“He wanted me to do his taxes with no pants on. 300/ hour.”
“A buddy of mine in college was one of the university’s starting baseball pitchers. He also happened to be gay. (Nobody cared about the gay thing. He was a nice guy. Whatever.) After college, he got an entry-level management job in the Miami area. The pay was crap, of course, so he started moonlighting as a RentBoy to augment his income. Eventually, he got hired by some wealthy closet case. Showed up at the client’s home where he was led into the garage and shown a 50-gallon barrel. Filled with oranges. The client went into the opposite corner of the garage, stripped down naked, and asked my buddy to throw the oranges at him. As Buddy tells it:
‘Man, I’m gay and everything. But I was a college baseball player. I throw in the high 80’s. Are you SURE you want me to do this?’ Client LOVED HIM. Buddy plunked the guy for 20 minutes and got asked back every two weeks for the next 3 years. No sex. Just oranges. C’est la vie.”
“One client wanted me to pretend to sleep, while he had his ways with me. Turned out that it only involved him groping me, spreading my ass and whispering ‘Oh my lovely little baby girl’ while jerking off for half an hour. Just charged him my normal 30 min fee — Easy money, really!”
“My ex-girlfriend used to do amateur web-camming. One night she had a rather odd request. This guy asked that she put her dildo in her ass, take it out, and then gag herself with it until she puked. She did, and I honestly couldn’t tell you how much she made off the request. I can, however, tell you that she spent an obscene amount of money on me, leading me to believe the gig (or gag, ~slaps knee) paid well.”
“One of my regulars progressed from licking my crotch, to me facesitting him, to farting him in the face — and, finally he had me poop on hi face. It disrupted my OCD controlled toilet habits severely, but at the equivalent of around $750 per session it was all worth it.”
“I work at a gentleman’s club as a VIP hostess. Guests would ask me for everything they wanted (blonde girls, fake Boob girls, drugs, sex workers) and the most unusual request I got was a man was looking for an escort to take out for $800 dollars to pretend to be his wife at a company dinner. Apparently, he was single and gay and lied to his co-workers about having a wife to get out of a few events. The lie got out of control I guess…”
“Played the part of ‘suspicious customs officer’ many times with another regular. Somehow it always ended up with an extremely thorough cavity search and simultaneous penis inspection. Never found anything though…”
“I had the chance to ask an escort this very question. She told me she had a regular who liked her to shit on his chest, then take a spoon and feed it to him.”
“I had a guy pay me $150 every other week to give me a blowjob while rubbing my sneakers.”
One man wanted to take me to the shopping centre (he became a regular but this was from the first meeting). As in, he wanted to pay me to buy me things. After that, we would go back to his and fuck, but he paid standard rates for the whole time and I kept the stuff he bought me (Sexy underwear, DVDs, books.)
“Was a sex worker, dealt with a lot of fetishes
- A guy once hired me to pretend he was famous and act like I was a huge fan of his that got lucky.
- One guy hired me and paid me twice as much to clean his apart whilst wearing nothing thigh-high socks and sneakers.
- One guy had this big blue suit that blew up into a big ball and made me look like the girl that turned into a blueberry in Willy Wonka and the Chocolate Factory. He had me put that on, and then jerked off on me while I acted like I’d been turned into a blueberry.”
“An older man who wanted to fuck in the changing rooms — of his shop. He tried to pay me in corsets at first, but we agreed on cash + a discount on merchandise. I’d run into guys who wanted to fuck in public before, but they didn’t usually own the premises.”
“Former stripper here, a bit late to the party but this is a weird story.
I had a guy who would come in at opening every night and book me for an hour just to sniff my armpits. At first, I was like wtf but hey, it was $200 to sit there for an hour and make small talk with the guy. He wanted my top off for easy access but nothing else and no dancing. Sweet.
After a few times he got a bit bolder and asked if I’d stop wearing deodorant (or not put it on until after he left) and if I would jump around/run on the spot a bit to get sweatier, which it started to irk me a little bit but he was harmless. One day he just disappeared without a goodbye :(
I like to think he found a girlfriend whose pits he could sniff for free.”
“I had several guys who wanted me to be the stern teacher and them the naughty schoolboy. I was 19, these guys were almost always in their 50s, so it was slightly ridiculous but it apparently worked for them. They paid rates + a half because they usually wanted to keep my stockings and fetish stuff was extra.”