Kinkiest real life experiences

[Gotham_Central]

no details? You just gonna leave us hanging like that?

Apparently I was...

I knew the daughter, she was a a regular at the convenience store I worked third shift at in college; she stopped in after closer almost every night I was there. She kept inviting me to stop in at the bar where she worked, talked up the bands, etc, until I finally did. I eventually did, became a regular, of sorts; not enough to have "my" barstool, but enough to know the other regulars. She chatted me up, I chatted her up; went on for weeks.

On the night in question, there was an older platinum blonde at the end of the bar. I didn't know it then, but that was mom. She wasn't your barfly sort, very attractive woman, early forties, maybe a little younger; her daughter was at least twenty one, but I'm not sure if either age.

Mom was flirty, drug me onto the dance floor a few times. The daughter flirted when I was at the bar; both teased me about the other all evening. Let's be honest, I was hoping to get with the daughter. The later it got, the bolder Mom got on the dance floor and at the bar. She felt me up; had her hand on my cock most of the time.

Right after Last Call, Mom says to Daughter, "What do you think, should we take him home and fuck him dry?"

The rest is a blur of cunt and tits and ass. There was, I'm sad to say, a little to much contact between them, way more than incidental on Mom's part. But, there was a sense of one upmanship between them. Almost rivalry. It made for a very enjoyable weekend.

 

[Kelleebabes]

Hands down personal kinkiest: going home with a Mother-Daughter pair at closing time and spending most of the next 24 hours in bed with them.

mmmm sounds fun...

 

[Xane]

Flirted with a woman for a few weeks and only found out she was married when we made it to her bedroom, her husband was tied to a pole with what must have been 5 rolls of duct tape.

This was my first experience with any sort of cuckold thing so I was a little nervous at first but she told me to just ignore the husband and pretend that he wasn't even there, which wasn't hard to do when his wife took her clothes off, my God what a body....

So we're fucking and all the while she's teasing her husband by telling him that she threw her birth control pills away and that she wants to be bred by a real man, she also mentioned the fact that she had intentionally timed our encounter to align with her ovulation. I must admit I was a little shocked, I was unaware about any of this planning but I was extremely turned on by the idea of a woman selecting me to impregnate her.

Her husband is totally freaking out as you can imagine, clearly he had no idea about any of this either. As the sex is progressing and it's clear that I'm getting closer to spraying her cervix the husband starts sobbing and begging for her not to let me creampie her, she just laughed at him and locked her legs around my back to pull me in deeper, she put her hands against my pecs and stared deep into my eyes and said "seed me."

Well I lasted about 2 seconds after that, the pleasure overwhelmed be, I couldn't help but moan and grunt uncontrollably, it felt as though I squirted a gallon into her. As I was moaning in ecstasy her husband was letting out the most pitiful moan I've ever heard, tears streaming down his face, I can only imagine his shame and humiliation, the feeling of defeat and utter despair, being foreced to watch on as another man seeded his woman.

We never stayed in contact after that but randomly 8 months later she sent me a pic of her visibly expanded belly along with "don't worry, my hubby will take good care of your daughter."

I still to this day have no idea if the kid is really mine but I like to imagine so.

 

[kegs202]

Apart from having sex with my sister which I've covered in another thread the most erotic experience I've had is sort of broken into 2 pieces. It was with the wife's mother. This was 20 years ago.
I was about 25ish, the mum was about 50 and still a decent looking woman for her age. I had always fantasied about her and she was the thought for many wanks I had but the first time anything happened was pretty random. She had been out at a club with my wife and as it got late I had went to bed for work in the morning. They both came home not long after I'd gone to bed so I was still awake. Her mum came into my bedroom and asked if I wanted to get up and join them, I said no and out of nowhere she put her hand under the sheets and grabbed my cock. She sort of played with it probably for less than a minute and just left me high and dry. That was it for the first time.
Next time was a few months later, again she was at mines having a drink and after my wife had gone to bed we were just chatting away, getting closer and suddenly we started kissing then got naked on the living room floor and fucked liked animals. I was in such an erotic hypnosis I didn't even care if my wife had walked in.
We've never had full sex since but the occasional touch and flirt still goes on.

 

[bone251]

A FWB had a friend of her join us. I licked pussy for hours. My FWB taught her friend how to edge me and tease me. After the new friend started really getting into it she showed her how to ruin my orgasm.

Another time I see both girls on different nights for over a week. Each had a key to my chastity cage. It was wicked. It was explained to me that the friend was a lesbian and had not been with a guy for years and at the end of the tease she would blow me if she liked my oral. Or ruin it if I failed to impress.

It was a really good blow job. She said I ate pussy better then a girl.

And that is way tease and denial is so good!

