"You Were On My Daughter's Softball Team" And 14 More Cringe-Worthy Sex Worker Encounters

    "A guy paid me $1,000 to smell my armpits for an hour in a room. He was so breathy and just…ugh."

    Recently, Reddit user u/Duck_Diggler_ asked sex workers across the internet to share their most awkward encounters, and the responses ranged from cringe-worthy to creepy and honestly unbelievable. Here are a few of the top-voted replies:

    1. "I was a stripper in a club close to the border of two states. People just traveling through end up there frequently. One night, I sat down next to a guy and immediately realized it was my uncle who just so happened to be traveling through with a bunch of young guys on his crew. He isn’t like some distant uncle I’ve never known, either. He's an I’ve-known-you-my-whole-life-and-our-families-are-really-close uncle. We were both quite mortified, and he left as fast as he could."

    u/butterismyfavorite

    2. "One of my first outcall bookings was at a guy's home. I get there, and his apartment is almost empty with only a couple of pieces of furniture covered in plastic, a mattress on the floor, and a brand new iMac on the floor next to it. Everything was white, and the guy only wore white. It turned out the guy was in one of those religion cult groups."

    "There was a portrait of the leader above the mattress. The other notable thing was an Ashanti CD on the ground, surrounded by fairy lights in the shape of a heart, and about 10-20 teddy bears. The actual appointment was normal aside from the fact that he tried to get me to join the religion."

    u/lailabot

    3. "I was doing my signature move during a lap dance — nipple twisting the customer in the best way — and I realized my aim was off. I was toying with a huge mole."

    u/ShayTheGreat11

    4. "I worked in a brothel for almost a year, and oh boy, I have so many stories! The most awkward cringe I went through was when a guy came in, selected me, and we went up to a room. We have a very strict policy about health checks, so I asked him to take down his pants. He hesitated. I asked him again, and he finally slowly started to take his pants down. He mumbled, 'I may have one pimple,' and I said, 'Ok, I have to see anyway.' Then I see everything. The WORST case of warts I have ever seen, in real life or a health book."

    "I said, 'I'm sorry, I can't service you today.' I opened the door and waited for him to walk out into the hallway. He stood there for the longest time before pulling his pants up. ... I went to reception with him and had to stay by his side as the receptionist tried to refund him, but the machine had broken. I had to explain it was a failed health check, and he was even more embarrassed. I was dying inside."

    u/emichans

    5. "I'm a prostitute. An older man was looking for a lady for the evening and ended up picking me up. He got a hotel room and insisted that I shower and then put on flannel PJs he had apparently already bought and had with him. He also painted my nails. There was no sex. He held me until we fell asleep and paid for it when I got dropped off. Definitely not a usual evening, but not at all bad."

    u/Novel_Benefit_6384

    6. "So I was dating a girl who was also a worker. She helped me get into it, and I was helping her be more assertive in getting payment — we were bettering each other through our relationship. It was nice. Then, she sorta ghosted me for a while, and that sucked."

    "Anyway, one day I get a text from her about a guy who wanted to do a three-way and was willing to pay well. I was honestly just excited to see her. 

    We’re hooking up with the guy, who is just thrilled to be in the room with two naked girls, but as we’re doing the job, we’re also just sort of…talking it out?

    Like…bends over: 'It’s been weeks. If you weren’t interested, you could have just told me. It would be nice to get some closure.'

    While riding: 'Honestly, I think I’m a little commitment-phobic.'

    We went back and forth like this and just sort of discussed our relationship very frankly while servicing a dude."

    u/kharmatika

    7. "I'm an ex-stripper from the early 2000s. There was a guy who would come into the club with this little white dog strapped to his chest in a baby carrier...and he would buy dances with the dog on him."

    u/ShayTheGreat11

    8. "I used to be a cam girl. One time, I had a guy that just wanted me to watch him vacuum naked. He was, like, 75 and had a beer in his hand the whole time. He put his cam in the corner of the room, and every 5 or 10 minutes, he would stop vacuuming and come two inches from his camera and say, 'You still watchin'?!'"

    u/BeautyQueen123

    9. "I was working a nice suburb of DC. This guy came to my hotel room, and he seemed normal at first. Then, he told me that he’s a germaphobe and asked me if it was ok if he wore a special suit that he had made. He had a latex suit with a hole cut out, and he had a bottle of rubber cement to attach the suit to the condom, essentially making a body condom."

    u/Jenny441980

    10. "I came up to this older gentleman. He said, 'You don't know who I am, do you?' I thought he was trying to flirt. Then, he said, 'You were on my daughter's softball team that I coached when you were in junior high.' I asked how she (his daughter) is doing, and he said, 'Here's 20 bucks if you leave me alone.'"

    u/ScholarBeautiful2795

    11. "I used to do commissioned porn. One guy was into sneezing, nose itching, and nose rubbing. But he wanted it to look casual, unscripted. So I had to be very conscious and try to record myself every time I had a nose itch or sneeze. Big money but one of the hardest jobs."

    u/Submissivebreeding

    12. "I was a stripper. There were several occasions when the guy I was giving a lap dance to would say, 'You look just like my daughter!' …Ew."

    u/Significant_Report62

    13. "The head of a dentist office and his three female oral hygienists came in, and he bought his hygienists lap dances and got one himself. He said he 'treats his ladies.' It was a little weird, but to each their own."

    u/Significant_Report62

    14. "A guy paid me $1,000 to smell my armpits for an hour in a room. He was so breathy and just…ugh."

    u/mrsfisher12 

    15. "I’m a cam girl. When I was brand new to my site, one of the first privates I ever had is still surprisingly one of my longest. It was 45 minutes of me sitting with my feet on the camera and forcing myself to cry the whole time. I think I made about $180 on that private."

    u/livingmaster

    Note: Some responses have been edited for length/clarity.