Strangest sexual request ever received?

At the age of twenty-nine I was told to act like I was a nineteen-year-old virgin to get information out of an East European army colonel. He bit.
 
years ago(at least twenty) woman once asked me to invite a couple of friends over and bring garbage and dump it on her and verbally degrade her while I had sex with her.

I declined.

Thought it was totally bizarre, hadn't ever heard of it then about a year ago I saw a video clip from a hardcore rough sex fantasy site "bound gang bangs" and that was the theme, at one point the shoved a dirty waste paper basket on the woman's head while they fucked her...

Guess that women was ahead of her time.
 
In actual encounters I've never been asked for anything more bizarre than hypnosis, spanking and flogging.

In roleplay, back in the day... good mercy, I've been asked to do it all. Murder during sex, rape, mutilation with power tools, watersports, mental abuse, choking, gay...

All the requests but the gay sex ones were from people I knew to be women in real life. Some assured me they wanted it in real life, too. I said no alot. It may or may not be one thing to write a story to no one in particular in which harsh things happen. It's another to write it, even fictionally, for a specific person waiting in real time for the next line.
 
In actual encounters I've never been asked for anything more bizarre than hypnosis, spanking and flogging.

In roleplay, back in the day... good mercy, I've been asked to do it all. Murder during sex, rape, mutilation with power tools, watersports, mental abuse, choking, gay...

All the requests but the gay sex ones were from people I knew to be women in real life. Some assured me they wanted it in real life, too. I said no alot. It may or may not be one thing to write a story to no one in particular in which harsh things happen. It's another to write it, even fictionally, for a specific person waiting in real time for the next line.

Rape is common on role play, snuff not common, but heard of it, watersports, abuse...common...mutilation with power tools. Can't say they were lying, but I think at that point I might wonder if they were putting me on.
 
Rape is common on role play, snuff not common, but heard of it, watersports, abuse...common...mutilation with power tools. Can't say they were lying, but I think at that point I might wonder if they were putting me on.

These were people I'd gotten to know. Not all of them were roleplaying real life desires, but I learned quickly and well that not everyone who does sexual roleplay online is precisely what I'd call sane, and some of them wanted to do things like cut on themselves while they roleplayed, etc.

On Lit there's a prevailing attitude of just tolerating everyone's kink because it's all fictional and all cool. In roleplay you meet people for whom things are much less fictional, and some for whom it wouldn't be fictional at all if they could arrange it. You ran into people, not many but a few, whose kink was in no sense ok and represented untreated conditions. I also met a lot of real life rape victims, people who had retreated from real life sexuality. Many of them roleplayed rape almost constantly. I also met incest victims, and I don't want to set you in particular off with how those conversations went; suffice it to say there are reasons I hold the attitudes I do about anything incestual. They generally made the rape victims look well adjusted.

I haven't engaged in that stuff for years, but I learned a lot there. Some of it is stuff I wish I didn't know.
 
These were people I'd gotten to know. Not all of them were roleplaying real life desires, but I learned quickly and well that not everyone who does sexual roleplay online is precisely what I'd call sane, and some of them wanted to do things like cut on themselves while they roleplayed, etc.

On Lit there's a prevailing attitude of just tolerating everyone's kink because it's all fictional and all cool. In roleplay you meet people for whom things are much less fictional, and some for whom it wouldn't be fictional at all if they could arrange it. You ran into people, not many but a few, whose kink was in no sense ok and represented untreated conditions. I also met a lot of real life rape victims, people who had retreated from real life sexuality. Many of them roleplayed rape almost constantly. I also met incest victims, and I don't want to set you in particular off with how those conversations went; suffice it to say there are reasons I hold the attitudes I do about anything incestual. They generally made the rape victims look well adjusted.

I haven't engaged in that stuff for years, but I learned a lot there. Some of it is stuff I wish I didn't know.

I've had underage rape victims living with us on a short term basis, while more permanent shelter was arranged, my wife is involved with teens and women who have been abused. In their case all I have seen is them waking up screaming and scared shitless

At that point it became impossible for me to see rape fantasy as arousing in anyway-that and having a sister who was raped years ago-so I feel nothing but hate towards the fetish.

having said that I am well aware that some rape victims seem to try to purge it somehow through role plays and fantasies, its like the reverse reaction you would expect.

I teach a self defense class to victims of rape and domestic abuse, over the years a few women have had a sort of transference with me, seeing me as more than they should see me, not healthy, but I get it.

many women who have been abused put themselves in that spot by being attracted to the bad boy type which in reality is not the romance cliche sensitive bad boy. I have a lot of bad boy attributes even at my age now. Tattoos, fuck you attitude, swagger and a a nasty temper I've showed in demonstrating some of my better moves with an opponent.

