The ti[m]e I lost my virginity to my friends G[F]

This post may be a little long, I have to post some back story for this and all of my following stories to make sense. Skip to the **** if you just want the dirty details.

About me: I’m 6′ 2″, buzzed brown hair, with an average body. I’ve never been muscular, but I’m also not fat, just the average kind of guy. The same thing can be said about my cock, about average. 6.5 inches when hard, I use to shave, but not anymore now that I’m married.

Backstory: Before I went to college, I was completely straight laced. Through high school I never drank, partied, or had sex. I had opportunities to do all of the above but due to some family stuff I had vowed to myself that I would be better than my upbringing. I had girlfriends through highschool that I messed around with, but we never actually had sex. Well, that all changed when I went to college. I decided not to let my family hold me back, and started drinking, partying and messing around more and more.

After awhile I joined the Ultimate Frisbee team, which is where I met Mike. He and I became pretty decent friends, hanging out at parties and studying together. Mike was dating this girl named Lisa who was a short, fit girl. Shoulder length hair, small round ass and perky B cup tits. I always thought she was hot, but she was dating my friend so I never really thought anything of it.

The story: One of my buddies was a TA for an engineering class, and he happened to live in one of the more popular party houses around our campus. He was throwing a party during Christmas break for everyone that had decided to stay on campus instead of going home, and it was an awesome party. I actually bumped into Lisa there and found out she was staying on campus for break. We didn’t really interact at the party, and I just kept drinking.

After a few hours, I was drunk and a group of my friends decided to walk downtown to get some food. I wanted to go, but I wasn’t 21 at the time so they said I had to stay at one of their houses and they would bring me back food. The problem is, I get incredibly bored when I’m drunk and alone, so as soon as they left I pulled out my phone and started texting people.

I messaged a couple of girls I had fooled around with before, and Lisa because I knew I was going to head back to the dorms and her dorm was one floor above mine. I got a response from one of the girls I used to fool around with right away and headed over to her dorm. She was alone and we laid in her bed for awhile watching a movie. I tried to grind up against her, but she told me that she wasn’t feeling it that night and pulled away.

Right around this time Lisa texted me back and said she had just gotten to her dorm from the party, and asked if I wanted to stop by for another drink since her roommate, and Mike were home for break. I ran over to our dorm building, swung by my dorm first and tossed on some athletic shorts and a t shirt then headed up to her dorm. When I knocked, she came to the door wearing a bra and short shorts.

***************

The fun begins: So I go into the dorm, not sure how to react, but trying to stay calm. I ask if I should sit on her bed, or her roommates and she says hers, so I hop up on the bed and sit facing her. Now the bra she has on is clearly a little too big because the cups are sitting away from her chest and I can almost see nipple. When she leans forward to hop on the bed one of her tits pops out of the bra, revealing a small, round, light brown nipple, perky and hard.

Before I can do anything, I notice that I’m half mast in my athletic shorts, and it isn’t something I can hide. Lisa notices as well and tells me it’s ok while she slides her breast back into her bra. Lisa leaned over to her desk at the end of the bed and grabbed a bottle of vodka she had there, and passed it to me. Every time she leaned I could see down her bra, and I was getting more and more aroused.

After we drank and talked for a little while, I had seen enough of her tits that I was rock hard, and drunk enough to not care that she was dating a buddy of mine. I asked if she wanted to take off her bra, to which she replied “what about Mike?”.

I didn’t even hesitate and basically told her that if she was worried about Mike then she should put a shirt on. That didn’t happen. Off came the bra, and the stereotypical conversation followed. “It’s not fair if I take off something and you don’t”. So I took off my pants, and my erect cock sprang out of my boxers as I slid them off.

As soon as I had my pants off, Lisa had her hand on my cock, rubbing the length of my shaft with her fingers. I was so horny that I was dripping precum, and still drunk enough that all I could think about was what was under her shorts. I slid my hand across the bed and along her waistline before slipping into her shorts.

I realized that she wasn’t wearing panties at this point, and my fingers discovered that she was incredibly wet. At this point I couldn’t hold back anymore, and my inhibitions went out the window. I asked if she had any condoms, and Lisa looked at me a little shocked. She knew I was a virgin and asked me if I was sure I wanted to lose it to her. I told her I was sure and went to get a condom from the desk.

When I came back to the bed Lisa had stripped completely naked, revealing her smooth shaved pussy. I remember it being a perfect slit, no lips to speak of, and her legs just spread in front of me. I put the condom on and went to slide into her and missed.

After some guiding, my cock slid inside of her and I started humping, grinding my hips into her. I was new to this part and everything felt amazing, so it wasn’t long before I started to cum, much to Lisa’s disappointment. I apologized as I pulled out, and she gave me a half smirk half scowl.

*************

There is more that happened later this night, and the next day but I will save that for another post!

Source: reddit.com/r/gonewildstories/comments/bmt04q/the_time_i_lost_my_virginity_to_my_friends_gf

6 comments

  1. If it makes you feel better I lost mine to my brother’s gf at the time.

  2. Just remember, and you probably now non-virgin know, it’s ok to cum multiple times. RIP that condom off, play with her bits, reapply new condom and go to town!

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