Aug 092015

So my best friend had been getting popular in school and was being a dick towards me so we started to go down different paths mine involved emo type stuff and lots of pot (not a very emo drug but whatever)is was sitting with the richest and coolest kids in school so in a last ditch effort he got his friends to let me sit with them they kinda liked me a few were assholes but then came the subject of fighting so we!we’re laughing and saying who would win in a fight when someone suggested us in a fight I just tried to play it off like “I bet either of us could win” but he refused and stated he would beat me down no problem so eventually things got heated and he said I was a weak pussy with slutty cousins that he banged Daily (I care dearly for family) so I punched him in the face (he fell over into a table) and ran to the roof of the school but his little sister followed me she got angry screamed in my face (she’s like a little sister to me) and I yelled back then she kissed a very surprised me and I kisses back then I held her against a wall and she pulled her panties down under her skirt and I dropped my pants and moved between her legs which she wrapped around me and penetrated her she cried out in pain when her hymen broke I was groaning from how wet her pussy was she eventually told me to continue I did and while she moaned out obscenities I built up a rythem and she cried for at the top of her lungs I missed in her overflowing her to as my semen dripped onto the roof she and I still are in a relationship and her brother knows and hates me. Sorry for the length of this and that’s my story

  • Name: Aaron
  • Gender: Male
  • Age of Virginity Loss: 16
  • Current Age: 17
  • How would you categorize your story?: Immature
  • Country: USA
May 252015

It was the summer between my senior year and freshman year of college. A friend of mine was throwing a party to celebrate her graduation. I was socializing and I met my friends older sister named Annie who was home from college. We started talking for a bit and turns out we had the same taste in music. We went up to her room to listen to some songs. It wasn’t long before we were making out and feeling each other up. Things started getting more intense, and I wanted to see how far shed let me go. We pretty much had most of our clothes off. I laid her on her bed and I got on top. She wrapped her legs around me and before I knew it we were having sex. She was so hot and amazing in bed. I told her I was gunna cum (I didn’t have a condom on) and she just said go ahead. I was so turned on I completely unloaded in her. It was incredible. We went downstairs and people were high-fiving me and her sister started yelling at us. I could tell Annie was embarrassed and I left not long after. We hooked up a few more times that summer before I left for school.

  • Name: Brian
  • Gender: Male
  • Age of Virginity Loss: 18
  • Current Age: 25
  • How would you categorize your story?: Awesome
  • Country: USA