I had a woman tell em a couple years ago she'd dreamed of me several times, awkward enough, but worse when she leaned in close and said, "You were taking me hard, hurting me and I was loving it."

That shook me, I had to switch classes after that. But its common, fucked up, but common.

Edited to add I am not ignorant of what real life incest entails and what it does to people and its not sexy, its not the far fetched consensual over 18 fantasy it is here. Trust me in real life I'd be first in line to cave in a guys head for diddling his damn daughter or son. But whether that reaction is because its incest/child abuse or rape I don't know...
 
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I was picked up while hitching south with a fella I met on the on ramp in Seattle one time and we got picked up by a couple in Oregon.

They took us to a Denny's for coffee then the guy asked us to fuck his wife.

She just sat there with a neutral look on her face.
 
I was picked up while hitching south with a fella I met on the on ramp in Seattle one time and we got picked up by a couple in Oregon.

They took us to a Denny's for coffee then the guy asked us to fuck his wife.

She just sat there with a neutral look on her face.

Sounds like the stories they keep asking for over in the "help me find" section of the feedback forum. :D
 
I was picked up while hitching south with a fella I met on the on ramp in Seattle one time and we got picked up by a couple in Oregon.

They took us to a Denny's for coffee then the guy asked us to fuck his wife.

She just sat there with a neutral look on her face.

I almost got involved with a couple like that, met them through adult friend finder and then we met in person for a drink and if we hit it off it was going to be back to their place.

I didn't like the way the husband seemed very excited, but she was very subdued and didn't look that into it. He would say something he wanted me to do and say "You love that don't you, baby?" and she would give this monotone "Of course."

I started to feel like he pushed her to do this stuff and I basically said that she didn't seem into me and paid for the drinks and left. I wanted to say something nasty to him. but figured that would get me nowhere, also, maybe it was part of their game, I don't know, but I didn't want to be part of anything like that.
 
I almost got involved with a couple like that, met them through adult friend finder and then we met in person for a drink and if we hit it off it was going to be back to their place.

I didn't like the way the husband seemed very excited, but she was very subdued and didn't look that into it. He would say something he wanted me to do and say "You love that don't you, baby?" and she would give this monotone "Of course."

I started to feel like he pushed her to do this stuff and I basically said that she didn't seem into me and paid for the drinks and left. I wanted to say something nasty to him. but figured that would get me nowhere, also, maybe it was part of their game, I don't know, but I didn't want to be part of anything like that.

Well yeah, there was that aspect of it and besides, it seemed kind of creepy. What if he was a nutbar looking fo ran excuse to murder us?

"What's the matter? Don't you want to fuck a good looking woman?" he asked.

We asked for a ride back to the highway.
 
I've only been with two guys sexually, but the first guy did make me tell him how much bigger he was than my other partners (I didn't have any, I was a virgin when I met him), and to call him daddy.

It was only weird because he really didn't strike me as that kind of guy. I mean, I also wasn't into it, but.
 
I have probably said this before, but --

This happened to my mom (and could be a plot bunny in the right hands, I'm sure).

For several years, my mom was a children's entertainer. Balloon animals, magic show, face-painting, that sort of thing. Jobs often came from referrals from friends, other entertainers, etc.

So she gets a call, and this guy says he's looking to hire a clown for his girlfriend. Mom is a little surprised and explains that she doesn't do parties for adults, just kids. The conversation goes on a little longer and at last Mom finds out what the guy really wants: his girlfriend wants a clown to watch them have sex.

Mom was a wee bit freaked out. ;) She also said no, despite, IIRC, the guy offering to pay double her usual rate.
 
I have probably said this before, but --

This happened to my mom (and could be a plot bunny in the right hands, I'm sure).

For several years, my mom was a children's entertainer. Balloon animals, magic show, face-painting, that sort of thing. Jobs often came from referrals from friends, other entertainers, etc.

So she gets a call, and this guy says he's looking to hire a clown for his girlfriend. Mom is a little surprised and explains that she doesn't do parties for adults, just kids. The conversation goes on a little longer and at last Mom finds out what the guy really wants: his girlfriend wants a clown to watch them have sex.

Mom was a wee bit freaked out. ;) She also said no, despite, IIRC, the guy offering to pay double her usual rate.


Did your mother recall whether he wanted a happy-face clown or a sad-face one? :D
 
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