Focus: What is the most depraved or unusual sexual request you have ever fulfilled? Alt-focus: What is the most unusual sexual request you've ever made?
My first FWB in college like to fuck when she was having her period, then blow me to "clean up" afterwards. Must have liked the taste of Iron I guess.
I hooked up with a girl in college who liked VERY rough sex. It started normally but after a few weeks progressed to the point I wasn't comfortable anymore. For instance, she asked me to fuck her doggy style and choke her with her panties until she passed out. I politely declined and she found a different guy to hook up with a few weeks later. Whatever floats your boat...
As far as actual requests, I fucked a girl while she had a butt plug in and she fellated a dildo. I shudder to think what she was fantasizing about. And of course the shit-piss-blood shower fuck story with my current girlfriend. But the worst thing I've done sexually, and I've told it before, was use my my sisters cancer to get sympathy sex. On one particular occasion I had told this girl who I was friendly with from class about what happened and out of the goodness of her heart, she made me chocolate chip cookies with mini Reese's peanut buttercups baked inside and brought them over the next day. We chatted and watched a movie in the afternoon and eventually had sex. She left to eat with her parents saying she wanted to see me again; I agreed. Not having jizzed enough to my satisfaction, I called up another girl and gave the same sob story and had sex while watching A Walk to Remember (my movie choice) about 4 or 5 hours later. I never even showered in between. I don't regret it one bit.
When I was 19, I was given my sexual education by a 32 year old that I dated for 6 months or so. I got regular sex, and taught how to be good in bed. She got a good looking 19 year old that was a blank slate and could go 5 times a night. It worked. But I did find out where my limits were. She liked to be choked. Hard. That was ok. She liked doing it to music (Deftones "White Pony" was the first album I ever fucked to). Public or semi-public places were good for her (which was even riskier, because we were in the middle east, and I don't even know what the penalties would be getting caught for something like that). What went to far for me was when she stopped in mid-grind one day. I asked what was up. She looked down and kind of sheepishly said, "Can I... can I pee on you?" After a bit of convincing, I agreed that she could, if we were in the shower at the time. She ended up not being able to, and when I realized how glad I was that she couldn't, I figured I'd found my limit. Actually, we didn't last very long after that. There was...weirdness. It took some effort to kind of re-train myself after that. The first couple girls I fucked after her, I just sort of instinctively reached for their throat during sex. Let me tell you, some girls REALLY don't like that (although, curiously, some of those same girls loved to have their hair pulled, or be spanked). I don't think I've ever made a specific sexual fantasy request, I usually just start out vanilla with each girl and then move forward to more and more kink as we progress, making sure we're each comfortable along the way. Keep an open mind and the communication going, and things usually go pretty well.
You know what a sexually submissive girl is bound to come across? Dominant appearing men who are even MORE submissive. Case 1- 6 foot 5 ripped, gorgeous and ethnically ambiguous guy in a metal band. Looks aggressive and strong and dominant, but when it came to sex he liked putting on lipstick, heels, fishnets and having me dom him. Collars, cuffs, whips, strapons and he also like to get on all fours to lick my feet. Case 2- Totally hot, athletic guy I dated. He wanted me to cuckold him, have sex with other men. He even wanted to lick their cum out of me (safety precausions taken). He also was a fan of the strap on. And he begged me to pee on him, so he could drink it. I'm all for kink and tomfoolery but I don't enjoy dominating in the least, so things obviously didn't last. Maybe if I wasn't such an aggressive bitch in real life people wouldn't assume I'd want to dom them in the bedroom.
I was once with a girl who liked to be bit, pretty much anywhere. I thought it was a pain thing, but nope. She didn't like to get spanked, she just liked getting chomped on.
I imagine ex-fiancee won't make this list? I also remember when I girl called me her dad's name, several times, that was weird.
Hmmm. Depraved is a silly word in this context, but I know what you mean. (Also, I'm pissy today courtesy of a combined cold / hangover). A recent ex wanted to be airlocked, which we achieved via a strap-on and a vibe. That was a fun day. Strap-ons are harder to wield that you might think, especially without crushing your own testicles. An ex in the past ended up going ass-to-mouth of her own volition. As a 21yr old I was legitimately shocked. As for me personally, well, I've been tied up and blindfolded while being violently penetrated, choked, and blown at the same time. Highly recommended. edit: now I'm wondering how many people on here have a fetlife account...