 

[Ingwe]

Don't know about kinkiest experience but one of the most erotic happened a few years ago. I used to share a car to work (about 30 miles from home). The car owner was a single woman who was known to a former girlfriend of mine.
I was collected every day and one day we were discussing our mutual contact. The driver asked me what it was about her friend that had attracted me. I told her that we used to have great sex with her wearing sexy underwear and that she liked it when I entered her from behind, whilst she was looking out of the window at night. The curtains were open and anyone looking in could have seen her, with her titties hanging down.
The driver said "wow, that is really horny". She then said she was wearing sexy undies at the moment. I asked what sort and she said silky directoire knickers. I wasn't sure whether she was being serious, so said how could I know it was true. She said feel and find out. All the while she was driving.
She was wearing a dress and I slid my hand very tentatively up her thigh and immediately reached the loose leg of silky knickers. Emboldened, I slid my hand up further until I felt the first of her soft pubic hairs. I teased them gently and felt the temperature increase. I looked across at her and she was smiling. I carried on and then I was able to feel her pussy, which was really hot and wet. I couldn't get my finger into her because she was still driving but I loved the wetness.
I was so hard and she put her gear hand on my cock through my suit.
As we both had to go to work, we stopped and continued the journey in silence.
When it was time to go home neither of us said anything about what had happened earlier that day and the moment was gone. Nothing further happened. But in terms of erotic moments, it was one of the most highly charged in my life.

 

[bone251]

My FWB revealed to me she really liked being tied up. I chatted with about what she liked to have happen when she was tied up and she was not sure. Since much of the tease and denial I was into is about making a girl cum I suggested I had an idea. I wanted to give her too many orgasms.
So I tied her up to this chair. It was an open full size chair with wood arms. I tied her in sort of a frog tie to the chair. I also did a hair tie. She could not move when she struggled. And her pussy was wide open at the edge of the chair on display. I started with gentle licks and progressed to a finger pounding her gspot and the Hitachi. I gave her a counter to hold to click off each orgasm. 33 was the number. She was always to sensitive to continue after about 10-12. So the last 20 orgasms were perfect for being tied up. She jumped out of her skin several times. The chair cushion was soaked and dripping on the floor from her squirting.
After she shook, trembled and giggled in my arms for a long time.

 

[TheAnimalWithin]

My FWB revealed to me she really liked being tied up. I chatted with about what she liked to have happen when she was tied up and she was not sure. Since much of the tease and denial I was into is about making a girl cum I suggested I had an idea. I wanted to give her too many orgasms.
So I tied her up to this chair. It was an open full size chair with wood arms. I tied her in sort of a frog tie to the chair. I also did a hair tie. She could not move when she struggled. And her pussy was wide open at the edge of the chair on display. I started with gentle licks and progressed to a finger pounding her gspot and the Hitachi. I gave her a counter to hold to click off each orgasm. 33 was the number. She was always to sensitive to continue after about 10-12. So the last 20 orgasms were perfect for being tied up. She jumped out of her skin several times. The chair cushion was soaked and dripping on the floor from her squirting.
After she shook, trembled and giggled in my arms for a long time.

Well done, especially that last line. So many rookie or wannabe Dom types (NOT pointing that finger at you, btw) have no idea how important aftercare is. The more intense the play, the more tenderness is an absolute must following it.

 

[LizVegas79]

Well done, especially that last line. So many rookie or wannabe Dom types (NOT pointing that finger at you, btw) have no idea how important aftercare is. The more intense the play, the more tenderness is an absolute must following it.

So important! So true!

 

[Taboolvr]

Ugh - my sexy mid-50s neighbor is sitting in her backyard in a scoop-nicked shirt while braless and chatting with her two sexy 20-25ish daughters, one of whom is also braless. I love hippies! Sooooo tempting!

 

[son_hot4mom]

mmmm sounds fun...

YOU sound like fun... would love to sample you babe...

 

[son_hot4mom]

Apart from having sex with my sister which I've covered in another thread the most erotic experience I've had is sort of broken into 2 pieces. It was with the wife's mother. This was 20 years ago.
I was about 25ish, the mum was about 50 and still a decent looking woman for her age. I had always fantasied about her and she was the thought for many wanks I had but the first time anything happened was pretty random. She had been out at a club with my wife and as it got late I had went to bed for work in the morning. They both came home not long after I'd gone to bed so I was still awake. Her mum came into my bedroom and asked if I wanted to get up and join them, I said no and out of nowhere she put her hand under the sheets and grabbed my cock. She sort of played with it probably for less than a minute and just left me high and dry. That was it for the first time.
Next time was a few months later, again she was at mines having a drink and after my wife had gone to bed we were just chatting away, getting closer and suddenly we started kissing then got naked on the living room floor and fucked liked animals. I was in such an erotic hypnosis I didn't even care if my wife had walked in.
We've never had full sex since but the occasional touch and flirt still goes on.

Could of absolutely fucked my mother-inlaw... but blew the opportunity. Have often thought about what could have happened. Better yet, have often thought about being caught by my wife while I was fucking her mother, and having my wife get naked, join us and fondle my balls while I was fucking her mother, while she whispered into my ear, "now fuck your mother harder baby, fuck her good"

Ahhhh... the mind is a powerful thing.

