Losing my virginity was probably one the most j retesting experiences of my life. I knew this girl. She was a grade ahead of me and she had a huge crush on me. Mostly because she was butt ugly and I was the only guy to ever show any interest (14 y.o. is a horny time). So we actually became a couple but I totally blew her off because I just wanted to see if I could a girl to like me (I'm not exactly Ryan Gosling). So we kind of grew apart, but my sophomore year we became really good friends. Like hangout at lunch and then chat everyday after school on AIM. So anyway one day I get really drunk after school with some friends (I was a bad kid, if you're a parent pray your kid isn't like me) and met up with her. I was so fucking drunk I just slipped my hands straight into her pants (right in front of her locker) and whisper that I want to fuck her. She tells me I'm drunk and that I'm just saying that. Keep in mind I'd never even kissed a girl before. So I sober up a little and message her on AIM and tell her I want to fuck. And she's like 'Ok. When?' So I'm like 'Tomorrow.' She's like 'Ok, get a condom'. And I was like 'i don't know. I don't think they'll sell me one.' So I suggest we try anal because nobody wants a baby. Now remember this girl is super sheltered, ugly and super desperate. So she says ok. I tell her to bring Vaseline.

So we.meet up the next day at the abandoned church across from school. We make out a little and then I start taking off her pants. In my mind I'm like 'Holy shit. I'm about to anal fuck. My 15 year old porn fantasy is about to come true!' So I pull down her panties lube up my dick )I rawdogged, can't use a condom+Vaseline) and then I get some to lube up her butt hole. And as I'm about to go in I feel the softest, hairiest thickest butt hole bush I've ever seen. It was like trying to lube up a bag of cotton balls.

So I push through and I'm finally about to enter. I get in and start pumping my hips back and forth. 3 minutes later I'm about to bust. I pull my dick out and there is just nastiest amalgamation of Vaseline, dick cheese and anal smegma resting right beneath the head of my dick. I nut on her back quickly pull up my boxers and pants. I turn her around and she has a single tear rolling down her face from the pain of taking my dick up her ass. All I could think of Tupac's line in Thugz Mansion "No man alive has ever witnessed struggles I survived Prayin hard for better days, promise to hold on" after wiping that nastiness off into my boxers and then waiting for my mom to come pick me up.