Kinkiest real life experiences

[gk6h]

In my early 20s I used to screw this Executive woman in her late 40s. She showed me how she wanted to be eaten out. I would eat her out as she spoke to her assistant and clients.

I know how cliché this must seem, but, it was great! Still makes me horny.

Yes, I know that I was nothing more than a hard dick to her, but, what do I care?

so lucky...that must have been amazing

 

[Vitriolhack]

so lucky...that must have been amazing

It was amazing; in reality, she taught me a lot about sexuality, life and all around general culture and knowledge. She brought me to a few functions she had to attend.

Oh boy, did I ever got stares! Of course, no one dared to say anything to her! At some point she pointed me to a few guys who where trying to get her attention sexually. She told me, “can you imagine me with him?” The men who were vying for her attention were in their 50s not particularly good looking, but, judging by the way they dressed, I assume very well off. She couldn’t give a crap as she had done very well also. I loved it!

 

[Whitney91]

I went to this party and got pretty drunk as did everyone. Way to drunk to drive I went to one of the guest rooms to sleep it off only to find all the beds being used. I was considering sleeping out in my car when two guys invited me to share a bed with them. They were in the same situation and only one bed left so having a women to be in the middle of them made them feel better anyways. I knew them so it was not like sharing a bed with a stranger.

I was in the middle and one guy on each side when we called it a night. I think I was asleep for like an hour when I awoke to one guy feeling my ass and hip and we started flirting and ended up having sex right next to his buddy. We finished and went back to sleep.

Awoke a few hours later to his buddy doing the same thing and we flirted and ended up fucking as well. Not sure if they ever told each other that both of them had fucked me but fun night.

 

[vibes]

I went to this party and got pretty drunk as did everyone. Way to drunk to drive I went to one of the guest rooms to sleep it off only to find all the beds being used. I was considering sleeping out in my car when two guys invited me to share a bed with them. They were in the same situation and only one bed left so having a women to be in the middle of them made them feel better anyways. I knew them so it was not like sharing a bed with a stranger.

I was in the middle and one guy on each side when we called it a night. I think I was asleep for like an hour when I awoke to one guy feeling my ass and hip and we started flirting and ended up having sex right next to his buddy. We finished and went back to sleep.

Awoke a few hours later to his buddy doing the same thing and we flirted and ended up fucking as well. Not sure if they ever told each other that both of them had fucked me but fun night.

Funny that one did not wake up the other

 

[Whitney91]

Funny that one did not wake up the other

Maybe I was just enjoying myself too much and they knew what was going on.

 

[vibes]

Maybe I was just enjoying myself too much and they knew what was going on.

I bet you were ... and they rightly went along with it

 

[Whitney91]

I bet you were ... and they rightly went along with it

Why not right?

 

[sally_sparrow]

I went to this party and got pretty drunk as did everyone. Way to drunk to drive I went to one of the guest rooms to sleep it off only to find all the beds being used. I was considering sleeping out in my car when two guys invited me to share a bed with them. They were in the same situation and only one bed left so having a women to be in the middle of them made them feel better anyways. I knew them so it was not like sharing a bed with a stranger.

I was in the middle and one guy on each side when we called it a night. I think I was asleep for like an hour when I awoke to one guy feeling my ass and hip and we started flirting and ended up having sex right next to his buddy. We finished and went back to sleep.

Awoke a few hours later to his buddy doing the same thing and we flirted and ended up fucking as well. Not sure if they ever told each other that both of them had fucked me but fun night.

That sounds like similar that happened to me years ago. What a memory. Thanks for bringing it back

 

[sally_sparrow]

I was on a rebound mission after a bad breakup and had sex with three different men on the same day. The last guy had the biggest cock I had ever seen. He could get about halfway inside of me before it was uncomfortable. That was an awesome day.

 

[haventdonethat]

I was on a rebound mission after a bad breakup and had sex with three different men on the same day. The last guy had the biggest cock I had ever seen. He could get about halfway inside of me before it was uncomfortable. That was an awesome day.

Sally, you rock!

Nice to see you again.

 

[sally_sparrow]

Sally, you rock!

Nice to see you again.

