Kinkiest real life experiences

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Wow. I guess my clothespins, glow in the dark French tickler and cock ring pale in comparison. *sigh*
 
I walked like four miles to my then partner's place when I had sex for the first time. Was that a walk of shame? I don't know.
 
On a beach

I like reading the stories in this thread. I think I have posted most of mine, so I just enjoy reading other peoples experiences. I bet some people don't post thinking their experience in not kinky enough. I am sure we have all had some kind of kinky experience! Kinky is very subjective.

I was on a beach in Hawaii. The sun kept moving so I kept moving my towel until I was right next to this woman on her towel. We were in a semi secluded area of the beach but still in full view of people walking by and several couples on towels near us.

I found out she was German and could not speak a word of English. I am not sure how it happened but we ended up kissing and my finger found its way inside her bikini bottom. I fingered her to several moaning, shaking orgasms. We did not do a lot of kissing because that drew attention to us, I just held her head against my shoulder while my hand cupped her ass and finger entered her from between her legs. She got my finger very wet and I loved her smell and taste.

No whips and chains but still a Kinky experience. I did not cum because it would have been a mess and too easy to see her playing with me. Unfortunately an hour later I was on my way to the airport to fly back home so she didn't make it to my room for more fun.

ES
 
It was at work the other week. the team and I were goofing around and finally one of them agreed to get his balls branded. branding is quite permanent, so I made sure it's what he really wants. the team is mostly male, but we've all seen each other naked through the time anyway, maybe through me being My Kinky Self. Anyway, as we work in a furnace we had an iron prepared easily. we decided, especially with his consent, that we would take the city's colours as the branding motive. we got everything ready for aftercare, too. I tell you, he was rock hard when I took the hot iron, and when I pressed it to his balls he was silently screaming and cumming at the same time. now his balls belong to the city.
 
We were swingers

We had several threesomes with other men, I watch my hubby get fucked by other men and fuck other men.
I've experienced being dp'ed, my husband fisted me, I loved fucking him with a strapon, I watch him and his best friend fuck a chick I went to school with while I chilled fully clothed.
Before my husband I had a relationship with 2 male strippers that I sometimes slept with in the same night.
There's so much more.

But, the kinkiest thing that I ever did was when I fucked my 19 year old (not yet husband) in front of his two older sisters. He was a bit younger than me.:devil:
 
We had several threesomes with other men, I watch my hubby get fucked by other men and fuck other men.
I've experienced being dp'ed, my husband fisted me, I loved fucking him with a strapon, I watch him and his best friend fuck a chick I went to school with while I chilled fully clothed.
Before my husband I had a relationship with 2 male strippers that I sometimes slept with in the same night.
There's so much more.

But, the kinkiest thing that I ever did was when I fucked my 19 year old (not yet husband) in front of his two older sisters. He was a bit younger than me.:devil:

Older sisters are fun!
 
My boyfriend talked me into a threesome with his friend. I was so embarrassed that I had him blindfold me so I couldn't see them. It was pretty kinky. For me anyway.
 
Sharing my girl

The kinkiest thing I've done is play with my girlfriend pussy while she was giving my uncle a blow job while my brother watched.
 
Oh my where do i start for I have done so much. The one that sticks out the most is a mother giving me a cum swallowing BJ while her son was in the bedroom playing XBox. This happened 2 days back to back.

I had a similar one. Girl I was dating was 29 and I was 42. My kids 10,12 were in her 6 year old son's room playing after a nice afternoon at the park.

We were in her den and she motioned me over to the armchair she was sitting in. She reached up and undid my belt and I said something along the lines of "are you crazy?"

She said "just keep a lookout" and she proceeded to give me a world class blowjob and swallowed every drop after about 15 minutes.

She had done some crazy things, but always when she was loaded, never before while stone cold sober!!!
 
Oh my where do i start for I have done so much. The one that sticks out the most is a mother giving me a cum swallowing BJ while her son was in the bedroom playing XBox. This happened 2 days back to back.

