Worst moment, when I was 15, I was with a 16 year old chick. After about 3 months of "dating" we decided to do the nasty. We tried before this but we were so fucking nervous because of parents in the next room that we decided not to.
Finally we were alone, downstairs in her house around 2 a.m. at night with her parents asleep. We striped down laid on the couch and went at it. It was my first time and was freaking out, never could grab the concept that I was in fact "Having Sex". After about 25 minutes or so of this I was finally about to bust a nut. I blew my load in the condom inside of her, we were both in amazement since it wa sher first as well. We were all done and I went up to the bathroom to "refresh myself". I walked in, turned on the light, went to the toilet, looked down, and the WHOLE fucking condom was wrapped around the base of my cock. "HOLY FUCK" I yelled and thought I woke everyone up. I didn't luckily, but the fucking condom broke and it was the only form of protection we used.
I cleaned up anyway, went back downstairs and sat on the couch, I then told her what happened, she freaked out, and started to cry. She then went upstairs, woke up her mom, told her EVERYTHING that happened. (Her Dad never did find out.)
Then, her mother and her came back downstairs, she was still crying and her mom was hugging her the whole time. For some reason, I couldn't find my clothes, so I was left sitting there until 6:30 in the morning in my underwear while her mother blamed me for everything.
The next day we went to the hospital and she got the "Day after pill" thing. After that, I didn't really think it was a big deal, they were both crying on the way to the hospital, I wanted to tell them to shut the fuck up, that everything was fine and Mr.Day-After-Pill will save the day.
Needless to say, I'm still with her, never used a condom again, she uses the pill only which is nice.
First time ever had sex, and the condom broke, I thought my life was over and god was trying dis-own me. So I joined the adult community with you folks!
