Most Embarrassing Same-Sex Sexual Encounter

[pinksateendream]

Mine is very vanilla but very embarrassing. It was my first real kiss with a woman, we were sitting on the couch in the living room. I was feeling overwhelmed and went to get up and she pulled my arm, and I ended up over the arm of the sofa resting on my elbows, I shifted my weight to move up closer to her and my hands slipped and I landed right on the ground, flat on my face. I gave myself a fat lip. How incredibly stupid is that? She was sweet and got some ice for me to put on my mouth.... and we sat their giggling as we watched "Better Than Chocolate".

 

[shepixie69]

My most embarassing same-sex encounter...

Is when I tried a threesome when I was still a virgin in almost every sense of the word. I had never even had an orgasm with a partner yet! I was ...18 or 19...and I just ended up watching the two of them have sex.

Hey, I say if you're gonna embarass yourself...

...go all out

she

 

[killallhippies]

getting hit on by a greasy redneck at a pool hall when i was fifteen. there was no sex thankfully, but it was the weirdest thing i had ever experienced at that point. i can't explain it. it was just the first time a guy ever hit on me. i was flattered and little freaked out. he did teach me a bit about pool though. if only he'd been cute and my damned sister hadn't been there. i wouldn't have done nothing, but it would have lost the embarassment factor. i was such a giggly fuck.

 

[BlueEyes1969]

Sitting in a lounge chair at a Gay resort with a gorgeous man sucking me off in the most exquisite fashion and then opening my eyes to see about a dozen men in a circle around us stroking themselves. Several of them shot their loads on my chest and stomach before I came in my sucker's mouth.

 

[cubbyfire04]

I was giving road head to a buddy of mine I was visiting Freshman year of college. We were on the way home from a night skiing session in his mom's car. I had zero warning he was going to cum when he blasted at the back of my throat. I coughed and a bunch of cum shot out of my nose. There was also plenty left in my mouth but I couldn't swallow because I was choking so he told me to spit it out the window. We were going 50mph and it was below freezing.
I stayed with him that night and we didn't think twice about it (unrelated but we had a wild night as well ). The next morning his mom calls us down for breakfast, and asked if we could take the car through the car wash when the temperature rose that afternoon because there was "salt spray" from the mountain roads on the side of it. Turns out is was his cum, frozen along the side of the car where I'd spit it out into the wind. We still call it "salt spray" to this day for a good inside joke laugh .

 

[OlderBtm4U]

I went to a bottom’s home after meeting him in a bar. It was my first m-m experience. After some foreplay I tried to enter him, but was so nervous I couldn’t keep it up.

 

[easyoff]

I went to a bottom’s home after meeting him in a bar. It was my first m-m experience. After some foreplay I tried to enter him, but was so nervous I couldn’t keep it up.

I would have just sucked you off in that case.

 

[BlueEyes1969]

I went to a bottom’s home after meeting him in a bar. It was my first m-m experience. After some foreplay I tried to enter him, but was so nervous I couldn’t keep it up.

Yes. That happens to a number of first time experiences!

 

[RobLivesInTexas]

I met a guy on a hookup site and we went back and forth until we were really to meet. We agreed that I would come to his house early morning before work. I got to his house, and when he opened the door, I was looking at a fellow teacher. We were both dumbstruck for a few moments, then I said, "So, what do we do now?" We decided, what the hell, we know the truth about each other, so I went in and fucked him silly. I went to work with a smile. We never said a word about it afterwards.

 

[tristantrotsky]

Mine is very vanilla but very embarrassing. It was my first real kiss with a woman, we were sitting on the couch in the living room. I was feeling overwhelmed and went to get up and she pulled my arm, and I ended up over the arm of the sofa resting on my elbows, I shifted my weight to move up closer to her and my hands slipped and I landed right on the ground, flat on my face. I gave myself a fat lip. How incredibly stupid is that? She was sweet and got some ice for me to put on my mouth.... and we sat their giggling as we watched "Better Than Chocolate".

