What is the most embarrasing sexual moment you have ever had?

This question got me to thinking. I had gone to work out in the mornning and had left on i guess you would say like grandma panites under my workout outfit, so I get to my incall and put a short skirt on, and forget to put on sexy panites. I was so embaressed. So what is everybody eleses oops?

My highschool sweetheart and I were having sex in my room. My parents were out so we had the house to ourselves. I had candles lit and sexy music going. I wasn't paying close enough attention to the time. I heard the door to my room open while were in missionary position, with her legs near my shoulders. The door quietly shut. She never reacted, so I don't think she knew what had happened.
We finished and got dressed. I never said a word about the door. We were headed back downstairs and I could hear my parents talking. She was kinda hiding behind me embarrassed about being caught. My dad saw me and got my mom to go to another room with him so we could leave and not get spotted by my mom.
I took her home and came back to my parents house. My dad was still up and waiting for me in the kitchen. He looked at me and asked if I had a good night. Then he handed me a beer and said congrats.
I never told her that he came in my room and caught us.

I never had any as embarrassing as one of my friends experience. He and his wife had just enjoyed a passionate session ending in a nice blow job to completion. When the squirming and moaning was done, they looked towards the door to see their 7 year old son standing open mouthed saying "Mommy, you'd better never do that to me".

I've always maintained security along with discretion to prevent such incidents.

When I brought my girl friend in college home at 3:30 in the morning. Her dad was waiting for me and wanted to talk.

18 years old... lost it while I was taking my pants off....

I bet Tara still looks GREAT in granny panties. I know it wouldn't bother me very much.

Many years ago after a drunken party at a house I was sharing with a male roomate, I took my then girlfriend into the bedroom. I thought everyone was leaving.
We went at it for probably an hour or so, just had a grand time. The next day, one of my friends advised me that I had left the curtains open and the show had been enjoyed by a number of guests, both male and female.

Would not have been so bad but she and I experimented with a number of unusual positions and were very sloppy drunk.

I never told her that we were watched.

I bet Tara still looks GREAT in granny panties. I know it wouldn't bother me very much. Originally Posted by PoppyToyota

Wut?

never had a most embarassing moment as of yet.

OMG! Two years ago I was in Dublin for St Patrick's Day...I met the cutest, sweetest, and funniest Irish guy at a pub. We spent the day together and then went back to my hotel room ( Yeah, I'm slutty that way)...when we arrived I wanted to shower and noticed that I had not shaved my legs in like 4 days (gross). He was waiting, so I decided to do a quick shave job which resulted in a deep cut on my shin...not a 'nick, but blood gushingly painful deep cut! I got out of the shower and we spent at least an hour trying to stop the bleeding...

Luckily I had my handy-dandy first-aid kit, bandaged up and had some naked fun. The next morning the sheets were covered in blood. It looked like a crime scene...

LOL, I bet he is telling this story to someone right now, LOL....

My Dad's second wedding. . .it was a huge, ritzy affair as both him and his second wife were executives with a great deal of money and they were influential in the community.

I was an idiot teenager at my first open bar event. There was a professional photographer and even newspaper coverage. . .

I had always had the hots for his secretary. . .well, I guess you would call them an executive assistant these days. Anyway she was there and had just broken up with her boyfriend. I think she always knew I fantasized about her as she would constantly flirt and tease me in the past. She was way out of my league, so normally I would just soak it in and then go home and masturbate. Not this time. . .

I met a new friend at the reception and his name was Jose Cuervo. Jose was amazing. He whispered things in my ear that night that convinced me I could do anything!

So I danced with several women, including his hot secretary. She must have had a bit to drink and was already in a ripe mood given the break up. She escalated the teasing and soon we were grinding into each other on the dance floor.

The men of the wedding party were dressed in full tuxedos with tails. The trousers here cut with a billowing pleat. Needless to say after about four or five standing lap dances as we swayed to the music, I had a teen erection of epic proportions--dang I miss being a teenager.

The last song was incredible, and in my young deluded mind, I was about to get lucky in the coat check room. Then my dad tapped me on the shoulder and told me it was time for the groomsmen to take a few reception pictures. I moved with the other guys in the wedding party. Being a high school football noseguard, I was the biggest guy in the room, and that put me on the end of the line for the picture. In other words i was at an angle with a side profile in the pic. The photographer snapped several shots and then my dad's best man leaned down and told me I needed to go tot he bathroom. At first I was confused, then I looked down and turned beet red. With the cut of the tuxedo, the erection I had made this distorted tent that was clownish.

