Straight Male / 45
I am a single, straight middle-aged male. For years I have had a fetish for old-fashioned women's control underwear. I've been wearing this kind of stuff on and off since adolescence. Just over a year ago, I started visiting a local brothel - not so much for the sex as for the thrill of being able to strip down to my underwear and see the looks on their faces as they watch this middle aged man parade around in a longline bra, firm girdle, sexy stockings...the works. I enjoyed their surprise at the start, and I loved the humiliation when, as I became a regular, they would openly laugh at me when I turned up.
Until one night, as I was about to leave, a man approached me and asked to have a word. I went with him, and he showed me a tape of my performance with the prostitute from start to finish.I was clearly recognisable in the pictures, standing there in women's underwear. He said he had a proposition for me and, if I didn't accept it, the pictures and video would be on the internet by the time I got home. I was shaking by this time, and burst into tears when he told me what he wanted - he was going to start a gay brothel, and I was going to be one of his prostitutes. He figured the whole retro corsetry thing would be a big seller. As I begged him not to do this and offered to pay him, he just sat there typing. Eventually his hand was over the return key and I was given a yes-or-no ultimatum. I just couldn't face my friends, family and workmates seeing this video, so I agreed. Crying like a baby, he had a couple of his sidekicks lead me into a soundproofed basement where I screamed my head off as I had my anal virginity taken, and threw up a couple of times while giving my first ever blowjobs.
For the last year, I've been working as a gay prostitute for him Friday, Saturday and Sunday nights. When a client arrives, we all line up. There are all sorts in the selection, from muscular and oiled at one end of the scale to me at the other in my blouse and pencil skirt, all sexy stockings, high heels and too much makeup. The macho types preen and pose, while I slowly lift my skirt to reveal my heavy-duty girdle. The pimp was right - I am popular. Why gays want a man dressed as a woman, I'll never know. If I'm chosen, I have to do whatever the client wants. Even after a year, it's so revolting to have to couple with another man, and I've got to look and sound enthusiastic as I take them inside me and they set to work - I got beaten up once early on for crying during sex with one particularly repulsive client. (To compensate him, they let him come back a couple of weeks later and use me all night for free. And I had to smile and encourage him all the way through.) If a client pays enough, they'll drop their usual insistence on condoms, and I have to suffer the further indignity of having them pump their filth into me. (I still struggle to swallow without gagging and I dread contracting a serious disease.)
I hate being a prostitute beyond words. I've now had sex with infinitely more men than I ever have with women, and every time is torture for me. And I can't see a way out - if I stopped now, then not only would he release video of me crossdressed with a female prostitute, he'd no doubt have endless recordings of me as a male prostitute, crossdressed and doing no end of unspeakable things with men.
I'd often read about girls being forced into prostitution, and never really thought about the horror of it. I would never have believed in a million years that it would happen to me. At least I get a (small) percentage of the take. Part of me hates myself for taking the money, but I figure that, as I'm going to have to do it anyway, there's no sense in turning it down.And it's just going to keep going on and on. I just have to accept that it's part of who I am now - during the week, I'm a normal middle-aged man doing a normal job...but three nights a week I'm a gay prostitute. And likely will be for many years to come.
Until one night, as I was about to leave, a man approached me and asked to have a word. I went with him, and he showed me a tape of my performance with the prostitute from start to finish.I was clearly recognisable in the pictures, standing there in women's underwear. He said he had a proposition for me and, if I didn't accept it, the pictures and video would be on the internet by the time I got home. I was shaking by this time, and burst into tears when he told me what he wanted - he was going to start a gay brothel, and I was going to be one of his prostitutes. He figured the whole retro corsetry thing would be a big seller. As I begged him not to do this and offered to pay him, he just sat there typing. Eventually his hand was over the return key and I was given a yes-or-no ultimatum. I just couldn't face my friends, family and workmates seeing this video, so I agreed. Crying like a baby, he had a couple of his sidekicks lead me into a soundproofed basement where I screamed my head off as I had my anal virginity taken, and threw up a couple of times while giving my first ever blowjobs.
For the last year, I've been working as a gay prostitute for him Friday, Saturday and Sunday nights. When a client arrives, we all line up. There are all sorts in the selection, from muscular and oiled at one end of the scale to me at the other in my blouse and pencil skirt, all sexy stockings, high heels and too much makeup. The macho types preen and pose, while I slowly lift my skirt to reveal my heavy-duty girdle. The pimp was right - I am popular. Why gays want a man dressed as a woman, I'll never know. If I'm chosen, I have to do whatever the client wants. Even after a year, it's so revolting to have to couple with another man, and I've got to look and sound enthusiastic as I take them inside me and they set to work - I got beaten up once early on for crying during sex with one particularly repulsive client. (To compensate him, they let him come back a couple of weeks later and use me all night for free. And I had to smile and encourage him all the way through.) If a client pays enough, they'll drop their usual insistence on condoms, and I have to suffer the further indignity of having them pump their filth into me. (I still struggle to swallow without gagging and I dread contracting a serious disease.)
I hate being a prostitute beyond words. I've now had sex with infinitely more men than I ever have with women, and every time is torture for me. And I can't see a way out - if I stopped now, then not only would he release video of me crossdressed with a female prostitute, he'd no doubt have endless recordings of me as a male prostitute, crossdressed and doing no end of unspeakable things with men.
I'd often read about girls being forced into prostitution, and never really thought about the horror of it. I would never have believed in a million years that it would happen to me. At least I get a (small) percentage of the take. Part of me hates myself for taking the money, but I figure that, as I'm going to have to do it anyway, there's no sense in turning it down.And it's just going to keep going on and on. I just have to accept that it's part of who I am now - during the week, I'm a normal middle-aged man doing a normal job...but three nights a week I'm a gay prostitute. And likely will be for many years to come.