Well thank you! I've been around. Nice to see you too

 

[Goldenfinger]

Don’t know if I have a kinkiest. Exploits involve pegging, sounding, chastity, cum eating, electric shock, exhibitionist, humiliation, sex tapes, domination nipple play, wax, shaving, cream pie and missionary.

 

[Smoothshavendad]

Don’t know if I have a kinkiest. Exploits involve pegging, sounding, chastity, cum eating, electric shock, exhibitionist, humiliation, sex tapes, domination nipple play, wax, shaving, cream pie and missionary.

Wow! Some definite exploits right there!!!

 

[Rockymtnman]

Fucked a girl in a taxi while the driver watched in the rear view. Made sure I pulled her tits out so he could see them. She wasn’t wearing underwear and had on a short skirt. She just pulled my cock out and sat on it facing the driver and starting grinding. I dropped so much cum in her it dribbled out all over the seats and down her legs as we walked to her door.

 

[happycpl69]

I have several true stories with my exwife. The first one I can think of was she had been cheating on me for a while and we talked about it and she said she was not going to do it anymore. Then one night when I was still in the Army I had gone to bed early after returning from an assignment. I came down stairs in the middle of the night and there my wife was riding a friend of mine in the middle of the living room. I realized that she was never going to stop cheating so I decided to make some of my fantasies come true starting right then. I went back up stairs got the bottle of sex lubricant walked down stairs pushed her forward giving me access to her ass hole, poured some lub on it, forced my cock in her and we both fucked her till we came in her.

 

[craig7091]

My sister in-law was visiting one night,we all got pretty drunk.My wife went to sleep.Till today I don't know what we did. She came by the next day and told me it won't ever happen again.I could smell her all over the pants I had on that night.

 

[sally_sparrow]

Fucked a girl in a taxi while the driver watched in the rear view. Made sure I pulled her tits out so he could see them. She wasn’t wearing underwear and had on a short skirt. She just pulled my cock out and sat on it facing the driver and starting grinding. I dropped so much cum in her it dribbled out all over the seats and down her legs as we walked to her door.

That reminds me of an experience I had in a taxi. We started out playing inside of the Hancock building in Chicago at the cocktail lounge and decided to head home to play. We couldn't get home quick enough. My ex fingered me in the taxi most of the way and I know the driver got an eye full.

When we got back to my building we ran up the stairs, but stopped on one of the landings and I rode his cock on the floor outside of a few apartments.

 

[happycpl69]

When I was married to my ex-wife at various times we had a different couple that we would swap partners with. There was one couple, we blindfolded our wives and put them on all fours on the floor, next to each other 2 feet apart. We then played a game: the wives had to guess who's dick was who's. The fun was that both of our dicks were very similar. We are both a little over 7inches long and 5inches in girth. (Our wives tied us down one night and among other things measured us) We started off in our own wives mouth and after being sucked on for a few minutes we switched wives. Neither one of us said a word. We then went around to the back and fucked the others wife doggy for several minutes. We then switched to our own wife. After several minutes I motioned for him to move in front of my wife and we spit roasted her. Again after several minutes, I moved to his wife's mouth and he moved to her pussy and she got spit roasted for a few minutes. We then changed it up several different times and ways. We always made sure the other wife sucked our dick after it left the other's pussy. He wanted to cum in his wife's pussy so when he was close we banged our own wives, he came first and removed her blind fold and watch the show of me fucking my wife for another 10 minutes until I filled her beautiful pussy with my cum.

 

[Andrea1970]

Did you compare notes after?

No, there was no shared experience to compare

 

[vibes]

Why not right?

Most definitely right

 

[mortis]

When I was married to my ex-wife at various times we had a different couple that we would swap partners with. There was one couple, we blindfolded our wives and put them on all fours on the floor, next to each other 2 feet apart. We then played a game: the wives had to guess who's dick was who's. The fun was that both of our dicks were very similar. We are both a little over 7inches long and 5inches in girth. (Our wives tied us down one night and among other things measured us) We started off in our own wives mouth and after being sucked on for a few minutes we switched wives. Neither one of us said a word. We then went around to the back and fucked the others wife doggy for several minutes. We then switched to our own wife. After several minutes I motioned for him to move in front of my wife and we spit roasted her. Again after several minutes, I moved to his wife's mouth and he moved to her pussy and she got spit roasted for a few minutes. We then changed it up several different times and ways. We always made sure the other wife sucked our dick after it left the other's pussy. He wanted to cum in his wife's pussy so when he was close we banged our own wives, he came first and removed her blind fold and watch the show of me fucking my wife for another 10 minutes until I filled her beautiful pussy with my cum.