 

[genxer36]

---------------

 

[need2cumbadly]

I had a pretty lucky experience once, I saw an advert locally a couple which basically meant were looking for a guy to have sex with both of them. I was 30ish at the time and the couple were around about 20. So I arranged to meet them and the girl explained that she wanted to see and let her boyfriend experience anal sex and she wanted to watch. She also said she would join in later on. Now she was stunning, and had great tits and really very horny. I was not an expert at anal sex with a guy at all, but no different from a girl right! And to get to her, this would be well worth. I got with the lad anyway and he was alright so this could be fun. We agreed a date and you know what its like the thoughts go round and round in my mind non stop in anticipation.

Arrives and all is going great, we had a couple of drinks, she is looking fantastic, and so how do we start (no idea lol) I was not up for kissing the guy, so it was right well lets get undressed a bit and I did suck his cock, which in front of the girl was a huge turn on for me. He sucked mine as well, I was up for this. She was sat touching herself rubbing on the outside of her panties. Ok here goes, lube, durex and lube on his arse, now she springs into action and comes over and grabs my cock, fucking hard as hell, and helps me fuck her boyfriend right there. Jesus hard to blow my load he was tight, she was fiddling around, but asking him how it felt, whow. I had to stop for a while. I wanted to get some action with the girl.

She was hot as hell, and I was hoping to bang her arse as well, but her pussy was soaking and she wanted action, boyfriend got first dibs, which I couldn't complain too much about, but 5 mins later, I was fucking her, heaven. Well worth fucking her boyfriend. She was really going for it. And so we swapped around a few times before collapsing in a a heap. Never met them again unfortunately it was a great one off though. Won't forget that night.

 

[DarkBee]

Me and my GF are going to Wasteland Berlin next month, I'll let you know how it was when we return.

 

[Aluris]

Quite vanilla compared to everyone else here, but my kinkiest experience is probably fucking my ex with a strap-on while his hands were tied, dressed in a corset and stockings.

 

[newhere2learn]

Quite vanilla compared to everyone else here, but my kinkiest experience is probably fucking my ex with a strap-on while his hands were tied, dressed in a corset and stockings.

Oh god that sounds like heaven on earth

 

[Aluris]

It was a fun time. It was interesting finally being the 'giver' in this context, and strangely liberating...

 

[newhere2learn]

It was a fun time. It was interesting finally being the 'giver' in this context, and strangely liberating...

I can only imagine. I wish there were more ladies like you

 

[Aluris]

There's a bunch of us, don't worry. Usually we hide where you least expect.

 

[newhere2learn]

There's a bunch of us, don't worry. Usually we hide where you least expect.

Please be my nextdoor neighbour

 

[blowit]

Quite vanilla compared to everyone else here, but my kinkiest experience is probably fucking my ex with a strap-on while his hands were tied, dressed in a corset and stockings.

Hot damn lady!! I beg my wife for this. She just can't let herself do it to me.

 

[son_hot4mom]

I had a pretty lucky experience once, I saw an advert locally a couple which basically meant were looking for a guy to have sex with both of them. I was 30ish at the time and the couple were around about 20. So I arranged to meet them and the girl explained that she wanted to see and let her boyfriend experience anal sex and she wanted to watch. She also said she would join in later on. Now she was stunning, and had great tits and really very horny. I was not an expert at anal sex with a guy at all, but no different from a girl right! And to get to her, this would be well worth. I got with the lad anyway and he was alright so this could be fun. We agreed a date and you know what its like the thoughts go round and round in my mind non stop in anticipation.

Arrives and all is going great, we had a couple of drinks, she is looking fantastic, and so how do we start (no idea lol) I was not up for kissing the guy, so it was right well lets get undressed a bit and I did suck his cock, which in front of the girl was a huge turn on for me. He sucked mine as well, I was up for this. She was sat touching herself rubbing on the outside of her panties. Ok here goes, lube, durex and lube on his arse, now she springs into action and comes over and grabs my cock, fucking hard as hell, and helps me fuck her boyfriend right there. Jesus hard to blow my load he was tight, she was fiddling around, but asking him how it felt, whow. I had to stop for a while. I wanted to get some action with the girl.

She was hot as hell, and I was hoping to bang her arse as well, but her pussy was soaking and she wanted action, boyfriend got first dibs, which I couldn't complain too much about, but 5 mins later, I was fucking her, heaven. Well worth fucking her boyfriend. She was really going for it. And so we swapped around a few times before collapsing in a a heap. Never met them again unfortunately it was a great one off though. Won't forget that night.

You will never forget that one... I had a similar experience, not so much male to male contact but what a night! I have never had a dick in my mouth... perhaps I will someday if there is a hot woman there to help...

 

[Aluris]

Please be my nextdoor neighbour

Probably not. Can't grant every wish...

Hot damn lady!! I beg my wife for this. She just can't let herself do it to me.

What is holding her back? Maybe try to watch some porn together featuring it, if you haven't already. Fear of the unknown can stopper many a fantasy.

 

[need2cumbadly]

Me and my GF are going to Wasteland Berlin next month, I'll let you know how it was when we return.

Oh yes please do, would like to know all about it. I lived in Berlin in the 80's and have it on radar to go back very soon on my way to Asia. Berlin was pretty liberal then, but its way more now, doubt I will be going to the Kit Kat club though, so hope you enjoy it and really would like to hear how it goes. Brilliant City, love and miss it, so have to go back.