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Most Embarrassing Sexual Experience?

  • Thread starter Thread starter Soilwork
  • Start date Start date
this is a great thread! wow you guys have been threw some interesting shit. ;) I was going to say just that I remember once coming onto a guy that I wanted to just have some fun sex with (no relationship) and when we got down to clothes off, I saw that he was just TINY. I didn't know what to do. I can't remember but I think we actually did have sex, and I remember thinking how I was ready for it to be over. There is such a thing as too small. (Of course the guys who say "Am I small?" are never the small ones).
 
Long time ago it was sunday morning, I was handling my bicycle, and arrives at a traffic light and I saw that in the opposite route, a daddy came that seemed to me very attractive, then I changed route and I followed and reached him in a gas station, we talked and - WOW he had a voice like a Greek God - I thought that I was in Mount Olympus.

As I could I put the bicycle in the car and he drove by solitary streets of the city.

He asked me was more pleased that he did to me, I responded, I can swear that I was so excited , soon I asked to him that he was what he would like that did I to him and answered that he liked to use feminine underclothes with embroider and f**k him hard and deep including the embroider.

This turn off me and I said to him that I was scared by the police, he left me near the main avenue. That was my most embarrassing sexual experience
 
Mine was the first time after I decided to come out and was with a guy.

I had gone to Chicago and met this really nice guy. Frank was good looking, very gentle and knew he had an "almost virgin." He was going to let me do anal and as I was putting the condom on and he had his legs up and I was looking at him, I shot my load! I have never come that quick or like that in my life!

Guess I was just a bit too eager and excited! But then I settled down......
 
Mine was the first time after I decided to come out and was with a guy.

I had gone to Chicago and met this really nice guy. Frank was good looking, very gentle and knew he had an "almost virgin." He was going to let me do anal and as I was putting the condom on and he had his legs up and I was looking at him, I shot my load! I have never come that quick or like that in my life!

Guess I was just a bit too eager and excited! But then I settled down......
Not enough time to think about the weather, eh? ;)
 
Years ago when I lived in San Diego a man invited me out on his yauht for the weekend.Well we know sooner got out to sea when I broke out with the full blown flu.I faked it as long as I could but all I wanted to do was go home to bed.I know I ruined the whole weekend for him;it really sucked[and not in a good way]I never heard from him again.
 
I was jacking off in my dorm room and my roommate, to my surprise, comes in! Once, I heard the door open, I jumped up and tried to pull my pants, but it was stuck between my legs and plus the porn was still running. Luckily, I grabbed my pillow and coverd myself. I don't he noticed the porn though... Man, that was embarassing!
 
I was giving a guy a blow job and he was soft the entire time.
Actually, mine would be the exact opposite. I was getting blown, and just couldn't get it up.
Sometimes I have major problems with performance anxiety.](*,)

The bad thing was, I was extremely sexually attracted to this guy, and would have loved to have seen him again. THAT did not happen.:cry:
 
I was in a very respectable bar and met a real straight-acting guy in a suit. He was on his way home from his job as a car salesman at one of the city's most prestigious car dealers. (Did I mention this was in San Francisco?) He had that real salesman thing -- looked me right in the eyes, warm smile, deep well-trained voice. I didn't know whether I wanted to suck his dick or buy a car from him.

Anyway, we get back to his place and it turns out that he can't get off unless he's being fisted. I politely declined, so he says "can you at least shove this up my ass?" and pulls out the biggest dildo I've ever seen. About the size of a half-gallon container of milk. (*U*)I swear.

I'd like to say I had the sense to hightail it out of there, but unfortunately....
 
Hows this for embarrassing: getting caught in a 69 by my boyfriends older sister! I still vividly remember everything about that day, after all it had been a GREAT day until that. We were 16 and it was a hot August day, a few days before i turned 17. My guy and i had spent the day at the ocean, then went back to his house had dinner and ended up making out while watching tv. His parents were away, his sister was at work. The kissing turned into blowing each other, then we settled into a steamy 69 on the living room rug. He was laying on top of me moaning and slurping, i was on the bottom sucking his 71/2 inches as his balls slapped my face. I blew my load first, which he swallowed. Then when he was shooting down my throat i opened my eyes and saw his sister standing in the kitchen watching us, her mouth hanging open, obviously in shock. She came home from work 2 hours early, and we had music blasting so we never heard her. She had bought her little brothers girl-crazy jock act until that moment. Luckily she really loved him, so she never told anyone (that we know of). She was pissed at me at first, but that passed. THE most embarrassing thing about that ordeal was that while he was cumming my head was pinned to the floor, once i saw her i pulled his cock out of my mouth, but he just kept cumming all over my face and hair! Once he turned around and saw her i thought he would die on the spot. :eek: ](*,)
 
Yeah I'll have to go with the throwing up...it does kind of kill the mood (if you know what I mean).
A guy that I had tricked with several times before, he and I went to a really nice restaurant, had a bottle of wine, steak, the whole nine yards - I was SO full.....
Now I've always prided myself on my "Deep-Throat" ability, and this guy loved it. I had his cock lodged in my throat and for some reason here it came....:eek:
 
Mine was when I was giving this guy a BJ and he FELL ASLEEP!!!!!!!! I guess I wasn't very good....

So what's your most embarrassing sexual experience?

have u gotten better zach?
 
same thing happened to me but I hurled on him the bed the bedroom floor the hall floor and several times in the shower trying to get it off....he finally came in the shower and helped me....I felt so sorry for him.....a scat cat I'm not
 
while not to embarressing... well for me... i can say that i sucked off the preachers son... 3 times.... who is now going to preaching school....
 
^ "The only boy who could ever please me . . . WAS THE SON OF A PREACHER MAN!"

Just love that Dusty Springfield song :gogirl:

When I was 16 I remember coming home after church with a preacher's son my age, and we changed into swimsuits . . . he took his time and we did the teen thing of letting each other check it out. He was really cute, and to this day I still remember his name, if not much else.

Damn, if only I had been more aggressive when I was younger :grrr:

Oh! most embarrassing . . . hmm. For some reason I guess any incident like those above have slipped my mind.
 
First time I bottomed was shitty.

That's why you should always "clean the kitchen" ;)
 
I was at this guy's house who I thought was insanely hot, and I'm just a little shy about my cock, for reasons unknown to me.

He started to unbutton my pants (he was leaning over me and I was laying) and I pushed him away and he stopped and we kind of sat there on the couch until I explained to him that it wasn't him I was just shy. After that we went at it.

Boy did I feel like an idiot at that time though.
 
Last night, GL, anal probe. Too horrible to mention more, he is evil. Beware that man in green.


Embarrassing? You were the one who wanted me wear the grey alien costume while I worked in that roto-rooter. I was totally uncomfortable being there myself. Not to mention that costume was stifling! But what was I supposed to do? You kept begging and pleading telling me you needed it soo bad! :rolleyes:

And quit trying to tarnish my name! Everyone here knows you're the evil one here. ;)
 
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