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People Are Sharing The “Most Outrageous” Sexual Requests They’ve Ever Gotten (20 Stories)

Oh boy, you just hang right in there because today’s post is going to make you blush. I know it turned my cheeks red!

Recently, u/splendid_moisture took to Reddit to wonder, “What was the most outrageous request you ever received sexually?” so we did what we do best and rounded up the best responses available. Check them all out here.

1. Wait a second

My ex didn’t want me to masturbate because she considered it cheating.

Btw, she cheated.

LobsterNixon

2. No.

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.

MrPuzzleMan

3. An HOUR?

Someone offered me $100 an hour to pee on someone at his dungeon.

peckerlips

4. *cries*

I got asked to force ice cubes up her a-hole and p-ssy so she could force them back out again, bad idea. Sh-t everywhere.

5tuffy187

5. Blind date

My blind date.

We talked for hours over the phone and then made plans to meet each other. She gave me her home address and gave me instructions what to do upon arrival.

After ringing the doorbell she would unlock the door. I was to wait one minute. She wanted me to then come inside her home and close and lock the front door. Then proceed to her bedroom. Then I was to remove all my clothes, get into her bed and turn off the light.

She would be waiting in the closet but watching through the blinds of the closet door. When she would join me in bed.

After hearing all of this I told her maybe it would better to meet at a restaurant or coffee shop first. She told me no, that she wanted me at her place tonight.

So I declined her offer.

Ronotimy

6. N..o thank you.

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.

idkifita

7. Ridiculous

An ex wanted to f-ck other guys while she was 4 hours away at college but didn’t want me to touch another woman.

justneedadvice87

8. At work

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 assh-le and she thought it was a pretty strong power move, lol.

There might have been something else going on because she finished fast.

glambx

9. This is… whoa.

She wanted to shave me from the neck down, dress me like a woman, take me out dancing with her and her friend, then they would take turns on me and each other with strapons. This was from a church kindergarten teacher who had previously stated reverse cowgirl was too kinky for her.

iamafuckingidiottoo

10. Oh god, no.

I can’t fully even describe what she wanted me to do here. But let’s just say that she was African American and had a different sort of master-slave fetish than I was comfortable with. Worst part was she was super loud about it too, and her kids / neighbors could definitely hear.

TheWillsofSilence

11. Your… sister?!

If I could wear his sisters clothes, including underwear, and a wig to resemble her. Uhm, no?

Shanyalife

12. Your BROTHER

My ex’s brother had a thing for me and I would tell my ex everything he would say to me and then one night after all of us went rollerblading he asked me “Could you send a foot pic.” Bruh- I’M DATING YOUR BROTHER. My ex was furious and the brother was like. “Ugh why she gotta tell you everything?” He would constantly flirt and try and get me to cheat but you know what the funny part. The minute he got a girlfriend he forbade my ex to ever meet her because he claims: “You’ll try and do stuff with her.” So in other words: “It’s okay for ME to try and do stuff with YOUR girlfriend but you can’t do it with mine.”

JennFoogle

13. Yikes

My Uber passenger wanted to give me $500-$1000 for me to let him suck my dick. I declined

Frosty1451

14. Ew, your sister?

A girlfriend asking me to throw her sister a mercy f-ck to get back at her boyfriend who’d cheated on her.

Uniquorn2077

15. Trash bags

I dated a guy who had a trash bag fetish. Somewhere he got a humongous bag that we both fit into and we f-cked inside it. The feeling of the bag on your skin was actually quite pleasant.

hayleewilliams_

16. A whole foot

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 a–.

Unfair-Bodybuilder-7

17. Force-play

She wanted me to basically force her. Started putting my hands down her pants and she stops me. So I stop because I think she’s not ready for that, and she gets frustrated and asked why I stopped.

Uh, because I’m not into rape?

Not gonna lie though, sex with her was fun once I got to know her better.

Horror-School-6713

18. Into some stuff

Half way through our second date she asked, “When we have sex can I lick your ass?”

When we did have sex for the first time she asked me to piss on her.

asimovsroomba

19. Age play

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.

Secretly_A_Moose

20. The audacity!

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

Belly84