Mike
Welcome to a thought-provoking post where people share their most uncomfortably wild requests in the bedroom. From being asked to do something that crosses personal boundaries to dealing with awkward and uncomfortable situations, these stories will make you cringe, empathize, and maybe even inspire you to set stronger boundaries.
Recently, a question on this subject was posed to r/AskReddit. The responses are, well, about what you’d expect from a bunch of people on reddit.
What was the most outrageous request you ever received sexually?
1.
A dude asked me to peg him. Not really an outrageous request, I could be up for that. Thing was we had just met, chatting at a grocery store about the weather or whatever. After I declined he lamented never being able to find a woman who was interested. All I could think was if he basically opens every conversation with a woman with “you wanna peg me?” I’d be amazed if he finds someone who says yes. – r/idkifita
2.
I had this guy I met randomly ask if he could see my dick. When I told him no he pulled $100 out of his wallet and was like “please I just want to see it i won’t touch it or anything”. I was like 20 and weirded out by the dude so got away asap. Now that I’m older I probably would just flash my dick and take the money. Who cares. – r/inf3ct3dn0n4m3
3.
My ex didn’t want me to masturbate because she considered it cheating.
Btw, she cheated. – r/LobsterNixon
4.
Got hit on by a private shuttle driver in Vegas. Things were getting very spicy in our discussion when she said she wanted to watch me blow her boyfriend. I was considering whether or not I was getting rolled or if I wanted to do it when she added, “with you in a diaper.”
And that’s where the line was. – r/2amante10
5.
I dated a guy who had a trash bag fetish. Somewhere he got a humongous bag that we both fit into and we fucked inside it. The feeling of the bag on your skin was actually quite pleasant. – r/hayleewilliams_
6.
A girl once asked me to punch her in the face in the middle of it. – r/riphitter
7.
I got asked to force ice cubes up her asshole and pussy so she could force them back out again, bad idea. Shit everywhere. – r/5tuffy187
8.
If I could wear his sisters clothes, including underwear, and a wig to resemble her. Uhm, no? – r/Shanyalife
9.
When I was a stripper I got offered $100 to kick a guy in the nuts. Naturally, I took the offer and kicked him. After he regained his strength he bolted out the door passed the bouncers. A few months after that I start a new class in college and guess who’s my professor? Nut kick guy. – r/lavenderdearest
10.
I matched with someone. He asked me if I have slim feet, which I do. I thought he’s into feet or something. Turns out he wants me to put my whole feet into his ass. – r/Unfair-Bodybuilder-7
11.
Early on, my ex one night demanded that we do it in a field across from the farmhouse she lived/worked at. The dude who owned it was a creepy asshole and she thought it was a pretty strong power move, lol.
There might have been something else going on because she finished fast. – r/glambx
12.
Not so much a “request,” but a girl (19f) I was hooking up with (I was 22 at the time) started calling me “Daddy.” It had never been a problem for me but was never something I found particularly sexy or a turn-on in any way.
What WAS a problem was when, without warning, she started “age play” and started pretending she was a minor (like, 13 years old) and I have never lost a boner so fast in my life.
I hopped off and told her I really had to pee. Went into the bathroom and texted my buddy “SOS, call me in 2 min pretending to be my dad and be pissed at me.”
Yeah. To this day she is the only person I’ve ever ghosted. Sometimes I feel bad about it, but not usually. It also now creeps me out and is a huge turn-off if someone calls me “daddy.” My wife knows this story and finds it hilarious, so she calls me Daddy randomly just to get a laugh. – r/Secretly_A_Moose
13.
A husband wanted me to have sex with this wife. That’s not the outrageous part, I’m a swinger, so it’s pretty common.
What was outrageous, was that he expected me to travel 3 hours to his town, pay all expenses for the hotel, wait for their arrival, and answer the door naked like some kinda toy to present to his wife. – r/Belly84
14.
Once dated a guy that openly told me he was into fart porn.
Not really my thing, but he asked me if I could do that whilst we were having sex. I said no, and then for a few weeks after he kept trying to sniff my butt during sex thinking I wouldn’t notice. – r/Excellent-Mention861
15.
I was giving a guy head and he told me to bite his dick. I was like, “…are you sure?” And he said that the harder I bit his penis the harder his penis would get and I was highly intoxicated so I chomped on that mf pp. – r/calamari_gurl
16.
I have a missing lower leg. A chick wanted to see if my stump would fit in her. My leg is amputated just below the knee. No. – r/MrPuzzleMan
