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People Reveal The Freakiest Requests They Had During Sex

Freakiest things people have asked for during sex | thumbnail pop art picture man and woman lying in bed text - I met a guy on one of the dating apps and we went home together. He had some strange baby fetish. He asked me to remove his underwear and wipe him with baby wipes before we started having sex. It got weird. I left.
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Who doesn't love a good 'ol fashioned toss in the sack? Sex can be a beautiful (and fun) way to pass the time. Whether someone has a dirty little fetish or an unfulfilled sexual fantasy people can certainly get...creative when it comes to their preferences in the bedroom. We have teamed up with The Single Society to bring you all these freaky things people were asked for during sex. Yikes!

  • The Cuckold

    Hair - Suit
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    I went on a date with this girl. Turns out she was married and was looking for someone to have sex with her while her husband watched. Hard pass. 


  • The Sadomastic

    Hair - Face - NO, NO, NO, NO, NO, NO...
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    I started hooking up with this guy and he asked me if he could use his belt on me. I'm down to get a little freaky so I told him it was fine. He starts whipped me in the ass so hard I saw stars. I told him it was too much then he asked me if I would do it to him. I gave him a whip but he basically wanted me to whip him so hard he would bleed. Wasn't into it.


  • The rape fantasist

    Hair - Forehead
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    After I went out with this girl she asked me to go back to her house. I obviously accepted. She asked me to go outside and pretend to break into her house and essentially fulfill her 'rape fantasy.' My penis crawled inside my stomach.



  • The grape popper

    Hair - Photo caption - LET YOUR FREAK FLAG FLY. CHRIS GETHARD tru
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    This guy I was hooking up with got up and left the bedroom. He came back with a bowl of grapes. He wanted me to stick them all inside me then push them out into his mouth. 


  • The guy with a size complex

    Hair - You have a really nice penis.
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    After meeting a guy for a date I decided to go back to his place. His penis was on the small side but he made up for it in other ways. In the middle of our romp, he asked me if I thought his penis was small. I said it was a 'good' size and brushed it off. He wanted me to tell him how small it was though. He literally wanted me to sit there and jerk him off while I insulted his small penis. I played along for a few seconds but he kept pushing me to tell him how incredibly tiny and pathetic it was. Wasn't feeling it. 


  • The guy who wanted me to pee in his mouth

    Hair - Face - abc
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    A guy asked me if we could go in the shower. Once in the shower, he wanted me to pee in his mouth. 


  • The nipple bleeder

    Hair
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    I hooked up with a guy who asked me to suck his nipples so hard they bled. 


  • The guy with a baby fetish

    Hair - Room - TV LAND
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    I met a guy on one of the dating apps and we went home together. He had some strange baby fetish. He asked me to remove his underwear and wipe him with baby wipes before we started having sex. It got weird. I left.


  • The webcammer

    Muscle - That's kind of weird.
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    I went out with this girl who brought me home for a hookup. Fine by me! She asked if it would be OK if she turned on her webcam. I am not sure if she was turned on by being filmed or if she was a cam girl trying to make a buck. Either way, I didn't want to risk my penis being on display for the world to see.


  • The shaver

    Hair - Hair - - GRVE UM...
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    I started hooking up with a guy and he touched downstairs and felt that I hadn't shaved completely. He asked me to get into his bathtub and let him shave my vagina. That was just a little too weird for me. y


  • Daddy's little girl

    Hair - PLEASE STOP
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    I was having sex with this guy and he kept calling me things like a 'dirty little girl' and talking to me like I was….a little girl. It was weird but I went along with it…until he asked me to call him my 'Daddy.' 


  • The family affair

    Hair - Photo caption - What the hell is wrong with you?!
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    I went out with a girl who wanted me to call my parents and blow me while I spoke to them. She said it just felt naughty and turned her on. I told her there was no way I could keep an erection while hearing my mom's voice. 


  • About the Author

    TheSingleSociety
    Nikki is currently living in NYC with her husband (who she met on Bumble after experiencing the absurdity of online dating) and working in digital marketing. She clearly enjoys recording the ridiculous debauchery that is the modern dating scene. Nikki is also partial to a tall glass of Prosecco, her black/calico kitties, 90s music and playoff hockey. Drop her a line if you have a good story for her to write about.
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About the Author

TheSingleSociety
Nikki is currently living in NYC with her husband (who she met on Bumble after experiencing the absurdity of online dating) and working in digital marketing. She clearly enjoys recording the ridiculous debauchery that is the modern dating scene. Nikki is also partial to a tall glass of Prosecco, her black/calico kitties, 90s music and playoff hockey. Drop her a line if you have a good story for her to write about.