What’s the craziest sexual thing you have been asked to do?

[April602]

So tell us your “craziest request”

 

[Sexygames2183]

Had anal sex after losing a coin flip.

 

[likes2watchU]

She asked me to spank her pussy.

 

[jays78]

So tell us your “craziest request”

My ex asked me to fuck her friend since her husband wasn’t. I did, it was amazing. Fucked her on my wife’s side of the bed.

 

[Timetotryagain]

Had anal sex after losing a coin flip.

I guess it came up "tails"

 

[OldGoodPup]

My Miss's best friend burst into her apartment one day, apparently after a long shopping trip. She slammed the door and called out to my Miss, "Quick, quick, I'm bursting." My Miss tapped my balls and I scampered over to her friend. She grabbed my ears, pulled me in tight, sighed, and peed what must have been a gallon into me. She sighed contentedly, wiped herself dry on my face, and then sat down and chatted with my Miss as if nothing had happened.

 

[244Jake]

My ex asked me to fuck her friend since her husband wasn’t. I did, it was amazing. Fucked her on my wife’s side of the bed.

Was it Fun, or just sort of Fun?

 

[jays78]

Was it Fun, or just sort of Fun?

She had the wettest pussy I’d ever fucked to that point. Mmmm

 

[Treeview]

Standing up
Anal
She asked me to reach around and finger her...then she wanted fisting. At the same time I was in her ass.

Quite strange...it felt like I was jacking off inside her.

 

[cdstefi]

Doesn't seem so crazy now but when I was less worldly-wise and didn't know anything about BDSM I dated a woman I now realise was a sub and a pain slut. She wanted me to bite her nipples (bite them, not just suck or nuzzle or nip, a hard bite), spank her clit, cane her ass and yank her hair while fucking. I didn't really get that some women wanted that at that time so maintained my then-usual demeanour of approaching sex as something involving mutual respect and being nice, not nasty.

I realise now she was implicitly testing me to see if I had a dom streak in me. Needless to say it didn't last long

 

[April602]

Some great and interesting stories. For me I have been asked to do or accept all kinds of things. From being tied up, having sex with a bf’s friend, blindfolded and unaware who was touching me, anal of course, having bottles shoved up into me. I wrote a story about ‘Crazy Switch” where a guy who was normal asked me to wear white pantyhose…then he went ape shit crazy. Then there was the guy who wanted to play out a rape fantasy in his hotel room … that did not go well for me.
please lets hear your stories.

 

[Joxlrg]

Nailed a neighbor's wife on their kitchen table once.. I was over having lunch on their couch and she called me into the kitchen.. She was bare ass naked on their dinning room table with a chair between her legs.. I ate her until she came twice and then fucked her so hard we damn near broke the table..

 

[April602]

How about some more confessions…

 

[newhere2learn]

1. When in late teens/early 20s. GF, at the time her best friend was single and not getting any. So she asked me to be a "mouth and hands only" relief. "So it's not cheating. Was nearly walked in on, and caught outdoors with her several times.

2. Dominate and fuck a trans girl, while live camming it to a female friend. Was hot.

3. Same trans girl edged me, made me cum and 30 seconds later shoved a vibe in me, and within a minute again had me cumming again. I blacked out for a.little while it was so intense. I was also laid there in my GFs lingerie, vibe hanging out my ass. Unconscious.

4. MMM 3way. On/off older guy arranged me for a HJ meet, then wanted to cancel as he'd got an offer of an afternoon sex session. So asked me to join.

5. Female dominant chat friend, had me cage for 50 days, edging 3x daily. During that, she had.me go suck dick several times. I shot in my cage.

6. BBW fwb, wed fucked a lot. One night, after an hour or so foreplay and some vanilla sex she announced;

"I want fucking, naked, outside, in the rain, now"


So we did. I barebacked her at about 9pm, on all fours, in her tiny garden, in mild rain, as neighbours definitely heard through open patio doors etc. on a new build estate. She was loud, and much ass cheek slapping would be heard. Including her screaming: "FUCK ME HARDER"

Tore my cock head that night.

 

[MichiganBiker27]

Had anal sex after losing a coin flip.

I feel like we need more of this story.

 

[MichiganBiker27]

She had the wettest pussy I’d ever fucked to that point. Mmmm

Married women who aren't getting it at home are the wettest when they get it.

 

[Nightspeed]

She asked me to spank her pussy

The first time I ever gave my ex's pussy a playful pat she gasped in surprise then came immediately. Really hard. She regularly asked for it after that, sometimes pretty hard.

 

[Nightspeed]

Working in radio was mentioned above, and yes, women would call and want me to talk dirty to them. I worked the overnight shift so there was never anyone else in the building so it was a pretty frequent thing. I'd sometimes end up jerking off when I did it. I had a couple of "regular callers", one of whom did blow me after work a couple of times. Another woman showed up once and gave me head as I sat at the control board and with the mic open as I read the weather forecast LOL

 

[Prasa]

Working in radio was mentioned above, and yes, women would call and want me to talk dirty to them. I worked the overnight shift so there was never anyone else in the building so it was a pretty frequent thing. I'd sometimes end up jerking off when I did it. I had a couple of "regular callers", one of whom did blow me after work a couple of times. Another woman showed up once and gave me head as I sat at the control board and with the mic open as I read the weather forecast LOL

Lucky

 

[Nightspeed]

Lucky

I was. I miss those days.

 

[sandybrooke]

Wife and I where dating, both divorced. She came over for dinner wearing a long over coat and a strapon. Told me she wants to fuck my ass. Totally unaware of this.
I got pegged that night!

 

[J_Bone]

Mine would have to be to act out a con/non-con scenario/fantasy with an old girlfriend who is the last person I'd have ever dreamed would have wanted to.

 

[Treeview]

I guess it came up "tails"

...not on 'edge'

 

[TattedPepper]

I don't know about crazy, but it was definitely weird. Back when I was like 20 or so, I hooked up with my friend's dad, (yeah, I was kind of a POS back then) and he fucked me on her bed.

 

[Naughtylo]

Once got asked to have sex with my boyfriends grandad.