I have had most of the usual embarrassments we have all had: kit falling out of shorts and swimsuits, hardons in public, pre-cum stains in public. I have been jacking off and fucking girlfriends too many times to mention here and now
I just dont really think of things as embarrassments; they are merely facts of life I think.
However, when I was 17 something really horrible happened to me and it has never happened again, thank god
When I was 17 I got invited to a party that was being given by these older chaps 20 and 21 year old friends of mine who lived in Winchester. There was going to be alcohol so I didnt tell my parents and when I got there I was slightly embarrassed that I was the youngest kid there (or so it seemed; everyone was at university, both boys and girls. I managed to act cool though and was amazed that there were some striking looking girls there! I had a bit to drink and when I was feeling really confident I started chatting up this stunning blond Polish girl. She had the most fantastic figure, with small tits and a huge arse which looked as ripe as an apple in her tight spandex jeans. I could tell she was really into me, too, and I had to position myself around the back of a bar stool because I had the biggest hardon in my trousers! At 17 I was by no means a virgin at 17 (I lost it with girls when I was 15) but this girl (who was about 19 or so) was HOT!
I kept concentrating and praying that it would go down (does that EVER work?) and it did slightly but I asked her to come over to a dark corner to chat on the sofa, where nobody could see us. She agreed and we moved over to the sofa and she sat down next to me, real close. We started kissing and I was instantly hard; I was SO hard I thought I was going to burst out of my cotton trousers! She got up and as I was going to ask WHERE she was going, she sat right in my lap, facing me, straddling me with her long legs on either side of me. We start6ed kissing, long and deeply and she wriggled her big, soft arse onto my hardon, gliding her arse crack along the length of my shaft which was extended down the leg of my trousers, begging to come out! I was desperate to unzip my flies, yank down her spandex pants and shove all 10.25 inches all the way into her delicious arse
She continued to rub her arse against my cock and I KNEW I would shoot off is she didnt stop; I did NOT want her to stop! My trousers were quite tight and as usual I was not wearing any briefs; I had a feeling they might give me some trouble but the feeling of friction between her arse and my cock, through nothing but the thin fabric of my trousers and the lycra she was wearing
it was mind-blowing.
And then, as she was humping away at my crotch, I sort of got dizzy from the booze and all the adrenaline going to my brain and before I could pull myself away I knew I was cumming.

It seemed to take forever for me to ejaculate - I would guess because I was not using my hands but it seemed like HOURS to finish cumming. It was an eternity for my sperm to work its way out of my cock and into trousers and all the while she kept going, not knowing I was shooting my load and the feeling almost made me black out. When I finally deposited the last drops into my trousers, I felt that damp, sticky feeling on my thigh and my mind was racing I had never shot off in my trousers and I was in a PUBLIC PLACE, surrounded by MY MATES and this beautiful girl that I DID want to see again!
I must have shivered or trembled or something because she asked me if I was okay - and I said "yes, I am okay" but I said it slightly dejectedly because she made a face like "what's up? I crawled out from under her and said NOTHING I could not even look at her I was so embarrassed. I looked down at my crotch and noticed that she looked as well a huge wet patch of my cum, about 5 inches long by 3 or 4 inches wide, had seeped right through the thin cotton fabric of my trousers.

I looked down at my leg dejectedly and I heard her giggle and then say something in Polish (I guess it was); not only had my cum load made my trousers almost transparent with the sticky wetness, I was still hard and my wet cock was still straining against the tight fabric, visible to all. I touched the wet patch to feel HOW wet it was and it was still warm. My softening cock flinched and jerked and my jaw dropped as I saw ONE LAST DROP ooze its way out of the tip of my cock and join his brothers on my wet thigh.

I had to get out of there.
Luckily the whole house was so dark; nobody saw what had happened so I thought I could get out of there without being seen. I told the Polish girl that I would be back and she tried to get me to stay and sit with her (its oKAY she kept saying) but I had to get out of there. I made my way out through the back of the house (holding my hands in front of my crotch) and luckily did not run into anyone at all. I only lived a few blocks away but I did pass a few people on the main road who did have a look only because I must have looked so stupid holding my hands in front of my crotch.
Unfortunately I never saw the Polish girl again, but happily nobody found out what happened that night or if they did they were not talking about it so I think I got away okay. But it was so embarrassing, so awkward and whilst it has not happened again THIS is my most embarrassing moment!
Tony