I love your story. Very touching.
I'm sure you've made up for that initial error since...

 

[tristantrotsky]

I was giving road head to a buddy of mine I was visiting Freshman year of college. We were on the way home from a night skiing session in his mom's car. I had zero warning he was going to cum when he blasted at the back of my throat. I coughed and a bunch of cum shot out of my nose. There was also plenty left in my mouth but I couldn't swallow because I was choking so he told me to spit it out the window. We were going 50mph and it was below freezing.
I stayed with him that night and we didn't think twice about it (unrelated but we had a wild night as well ). The next morning his mom calls us down for breakfast, and asked if we could take the car through the car wash when the temperature rose that afternoon because there was "salt spray" from the mountain roads on the side of it. Turns out is was his cum, frozen along the side of the car where I'd spit it out into the wind. We still call it "salt spray" to this day for a good inside joke laugh .

Cum can leave a persistent, and sometimes betraying stain on car upholstery, as well as in underwear and on clothes...

 

[2tallpaul]

We had a great FMF relationship going for four months and with more and more pegging. We added the husband who was well hung and I went from pegging to the real thing in a moments notice. I never came so hard in my life and shook with a mess on the floor. The women loved it and giggled and my lady said she knew I was a gay bottom the first time we met. Our sex lives have been great and she couldn't have been closer to the truth. She later said it took four months of increased dildo size to make sure I could accept a real large one.

 

[dodgeboy2]

I was in college and met a guy whom I wasn't overly attracted to but we were both drunk and horny. We went back to his room and smoked a few joints and shot back a couple of jacks. We were naked on his bed sucking each other when his roommate came in, turns out this was a guy I was trying to hookup with for almost the whole semester, and the guy was just ready to cum but I couldn't take my eyes off the other guy and almost choked and spit out all over the bed. So 3 things went bad for me that day 1) it was the very 1st time I ever wasted a load, 2) I never got to cum myself and 3) I never got to hookup with his roommate (that was the worst part 6'4" athletic, blonde with the sexiest smile and what I found out later from a friend had an 8" uncut thick cock).

 

[Biguy77578]

I met a guy on a hookup site and we went back and forth until we were really to meet. We agreed that I would come to his house early morning before work. I got to his house, and when he opened the door, I was looking at a fellow teacher. We were both dumbstruck for a few moments, then I said, "So, what do we do now?" We decided, what the hell, we know the truth about each other, so I went in and fucked him silly. I went to work with a smile. We never said a word about it afterwards.

I was at an ABS theater sucking a guys cock. After he came he zipped up and stepped away I looked up and a guy standing beside him jacking his cock was a guy that worked for the same company as me that I dealt with often. I was shocked but he stepped up and fed me his cock and i gave him my best. After he came he returned the favor. The first of many times we shared, sometimes in my office.

 

[4yourpleasureiam]

Getting naked before a group you are going to suck and start shooting off with no touching yet. I mean walking up to the first guy and as all watch your cum just erupts

 

[jbird4]

I visited an adult bookstore about 80 miles from my house. I was working in another town and it was along the way. I actually left my house early so I could stop there and jack off. I walked in, fed the machine and got my cock out. I never locked the door because I wanted to be walked in on. So the door opens up and a guy from my home town is standing there in a suit and tie with his hard cock sticking out of his pants. We looked at each other in the eyes and he turned and walked out. He went straight to the next booth and stuck his fingers through the hole indicating he wanted to suck me. I told him I only wanted jacked off and he came back to my booth and gave me a great handjob and jacked himself off at the same time.

We ran into each other all the time and never mentioned it again. His wife was a nice lady. I think they finally moved away.

