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Strangest sexual encounter

UncleJunior said:
Backyard handjob from my bully of a cousin while the family watched fireworks in front of the house.

It was the way she kept threatening me to stay quiet while pinning me against the wall and kissing my neck that made it strange. When it was over, she licked her hand clean and made me kiss her.
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Getting a lot of reactions to this. I think I found my next story.
 
KindredFlame said:
We were at a formal party last Christmas and my wife’s boss had his hand up my skirt while we were at the diner table. After that I fucked his son in the ladies washroom. And Sam had taken his wife to our bed for a mid party fringing fuck.
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That sounds amazing!
 
Not sure if this is strange, but hey, it's a story!
In college, freshman year. Back then we were allowed cars, and a group of us would go get our cars on Friday (they had to be parked off campus, which sucked because you never knew if it would be broken into or not). You were allowed to bring them closer to the dorms for the weekend, as long as they were off campus by Monday morning. The dorms were coed by room, and our room was surrounded by two rooms of 4 girls each room (ours had 3). It was the middle of winter, and it was one of those boring weekends where nothing was happening, except we had a Mario Kart 64 tournament to get the floor hoping. Most of the girls where in and out, going at it with us or with their roommates, pizzas, beer, all fun for the dorm family. One of the girls was in ROTC, and was very conservative of what she wore. But she had a face that was to die for, very friendly, but just hid the goods. One girl decided to go out partying, and the other 7 girls and the ROTC girl decided to go. They asked us if we could drive them to a club, and since we were bored, said yes. Low cut tops, minis, you name it, they went all out, literally. The ROTC girl? Sequin dress, showing off ample cleavage, and short skirt. Now, her and I always got along, go to dinner, movies, etc. Nothing ever happened, until that night. We got a call around 1:30 am to pick them up. We went, and the ROTC girl got in the front seat, tired, a little drunk. Two other girls got in, and passed out. Amazingly, the rest got into my roommates car. ROTC girl started talking but very intimately. Car got hot quick. She said, "You know, I owe you one". I said, "Yeah?". She pulled down her top to the nicest set of tits to this day, nice 38C, firm, with a nice areola and perky hard nips, and leans over, pulls out my cock and gives me probably to this day, the best BJ i've ever had. Girls in the back out cold. Finishes and says, "I still owe you, i'm going to pretend to be out, you get the other girls up to our room, and i'll make it worth your while". Let's say I got them up there as best I could when I got back, and we went and parked the car. I tore the dress, but she was soaking wet, with that muscular ROTC build, she fucked my cock hard and fast. We never hooked up again, and tried to date her, but nothing ever happened. Still one of my best college fucks.
 
KindredFlame said:
We were at a formal party last Christmas and my wife’s boss had his hand up my skirt while we were at the diner table. After that I fucked his son in the ladies washroom. And Sam had taken his wife to our bed for a mid party fringing fuck.
Click to expand...
Well I’m clearly working for the wrong company….
 
An old pal from out of town was visiting and we were having a wander through a big park. We were looking for a discreet place to smoke up, and found a smaller path off the main trail. On this path, we started to see guys hanging around just off the trail, and a guy kneeling in front of another guy, and realized we had stumbled on a gay cruising trail. We plunged ahead, not acknowledging what was going around us, guys checking us out, guys making out. We emerged back onto a broader trail and found a clearing where we could smoke up, families passing near by.
Okay there was no sex for us but I was high and horny and we went to the beach and ate hot dogs.
 
Baron50 said:
Mmm…. I met a young guy in the park wandering around looking lost … our eyes met as we passed each other first time and then 10 minutes later I was sitting on a bench in a secluded glade when he appeared at the end of a narrow path walking towards me… blond, effeminate and shy..I asked him if he was lost and he said no, he was following me.
He blushed and said he thought I was handsome and I was smitten by his smooth face and slim arms a very pretty boy… I couldn’t keeep my fingers to myself and stroked his thighs and shoulders as we talked and sat close to each other on the bench… until he leaned over suddenly and kissed me on the mouth, quickly and shyly then pulled away embarrassed.
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That's so sexy
 
Strangeness is so hard to grade. I look at it as how much fun it is to still be surprised and to feel something new or different. Reading some of these comments made me happy for the people who had those experiences.
 