Being young and drunk, I was not aware just how huge my erection had been or how it had looked in a tuxedo (like an overgrown penguin with a hard on) until he tried to tell me discreetly that I was making an ass out of myself. I tried to hide it and scramble off to the bathroom, but several men and women in the crowd watching the photo session were already pointing and snickering, and several turned and looked at my "date" and she ran off in terror. I don't think she ever spoke to me again.

As bad as that was, nothing was as embarrassing as watching my dad and his new wife go through the wedding proof pictures a few weeks later and the stack of rejection pictures that have since come to be called THE BONER PHOTOS. Nearly every holiday family gathering the story is told and often my dad goes and gets the proofs he managed to keep somehow just to show folks that think it is a tall tale.

I was 15 years old and working for TG&Y, a 5 & dime store, as a stock clerk.
The store manager was hosting a Christmas Party at his house and his wife's best friend was there and she was about 25 years old, really hot and really drunk. I was dancing with her and everyone thought it was cute and funny for me to be so smitten with her. It was well after midnight and some of the couples were taking turns in the master bedroom. I saw her go down the hall to the bathroom and I checked that another bedroom was available. So, I waited for her to come out of the bathroom and when she did I get the nerve to ask her to come with me. She did and was probably laughing to herself. I closed the door and began kissing her lips and neck and behind her ears. She was getting in to it and she rubbed my cock with her body. I was so excited that my knees were shaking and my hands were trembling as I grabbed her butt and squeezed it as hard as I could. I unzipped my pants and let my cock out because of the pressure in my pants. Being polite, I asked her if I could take her top off and she said yes, but that she was on her period and I was too young to go any further. I was crushed and then she said that we should return to the party. When she opened the door several guests were standing there clapping and whistling. I was in shock as I realized that my stiff cock was at full attention and exposed. I wanted to resign on Monday, but my manager told me that if I wanted to be a man, I should start by acting like one. I worked there for 6 more months and always avoided the manager's wife's best friend when she came in the store. One day she caught me and told me that when I turned 18, she wanted to get me a special birthday present.

Falling out of the shower at a 5 star hotel at Las Vegas casino. We had been drinking a good bit and before the action started we got in the shower. One thing led to another and we were doing it in the shower. Then all hell broke loose. Those handicap rails that they put in the shower that I had a hold of to keep my balance, IT FEEL OF THE DAMN WALL.

That's its only purpose in life, Is to hold some one up and keep them from falling, AND THE DAMN THING FELL OFF THE WALL.

Now as we go hurling out of the shower my head hits the towel cabinet, my right side lands on a little settee, she goes face first into the door and she lands right on top of me, ( thank god she was a small woman) .

Now I am laying there with air knocked out of me and still about 90% knock completely out from my head hitting the towel cabinet, I am so dazed that I had not realized that my little blue eyed, blond haired, fuck monkey HAD CALLED THE HOTEL EMERGENCY LINE FROM THE PHONE IN THE BATHROOM. (stupid bitch) Yea I am still bitter.

This was made very clear to me as 3 hotel security personnel and 2 hotel EMT's use there security pass to open the room door and come in and catch me lying in the floor in one of my finest moments.

Once they saw that I had regained my scenes and could move on my own they all got these funny looking grins on there face. I am sure that they see all kind of stuff at these casino's, but I am sure I made there night with this one.

I suffered 3 broke ribs on the right side, a dislocated shoulder on my left side, a large knot on the back of my head, and an ego that was shredded for quit some time.

My little blue eyed fuck monkey only got a small scratch on her chin.

For the rest of the weekend I told her If she even reached for the phone she had better be calling a couple of those $2000 an hour escorts they have out there to make up for the phone call she had made to security the night before.

I have not talked to my little blue eyed fuck monkey in about two years, she always asked me when we where going to go back out to Vegas.(BITCH).

Didn't happen to me but it's one of my favorite sea stories and it's on topic.
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On liberty in Singapore back in '82 several shipmates got rooms at the Marco Polo Hotel. They went out to eat and while in the bar waiting to be seated "Bob" started canoodling with a babe he met. After dinner Bob & Babe elected to go back to the Marco Polo while the rest of the gang decided to check out the Singapore night life and parted ways. At the first bar the designated sober sailor realized he left the money belt in the Hotel safe and the group returned to retrieve it. Upon returning to the Hotel the Babe was exiting, her dress torn, and she was crying. Fearing the worst, these intrepid men of the sea ran to their shipmate's room. There they found Bob tearing about the room yelling, "He had a bigger dick than I do!"

DFK, I heard a version of that story in the Navy, too... We always said it fell into the category of "I don't believe I'd a told that...."!!!! I'm pretty sure if something like that ever happened to me, not one soul would ever hear about it!!!