 

[Biguy77578]

I was in my early 20's and fairly new to ABS's. I had discovered this ABS's earlier that year and made it a regular stop on my way home from work. The owner had taken a liking to me and would find and blow me any time i came in. This was in the early 70's and the movies required quaters to play 8mm reel fliks. That day i had only 4 quaters. I entered and the owner was behind the counter. I went to our normal booth but he didn't show up so i stroked and came as the owner entered the booth and grabbed my cum soaked dick. He just laughed went down and licked me clean.

 

[likemeornot]

my soccer coach was helping out of the ice tank and kissed me. It took me by surprise but just as I kissed back half the team came into the room. LOL

 

[Terrylipstick]

Sitting in a lounge chair at a Gay resort with a gorgeous man sucking me off in the most exquisite fashion and then opening my eyes to see about a dozen men in a circle around us stroking themselves. Several of them shot their loads on my chest and stomach before I came in my sucker's mouth.

Sounds perfect

 

[Biguy77578]

I visited an adult bookstore about 80 miles from my house. I was working in another town and it was along the way. I actually left my house early so I could stop there and jack off. I walked in, fed the machine and got my cock out. I never locked the door because I wanted to be walked in on. So the door opens up and a guy from my home town is standing there in a suit and tie with his hard cock sticking out of his pants. We looked at each other in the eyes and he turned and walked out. He went straight to the next booth and stuck his fingers through the hole indicating he wanted to suck me. I told him I only wanted jacked off and he came back to my booth and gave me a great handjob and jacked himself off at the same time.

We ran into each other all the time and never mentioned it again. His wife was a nice lady. I think they finally moved away.

The family lived next door had 2 daughters my age. The father caught us makinking out one day and told me he was going to blow my yellow head off. Well that didn't stop me. Anyway about 10 years later i was in an ABS that had a room where groups could play. I entered and it was very dark. As my eyes adjusted to the light i see the girls father on his knees sucking a guy's cock. He looked up and saw me got up and ran out.

 

[Bearjer69]

Sitting in a lounge chair at a Gay resort with a gorgeous man sucking me off in the most exquisite fashion and then opening my eyes to see about a dozen men in a circle around us stroking themselves. Several of them shot their loads on my chest and stomach before I came in my sucker's mouth.

Lucky!

 

[rc1989]

Have a couple that were embarrassing afterwards. One was a gay bar around back in late 80s. Five people in the bar that I remember. I don't remember if I asked to suck his cock or if he told me, but we went down a hall towards the bathroom and stopped midways. He had me against the wall and pushed me to my knees. I pulled his cock out of his pants and took it straight into my mouth. He's facefucking me slow when a guy walks past us and goes to the bathroom and I make eye contact with him with this older guys cock buried in my throat. My guy tells him come back in a couple minutes and watch this cocksucker get his cum. He pulls his cock out and has me scoot to the middle of the hallway. The guy and another come back standing 5 feet away. My guy has a hold of my head and balls deep in my mouth a few hard pumps and pulls out and cums on my tongue and nose and forehead and around my eyes. I open my eyes and he puts his dick back in my mouth. One guy said nice paint job. The other stroked my hair as they walked off. My guy pulled his cock out and put it back in his pants and said let's go clean up. We went to the bathroom I washed my face and he walked out first then I came out. Got back to the bar area and my guy was smiling talking to the other two and the bartender. I walked past I know my face was red, and one of them said do come back. Walked out and down a half a block. Sat on a rock wall till it was time to go to work.

 

[jbird4]

It’s hard when you are a stern and strait laced father, but also a cum lover.

 

[ChrissyCD64]

I have had literally thousands of same sex encounters over the years and never been embarrassed by any of them.

 

[Cumpup39]

blew a guy at a glory hole at a sex shop, then cleaned up and did a little shopping. The cashier came up and asked if I needed any help finding anything. I said no and kept looking. Had a brief conversation with a straight couple that both had big grins the entire time…

Picked out a couple items, chatted with the cashier who blushed the entire time and left. Got in my car, drove off and looked in the mirror to see a rope of cum from my right cheek, across the bridge of my nose onto my left eyebrow!

How did I not feel that there!!!