My buddy and I years ago were at a bar and this young couple invited us to party with them at a hotel. The woman literally said "I think I can take all three of you tonight." We dropped some E and went to the hotel and she sucked us all; said she was on her period so no fucking but went topless. At some point the E and booze messed with her and she wanted to leave so they left me and my buddy in the hotel, we woke up in the same bed the next morning laughing about it. (She was okay.)
 
YourSecretDesires said:
My buddy and I years ago were at a bar and this young couple invited us to party with them at a hotel.
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What I would give for a 'do over'.

I grew up in a College town. When I was 18, still a senior in High School. A new popular restaurant / bar just opened. A classmate of mine was hired as a hostess.
The first Friday night, 3 guy friends and I went in and she said it would be over an hour wait for a table. But she said we could sit at the bar, they serve a full menu. She winked and said, when you see a table leave and bussed.. just go move over and sit. Thats what we did.
Once we were finished eating and paid our bill. I walked to the restroom. I returned to the table to get my jacket, and my friends were already walking out. A gentleman, probably early 40s walked up to me and pointed at a lady sitting at the bar. He told me that she is too shy to ask, but wanted to know if I wanted to "hang out" with her this evening.
I told him that we were going to a movie at the mall if she wanted to come along, or I could give her my number if she wants. He said "its not like that". He then explained that he was her husband... I, never being exposed to such, started laughing. I just knew, my friends (having disappeared) had something to do with this. He explained further, saying a college guy should understand. I told him I was 18, still in High School. I declined his/her invitation, purely due to innocence.
Once in the parking lot, I asked which one of my friends set me up. They all looked puzzled and I told them what had happened. Some guy basically asked me to fuck his wife. Mark asked, "you said no?" Hell yeah, I said no... thats crazy... Mark, jokingly said "Where's he at, I'll do it."
At that time in my life, I had never been exposed to anything like that... wish I had the nerve to accept that experience then.
 
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College (Animal House) of course. I picked up this chick that lived in the same town as the college and took her back to my apt. We end up in bed she riding me hard, moving all around like she was possessed when suddenly hits her head on the wall and knocks herself out. I thought I killed her but she woke up quickly and spent the night finishing up (lots and lots of adult beverages and weed. She was a busy girl back then because a couple weeks later a few of us watched her take on 3 guys with the bed breaking and falling right to the floor. They didn't miss a stroke!!
 
This was strange to me at least…

I had broken up with my ex, and tried in vain to move on. We argued a lot, as she wanted my bank account back (not so much me) and I wanted no part to do with her. I thought I had taken all of my things from her place, when out of the blue she messaged me saying she found some clothes of mine. We were angry on the phone, calling each other names and swearing. I lost my temper and said “Fine, I will be by tonight and get them!”

When I arrived , her co workers were sitting on her couch. She led me into her bedroom, where she pointed out some male underwear (not mine), alongside her lingerie I bought her, and a few sex toys. I said “None of this is mine.”

She kind of shrugged, pushed me on the bed, and suddenly my pants and underwear were around my ankles and she was sucking me off like her life depended on it.

Here I was, laying beside some guys underwear on one side, lingerie and a dildo on the other, and her bedroom door open so the co workers could hear.

Granted, I did blow my load and she swallowed and said “Sorry I thought this stuff was yours.” I left under the watchful eyes of her co workers and my ex said “Go fuck yourself” as I was walking out.

It all seemed kind of strange to me…
 
My wife tells this story, so I got her to write it out: There was a large celebration at a park with music, fireworks, and barbecue. I was there alone because Gary was traveling on business. I had a sitter with the kids and told her I might be late. Drinks were free, and I had a couple of margaritas as I stood with friends from work and watched the festivities. One of the men was a young sales rep for Pfizer who often flirted with me. He had his arms around me from behind and started fondling my breasts. I was wearing a thin halter top with no bra, a short skirt, panties, and sandals. We were at the back of the crowd, so nobody could see, and I let him squeeze my tits and grind his crotch into my rear. Then he slipped his hands under my top to feel me tits better. I made him stop. Then he lifted my skirt slid my panties to the side and started rubbing his cock between my ass cheeks. I told him to stop, and he said he would stop if I went to his truck with him. I thought, “why not,” and we went to his king cab truck and got in back. He undressed me, laid me back, put on a condom, and fucked me. He pulled the condom off, told me to suck his cock, and as soon as he was hard again, he was ready for another fuck. He put on another condom. He pulled me onto his lap, facing him, and I fucked him. All of that activity sobered me up so I could drive home. It was the only time I let him fuck me, which was what Gary and I agreed, one “date” per man.
 