Wait a minute! It wasn't me was it?!? Where do you live?

Are you John or Steve? Day 1, I sucked off John while Steve and my son played Xbox. Day 2, I sucked off Steve while John played.

:confused:

Jenny
 
I did some kinky things with my ex and when I was stoned (thank god those days are over!), but maybe the kinkiest was having sex with a complete strangers in the bathroom of a bar for money. He thought I was a hooker and offered me a lot of money. I figured it was only sex and he wasn't a sleazeball. In fact he was married. The sex itself wasn't so kinky, but doing it in a bar bathroom for money has to have a pretty high kink value.
 
I did some kinky things with my ex and when I was stoned (thank god those days are over!), but maybe the kinkiest was having sex with a complete strangers in the bathroom of a bar for money. He thought I was a hooker and offered me a lot of money. I figured it was only sex and he wasn't a sleazeball. In fact he was married. The sex itself wasn't so kinky, but doing it in a bar bathroom for money has to have a pretty high kink value.

That's well up there on the kinky scale. Well done. I hope he gave you a big tip!
 
My wife was out of town two weeks ago. I was sitting home alone watching some poem about 8 pm when the door rang. It was the wife’s brother and his wife who live next door. They had cone over for a dip in our pool, and bright some cocktails. They jokingly asked if they could skinny dip. I said sure, and that I would be happy to give them privacy. I went in to mix some drinks when my sister in law came in to use the bathroom. When she came out, she told me her husband had instructed her to take off her bottoms. We went back out to the pool and she sat there in front of me flashing him her pussy. He even fingered her in front of me. She proceeded to pull off her top and sat there naked. I got really hard and was rubbing my cock while we chatted. The drinks flowed and at one point, she started squeezing them and pinching her nipples, then began sucking her own tits. Her husband stripped an she started sucking his Cock . After a few minutes, he told her to suck my cock. She came over and starting kissing me and stroking me while I played with her big tits and fingered her soaking wet pussy. She then bent down and sucked my hard cock while her husband ducked her from behind. She had two huge orgasms and squirted all over. It was so fucking hot!
 
My wife was out of town two weeks ago. I was sitting home alone watching some poem about 8 pm when the door rang. It was the wife’s brother and his wife who live next door. They had cone over for a dip in our pool, and bright some cocktails. They jokingly asked if they could skinny dip. I said sure, and that I would be happy to give them privacy. I went in to mix some drinks when my sister in law came in to use the bathroom. When she came out, she told me her husband had instructed her to take off her bottoms. We went back out to the pool and she sat there in front of me flashing him her pussy. He even fingered her in front of me. She proceeded to pull off her top and sat there naked. I got really hard and was rubbing my cock while we chatted. The drinks flowed and at one point, she started squeezing them and pinching her nipples, then began sucking her own tits. Her husband stripped an she started sucking his Cock . After a few minutes, he told her to suck my cock. She came over and starting kissing me and stroking me while I played with her big tits and fingered her soaking wet pussy. She then bent down and sucked my hard cock while her husband ducked her from behind. She had two huge orgasms and squirted all over. It was so fucking hot!

This is exactly why I want to have more casual, pop=by-anytime pool parties this year instead of the big 20-30 person blowouts :)

I take it this wasn't the first time your wife's brother and his wife have teased you before though, right? It sounds to me like they might have planned this knowing your wife was out of town? :)
 
My wife was out of town two weeks ago. I was sitting home alone watching some poem about 8 pm when the door rang. It was the wife’s brother and his wife who live next door. They had cone over for a dip in our pool, and bright some cocktails. They jokingly asked if they could skinny dip. I said sure, and that I would be happy to give them privacy. I went in to mix some drinks when my sister in law came in to use the bathroom. When she came out, she told me her husband had instructed her to take off her bottoms. We went back out to the pool and she sat there in front of me flashing him her pussy. He even fingered her in front of me. She proceeded to pull off her top and sat there naked. I got really hard and was rubbing my cock while we chatted. The drinks flowed and at one point, she started squeezing them and pinching her nipples, then began sucking her own tits. Her husband stripped an she started sucking his Cock . After a few minutes, he told her to suck my cock. She came over and starting kissing me and stroking me while I played with her big tits and fingered her soaking wet pussy. She then bent down and sucked my hard cock while her husband ducked her from behind. She had two huge orgasms and squirted all over. It was so fucking hot!

