What's the most sexual/weird thing a coworker has slyly mentioned to you?

1. In all seriousness my little company's 1 person HR department just asked me if I was willing to go watch her friend "jerk off in his office". On a recorded line. Ok that wasn't "slyly" but it was freakin odd.
   — hgibber


2. I work a job where at any one time you'll only ever have 2 people max. in shop. So one day it's very slow, a female coworker who is supposed to be training me & is old enough to be my mother, and I are alone in the shop. She leant over to me and from nowhere says "I had sex last night, shame he was 29, I prefer younger guys really... your sort of age is perfect" and laughed as if she were winding me up. I wouldn't have minded too much, except this was my first day on the job.
   — SickCuntSassy77


3. A girl I worked with came down to see me working in the basement; she made casual conversation, and mentioned that what really turned her on was when a man slowly looked her up and down. Of course, trying *not* to do that when it's been suggested to you is very difficult, but I looked her firmly in the eye, smiled, and then turned my head away. EDIT What wasn't clear was whether it was a genuine attempt at seduction, or some sort of "good natured' humiliation.
   — Breeze_in_the_Trees






4. Not a coworker, but a guy in my class once told me his socks matched his underwear. He wasn't wearing socks.
   — i-am-willow


5. I was training a new female employee on our helpdesk, she has been sitting with me for almost 2 weeks now and we are talking about random stuff and she just randomly said that she hasn't gotten laid in a few months and her vibrator batteries are about to go out again. Later she also mentions that she enjoys anal sex more than regular sex
   — Harbenger


6. A co-worker had just told some of us in the office that she was pregnant. I jokingly said "wow, how did that happen?" She proceeded to describe in graphic detail exactly how it happened.
   — Judo_John_Malone






7. My supervisor at my first job gave me a "to do" list and at the end she wrote "ME" surrounded by little hearts. Unfortunately she was a meth head with a speech impediment. Did not smash
   — 420GreenMachine


8. I had a coworker ask how I'd feel about wearing her panties on shift. Apparently she liked the idea of guys wearing her underwear.
   — Baby_Dinosaur_Yoshi


9. When I was young and in shape I used to hit the gym a lot, a girl who worked out there ended up getting a summer job at the same place as me. One day we are sitting there on break, everything is casual, then suddenly she says, "You know that guy you work out with all the time?" "Yeah, that's my buddy John why?" "Think you and him might like to tag team me sometime?" I could not tell if she was serious or what, but I never brought it up again. It was pretty out of left field. Gotta admire her balls for asking though.
   — billbapapa






10. I was at a team building event at a bar, and for some reason a group of us were talking about trains, and taking train trips. One chick just piped up with "I let a guy fuck me on a train once". "so...uh...whut?" was the general response, so she tells us this story about falling asleep on a passenger train in Europe somewhere, and woke up to the guy sitting next to her putting his hand up her skirt , and an elderly woman waking her up to warn her about the guy. She said she made eye contact with the old woman, waved her off, then pretended to be asleep while the guy pulled up her skirt, fingered her, and eventually fucked her. It was difficult to work with her without thinking about that anecdote.
    — McFeely_Smackup


11. Her: "Hey, do you lick booty?" Me: "Do what?" Her: "I want my booty licked..." Me: "Uh... whatever that is... I'm engaged..."
    — NinjatheClick