KindredFlame said:
We were at a formal party last Christmas and my wife’s boss had his hand up my skirt while we were at the diner table. After that I fucked his son in the ladies washroom. And Sam had taken his wife to our bed for a mid party fringing fuck.
Click to expand...
Nice Xmas bonus!
 
Mu5tang said:
What I would give for a 'do over'.

I grew up in a College town. When I was 18, still a senior in High School. A new popular restaurant / bar just opened. A classmate of mine was hired as a hostess.
The first Friday night, 3 guy friends and I went in and she said it would be over an hour wait for a table. But she said we could sit at the bar, they serve a full menu. She winked and said, when you see a table leave and bussed.. just go move over and sit. Thats what we did.
Once we were finished eating and paid our bill. I walked to the restroom. I returned to the table to get my jacket, and my friends were already walking out. A gentleman, probably early 40s walked up to me and pointed at a lady sitting at the bar. He told me that she is too shy to ask, but wanted to know if I wanted to "hang out" with her this evening.
I told him that we were going to a movie at the mall if she wanted to come along, or I could give her my number if she wants. He said "its not like that". He then explained that he was her husband... I, never being exposed to such, started laughing. I just knew, my friends (having disappeared) had something to do with this. He explained further, saying a college guy should understand. I told him I was 18, still in High School. I declined his/her invitation, purely due to innocence.
Once in the parking lot, I asked which one of my friends set me up. They all looked puzzled and I told them what had happened. Some guy basically asked me to fuck his wife. Mark asked, "you said no?" Hell yeah, I said no... thats crazy... Mark, jokingly said "Where's he at, I'll do it."
At that time in my life, I had never been exposed to anything like that... wish I had the nerve to accept that experience then.
Click to expand...

On the other hand who knows? They could have been fixing to rob you or worse.
 
KindredFlame said:
We were at a formal party last Christmas and my wife’s boss had his hand up my skirt while we were at the diner table. After that I fucked his son in the ladies washroom. And Sam had taken his wife to our bed for a mid party fringing fuck.
Click to expand...
oh i love you :)
 
MrMannson said:
This was strange to me at least…

I had broken up with my ex, and tried in vain to move on. We argued a lot, as she wanted my bank account back (not so much me) and I wanted no part to do with her. I thought I had taken all of my things from her place, when out of the blue she messaged me saying she found some clothes of mine. We were angry on the phone, calling each other names and swearing. I lost my temper and said “Fine, I will be by tonight and get them!”

When I arrived , her co workers were sitting on her couch. She led me into her bedroom, where she pointed out some male underwear (not mine), alongside her lingerie I bought her, and a few sex toys. I said “None of this is mine.”

She kind of shrugged, pushed me on the bed, and suddenly my pants and underwear were around my ankles and she was sucking me off like her life depended on it.

Here I was, laying beside some guys underwear on one side, lingerie and a dildo on the other, and her bedroom door open so the co workers could hear.

Granted, I did blow my load and she swallowed and said “Sorry I thought this stuff was yours.” I left under the watchful eyes of her co workers and my ex said “Go fuck yourself” as I was walking out.

It all seemed kind of strange to me…
Click to expand...
A very similar thing happened with me, almost exactly the same. How weird!
 
MrMannson said:
This was strange to me at least…

I had broken up with my ex, and tried in vain to move on. We argued a lot, as she wanted my bank account back (not so much me) and I wanted no part to do with her. I thought I had taken all of my things from her place, when out of the blue she messaged me saying she found some clothes of mine. We were angry on the phone, calling each other names and swearing. I lost my temper and said “Fine, I will be by tonight and get them!”

When I arrived , her co workers were sitting on her couch. She led me into her bedroom, where she pointed out some male underwear (not mine), alongside her lingerie I bought her, and a few sex toys. I said “None of this is mine.”

She kind of shrugged, pushed me on the bed, and suddenly my pants and underwear were around my ankles and she was sucking me off like her life depended on it.

Here I was, laying beside some guys underwear on one side, lingerie and a dildo on the other, and her bedroom door open so the co workers could hear.

Granted, I did blow my load and she swallowed and said “Sorry I thought this stuff was yours.” I left under the watchful eyes of her co workers and my ex said “Go fuck yourself” as I was walking out.

It all seemed kind of strange to me…
Click to expand...

Wow, she really showed you! Lol.
 
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