda's dresses from was far from cheap and keeping them looking smart was hard work. They got to know me quite well at the local dry cleaners. Meanwhile, practice was making perfect and with each outing I got a little more proficient at putting on the make-up and a little more thick skinned about the looks I got from those who disapproved.
And, sure, I got plenty of weirdoes and met far, far more than my fair share of spankers but, mostly, my clients were sad, lonely middle-aged men who were after what the web site coyly described as the 'gfe', the girlfriend experience. Mostly all they wanted was a little ego massaging and the pleasure of stepping out with a pretty 'girl' on their arm before going back to the hotel where they would, to the best of their ability, have sex with me.
More often than not the best of their ability wasn't very much. If my job in the restaurant, or theatre, or nightclub, was to flatter their ego, once back in the hotel room it was to flatter their libido. I got far too used to coaxing orgasms out of semi flaccid pricks, or feigning satisfaction after thirty seconds of frantic pounding. I got far too used to assuring the less that well-endowed that size isn't important and that it's what you do with it that counts. And I got far too used to assuring every man, and they were all men, that they were the most exciting, most well endowed, most virile, lover I had ever met.
But it wasn't all sweetness and light. Whenever I started thinking that the customers weren't that bad, whenever I let myself slip into a false sense of security, I would inevitably come across the punter whose confused sexuality would turn into a violent anger, whose self-loathing would turn into loathing me. It wasn't just that Belinda was, in their eyes, a tart, a slag, a whore, it was their reaction to what was between her legs. Sure, they all knew what they were getting, there wasn't the slightest pretence on the web site but, as a 'tranny', I was, as far as they were concerned, the lowest of the low and undeserving of anything except vile abuse and I ended up having to use blusher to hide the bruises. Why did they hire me if I wasn't what they wanted? The answer, I suppose, is that beating up the tranny was what they wanted.
Interspersed with my dates as Belinda were my dates as Ben. Here the main differentiator was between those who bothered to remove their wedding ring and those who didn't feel the need. To be sure, all my customers were 'happily married' and not one of them thought of himself as gay. However, that didn't stop them wanting to fuck the rent boy. I was their secret indulgence pandering to the desires they'd rather not admit to. By its very nature these tricks were more orientated towards a quick fuck in a hotel room than any lengthy engagement and, if he could manage to arrange it, Mr Mason would sometimes have me turning two or even three tricks a night.
And then, on Thursdays there were always the race meetings and the party afterwards. Here I still maintained my slight ascendency. Sure, Little Angel could, and regularly did, give me a run for my money in the races and it seemed everyone, ponies and punters alike, were happier now there was more than one sure-fire winner. However, at the party afterwards, Jack never found his inner slut and always had an air of reluctance about what he was forced into. While this appealed to many at first, there are only so many times you can 'screw the virgin' and Belinda, camping it up and being outrageous, was more fun to party with in the long run. I certainly still had my fair share of punters and was a favourite with many.
True to his word, Mr Mason tried to get Jack and myself into performing as a sister act. However, whereas I had taken to cross-dressing like a duck to water, Jack could never quite get the hang of it. Oh, sure, he could wear the clothes and, with my help, put on the make-up, but he could never get into the soul of the thing; he couldn't find that hint of feminine mystique, the pretence that he wasn't just a boy in a dress. In short he was no actor. We spent quite a bit of time in Mr H's office parading back and forward, trying this and trying that but nothing seemed to work and it all came across as farcical, not sexy. In the end Mr Mason was, reluctantly, forced to drop the idea.
But, if the sister act was a non-runner, that didn't stop Mr Mason wanting to experiment with other combinations for the Belinda act. He was keen to try threesomes and, at first, had Jack and I as two naughty schoolgirls reporting to Jed's teacher. This simply didn't work. The main problem was that Jed could only fuck one of us at once and that left the other 'schoolgirl' standing around looking stupid. That, combined with Jack's inability to wear drag convincingly, reduced the whole thing to a farce and that was not what Mr Mason wanted.
The next combination he tried was Belinda servicing two guys. I had always assumed it would be Carl who would make up the third member but, instead of Carl, he got in Rog. For the caning part Rog and Jed would stand either side of me and take turns. After that I would suck off Rog while being fucked by Jed. That took quite a bit of gymnastics but eventually we got it worked out.
This time it was the punters who put the kybosh on the thing. Apparently, as far as they were concerned, they weren't getting any more of a sex show than the original so they couldn't see why they would have to pay more. As Mr Mason still had three sets of wages to pay he soon decided against it.
But, as we were back to just Jed and myself, we now had to find other ways to keep the act fresh. Mr Mason's answer was to ring the changes by changing the roles. Sexy nurse was a favourite but 'policeman' Jed suggesting he use his truncheon to sodomise 'traffic warden' Belinda always got lots of ironic cheers. After the show the traffic warden certainly spent a lot of time on her knees while entertaining the guests whereas the 'nurse' would be called upon to make lots of 'health checks'.
And, all through this, whenever we could be discreet about it, I would climb the stairs to fortress Jed. There, together, we would share the things we could not talk about. When I felt small, alone and lost I would find comfort in Jed's arms and, although I'm not sure exactly what I gave back in return, I know I made him smile. Maybe that was enough.
Later, as we lay together, squeezed into his single bed, I would tell him about my dream. A little bar, Belle's Bar, somewhere hot, somewhere far, far away. A stage in the corner where Belle would do cabaret, on stage, on show, but not for sale, not ever again. Jed just laughed and when I asked about his dreams he would clam up and get surly. I knew better than to press but, as I looked at the framed postcard next to his bed, I knew he had some dreams somewhere.
We were also lying in bed when he gave me the one bit of advice that saved my bacon later.
"Your stash, the one that's under the loose floorboard."
"How do you know where it is."
"I didn't know where it is, I guessed. And so will they if they go looking. It's always under the loose floorboard; first place they'll check. Do yourself a favour. Move it. Somewhere safe. Somewhere out of your house. Somewhere that you can get to in a hurry. Can you think of anywhere like that?"
"Well there's..."
"Don't tell me. I don't want to know. And it's not just your stash. Put your passport in the same place."
"Passport! What the fuck, Jed? Why would I need to do that?"