What a nice time for everyone we had same room sex once with another couple. The room smelled of sex after. So much fun.

 

[dz2681]

My sister in-law was visiting one night,we all got pretty drunk.My wife went to sleep.Till today I don't know what we did. She came by the next day and told me it won't ever happen again.I could smell her all over the pants I had on that night.

Too bad you don’t remember, sounds like a sexy time was had.

 

[RipRespon]

I've had lots of really kinky experiences with my ex. One was in a night club during a soft S&M evening. She was wearing black leather chaps, matching black lace bra and panties, stilettos, with a dog collar and leash. She also had a leather blindfold that was lined with wool on the inside that I'd make her wear at times. I put the blindfold on and took her into the men's room, had her put her hands behind her head and leaned her against the wall across from the urinals and then took a leak. Everyone in the bathroom was staring at her and the guy finishing up beside me asked if he could touch her, "Sure, but just through her clothes". By the time I finished several guys were groping her tits, ass and pussy and the bathroom was filling up with guys watching. I pushed through them and stood beside her and put her hand around my hard cock and she started jerking me off. I asked her if she was okay and she moaned yes. another guy put her other hand around his big cock as I pulled up her bra and her panties down letting all the hands touch skin and slide inside her soaked pussy. Another woman (dominatrix) showed up and started giving directions ordering my wife onto her knees and to suck my cock, and telling the guy guy fingering her pussy how to do it and for him to describe how wet she was. The bathroom was completely full with guys on the toilets and hanging on the stalls to get a good look as I pulled her head off my cock to suck the cock in her other hand. The dominatrix told the guy to finger my wife's ass, to which she muffled no, but only we close to her heard her objection and I learned later that as the dom was directing him to finger her ass hard and he was saying he was, that he had actually followed my wifes wishes and was only fingering her pussy. Anyway, the guy next to me soon pulled out of her mouth and blew his load all over her face to the amazement of the dom and the crowd. My wife gave me her safe word and I pulled her up to her feet and pulled her bra and panties back into place. The crowd parted but everyone continued groping her as I led her by the leash with cum all over her face and the blindfold back out to the club where we hung out for the rest of the night with the dom and the guy who was fingering her.

 

[happycpl69]

What a nice time for everyone we had same room sex once with another couple. The room smelled of sex after. So much fun.

Those were the days.

 

[happycpl69]

There was another couple that we swapped with when we lived in Germany. Our first swapping with them happened after we biked down the Bavarian Alps. In the hotel that night we were playing dare or dare. (no truth.) My wife and I had already had several couples we had swapped with and she had already done other things when I was not around. (I am in the process of writing those stories with her help.) We were not going to go too far unless they did a dare first. For the most part it was dare to show something or touch something; my wife dared the other wife to take her panties off and sit with her legs spread so we could see her open pussy. Of corse she did then her husband dared me to stick my dick balls deep in her. I of corse gladly did. Once I was balls deep she told her husband, "I want him to fuck me." He picked up his German beer and said: "Go for it." I said only if you start fucking my wife." I fucked her several different positions until I shot my full load of cum in her beautiful trimmed red haired pussy. He was having a little trouble cumming. This was the first time he was screwing someone in front of others and someone other than his wife since they were married. His wife whispered to me that he would cum if he did her anally. By then my wife was bent over the bed and he was doing her from behind. I sat up, pulled her ass cheeks apart and said: "I dare you to let him do you in the ass." We had only done anal 5 times in 10 years to that point. His cock was about an inch longer than mine and a little girthier. My wife could not back down from a challenge and grunted "OK" He slowly worked his cock into her ass as she groaned in the pillow. At that point it did not take him long before he pulled out and shot his load all over her back.