Very nice! 😄😈👍
 
(I shared this on another thread, but I think the topic is more fitting in this one. Please forgive me if I’m breaking any rules)

Mine was a few months ago when I invited a female friend over to the house. I told her I had a present for her. She’s 58, has short hair, a thin figure (B-cups) and (surprisingly) loves anal. I blindfolded her and tied her hands over her head in the doorway. She remained fully clothed but I stripped nude myself.

After letting the anticipation build, I slipped a bullet vibe down her jeans and into her panties. I kissed her and teased her while the vibe tickled her cunt. (She loved to use that word, but only with me) I squeezed her tits through her bra, eventually working my fingers inside. Her nipples were like two pencil erasers. Her pussy dripped.

Eventually she could take it no more and I gave her her surprise...a strapon harness with a 8” pink cock. After sliding it up her thighs and securing the straps around her ass, I loosed her blindfold so she could gaze down at her “manhood”. She fairly squealed with the surprise. I then got on my knees and sucked her cock. I was careful to make sure my cock touched her legs while I served her with my mouth.

After about ten minutes, I let her loose and lubed her cock. She laid me on the bed and fucked me in the ass. It was my first pegging and after a slow start, I really adapted well. In the past, it was always me performing anal on her so we really enjoyed the gender switch. She never undressed; she fucked me in her jeans and pale green, cotton blouse. I think it was her way of not “cheating” on her husband. It was the last time we had sex, but it was one of my favorite sessions! I still occasionally see her at church. We smile when we do.
 
(I shared this on another thread, but I think the topic is more fitting in this one. Please forgive me if I’m breaking any rules)

Mine was a few months ago when I invited a female friend over to the house. I told her I had a present for her. She’s 58, has short hair, a thin figure (B-cups) and (surprisingly) loves anal. I blindfolded her and tied her hands over her head in the doorway. She remained fully clothed but I stripped nude myself.

After letting the anticipation build, I slipped a bullet vibe down her jeans and into her panties. I kissed her and teased her while the vibe tickled her cunt. (She loved to use that word, but only with me) I squeezed her tits through her bra, eventually working my fingers inside. Her nipples were like two pencil erasers. Her pussy dripped.

Eventually she could take it no more and I gave her her surprise...a strapon harness with a 8” pink cock. After sliding it up her thighs and securing the straps around her ass, I loosed her blindfold so she could gaze down at her “manhood”. She fairly squealed with the surprise. I then got on my knees and sucked her cock. I was careful to make sure my cock touched her legs while I served her with my mouth.

After about ten minutes, I let her loose and lubed her cock. She laid me on the bed and fucked me in the ass. It was my first pegging and after a slow start, I really adapted well. In the past, it was always me performing anal on her so we really enjoyed the gender switch. She never undressed; she fucked me in her jeans and pale green, cotton blouse. I think it was her way of not “cheating” on her husband. It was the last time we had sex, but it was one of my favorite sessions! I still occasionally see her at church. We smile when we do.

wow that is so hot. i would love to find myself in that scenario!
 
I was raised mostly Mennonite, in foster care. My new bf is a member of a motorcycle club (a 1%er if you know what that means). For the last month or so I've been on the road with him visiting various gatherings of his club. It's been wild. I've experienced several group sex and gangbang experiences. It's been great fun. :)
 
Having my girlfriend give me a blowjob while I was sniffing her 19 year old daughter's very dirty thong.
 
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