Compared to you guys my story's rather tame. I've mentioned this before, but a friend of mine would have me fuck her on her living room floor while her husband watched from the bedroom, pretending to be asleep. I wish I could've enjoyed it more, but I didn't know her husband especially well and a part of me was always on guard in case he decided that he didn't really like being cuckholded and put a stop to it. She was dirty in other ways too and if I would've been inclined I could've engaged in some real kink, but she had a glaring shortcoming - she was terrible at blowjobs and couldn't give me one without teeth. Which makes me feel sad because I've never had a blowjob without teeth, so when people tell me blowjobs are awsome I can only dream. I think I'm either going to have to convince Liv Tyler or Julia Roberts to blow me.
A girl I saw for a while had a not-unusual request, but with an unusual method of achieving it. She wanted to wake up to someone having sex with her. She wanted to accomplish that by being made unconscious first. I'd only agree to do it with a modicum of safety, given that knocking someone out is dangerous to begin with. So I sat her up and put her in an sleeper hold with her arms held out straight (so I could tell when she was out). I then had several seconds to lay her down, get it back up (hey, it wasn't my turn on) and get her into position. I barely made it in time as she was coming around. As a happy coincidence, the fainting recovery position happened to be how she wanted it.
How big is your sample size, 2? Toothy blowjobs are the worst, agreed, but I don't find them to be overly prevalent, and most of said unfortunate fellators can be remedied with some simple, helpful guidance. FOCUS: I had FWB that loved her tits fucking GROPED. Like knead them like dough. But she also bruised easily and would always get minorly pissed when she would be bruised. As if she didn't fucking ask me to try to make a clay pot out of them a few hours earlier. Reading what some of you degenerates have done makes me realize my shenanigans have been fairly tame, though I'm the "wild" one of my friends cause they seemingly think spanking and hair pulling is CRAZY, much less a girl going down on you in between positions. I did have a girl in college proposition getting double teamed multiple times. She was my roommate's ex-gf and she had a thing for me unbeknownst to me. She wasn't all together that attractive, but she had an ass like a Brazilian pornstar. One night, she ran into a friend of mine and myself out, when I was obliterated, and basically escorted me back to my place with the worst intentions. I was so drunk that my friend wasn't even sure I should be going home with her but she chased him off. Either way, somehow sex happened despite me remembering none of it. I've been 50% less drunk before and been whiskey dicked to the max with far more attractive girls, but somehow a used condom was on my floor. ANYWAYS, next morning, she's chatty, I'm trying to get her to leave, and she brings up the following... Sloptart: Hey, how do you feel about threesomes? Me: Umm, interested... S: Well, I always wanted to hook up with (roommate) and one of his friends when we were dating, but he said no. Would you be interested... Me: Umm, what? No, I mean... S: ...he knows one of my fantasies is double penetration. We watched a few porns with it... Me: (cutting her off) You should go, he would flip if you were here... I had no intention of ever doing anything with her again for many reasons, but that was just icing. The next few months she would hint at it, try to make us both grind on her at parties, it was ridiculous. He had no idea, so dense, but yea. I hope she managed to find a pair of dudes to happily spit roast her.
I'm pretty tame in the bedroom. I think it has more to do with the girl being tame but I'm slowly bringing it out of her. She said she didn't like being eaten out when I first tried to go down on her. Others must have been doing something wrong because she's now a convert and we are rarely naked together without me going down on her. Hair pulling and ass slapping is typical. Occasionally a blind fold and hand cuffs/straps are brought into the equation. She's shown up in heels and a trench coat and we've had sex at work (after hours) multiple times. That's about the extent of it. I think she'd be into a butt plug but I haven't come up with the best way to make her realize that she would probably like it a lot.
To not have sex at all. While I appreciate the laziness involved in granting such a request, it's been a strange one nonetheless. To have sex. Also weird. Apparently. All these years, I thought I was a pretty vanilla guy (my favorite position is girl on top, I think, but it's been so long, I believe I may have been hallucinating or finally committed to an insane asylum and just not aware of it a la Shutter Island), but apparently, I'm a wild and crazy guy. As with many things in life, perception is reality.
I got nothing here on these great levels that other have proclaimed. My current gf was the freakiest I've had, she wanted to be choked, spanked, and hair-pulled. She all but needed it to get off. Took me awhile to get up with it, and right when I finally got into the groove, she started started needing it less and less. Now she never asks me to choke her, barely pull her hair, and her spanking pain threshold has dropped considerably. Anyone ever go from freaky then regress towards vanilla?