This happened on a seemingly normal weekend night of teenage drinking when I was in high school. I’ll give some set up to the story and add some **** when the sexy parts start.
I was hanging out with my friends, drinking at a park (sketchy I know, but we had no where else to go). One of my best friends brought his friend who I had only briefly met once before, Nicole. Nicole was a very attractive girl. She had very long black curly hair and a cute smile. She was also curvy with massive DD breasts and a very squeezable, full ass.
The night progressed as any normal high school drinking nights went, we drank cheap booze and tried not to be too loud in the park near my house. One person got way to drunk and passed out on a bench. Normal stuff. Anyway, near the park was a pretty good pizza place that a couple of my friends wanted to go to to get some food. I went with them, and Nicole came along.
At this point in my life, I had zero game. I wasn’t even thinking of trying to hit on Nicole, much less having sex with her when we walked into the pizza place. But luckily for me, it was finally going to be my night. We get our food and sit down. Theres 4 of us, with me and Nicole sitting across from each other at the table. We are all pretty drunk at this point, and for some reason or another, Nicole starts complaining about some guy that she had liked but who had stopped talking to her.
In my drunken mind, I finally saw an opportunity to make my move. I said something along the lines of, “Wow, if I were him I totally would have been into it. He’s an idiot,” (just call me Casinova). At this, she started smiling at me. She reached across the table and grabbed my hand and said thanks. The conversation continued, but with her still holding onto my hand across the table. This was about as much contact as I had had with a girl up to this point.
My other friends and Nicole started talking about some of the things they had done with partners before (Nicole was apparently very experienced with everything shy of actual vaginal sex, which of course just got me more and more into her). Its at this point that my friend blurts out that I had never kissed a girl before. I was pretty pissed about it in the moment. My face turned that special shade of red that only seems to materialize when you are so embarrassed the you just kinda wanna die. This quickly faded however, as Nicole gave me a smirk and leaned across the table and gave me a peck on the lips. She pulled back and smiled at me, then leaned in again, giving me another kiss, this one a bit more deep, still no tongue, but a fuller kiss nonetheless. “There, now you’ve kissed a girl,” she said with a smile as she sat back down.
My two other friends made annoying high school giggling and laughing sounds and left the pizza place to, “give us more privacy,” as if a public restaurant could get private. We laughed it off and Nicole and I left the pizza place, planning on heading back to the park, hand in hand.
*****************
As we left the pizzeria, we only made it a short distance from the door when Nicole leaned back against a large concrete pillar and pulled me into her. She immediately started kissing me deeply, moving her tongue into my mouth and rubbing her body against mine. This was my first time making out with someone, so I was just trying to keep up and follow her lead as best as I could. Its important to note here that we were very much in public doing this. The pizzeria was located in a small strip mall with five other shops lined up together and a few large concrete pillars holding up an awning that went across the shop fronts. We were leaned up against a pillar that was only 10 feet or so from the entrance to a very busy chinese restaurant.
Neither of us seemed to notice or care though as we continued to frantically make out with each other. I couldn’t believe what was happening (something that would remain a theme for the night). At first my hands remained on her hips but as the kissing went on and she was moving her body against mine, I started letting my hands wander up until I was squeezing my first set of tits ever, and what a set they were. Nicole was wearing a sweater and her incredible DD breasts easily filled it out. As I groped at her chest, I felt her hand move down my waist and come around until it was resting on my crotch. She started squeezing my now extremely erect cock through my pants and moaning into my mouth as I squeezed her tits.
At some point during our frantic make out session, she broke away from me and asked, “if she could see it.” I was shocked and a bit nervous, but there was nothing in the world that was going to get me to say no to this girl. She fumbled with my jeans for a moment and then pulled my throbbing cock out of my pants and held it in her hand.
Looking back this was ludicrous. We were basically standing in a relatively busy parking lot making out, now with my dick totally out of my pants, but my God was it hot. She held it for a second or 2 then looked up at me and told me she wanted a bit more privacy. I agreed and put myself away and we started walking towards my house, which was only a couple blocks away.
While doing this, we passed behind a strip club that was next to that strip mall we had been making out in. This area was much darker and only next to a few parked car, not main entrances. Apparently this is what she meant cause she again pulled me into her and started franticly making out with me. Her back was to the wall of the building behind the strip club. About ten feet to my right was a dumpster (romantic I know), and to my left were some parked cars.
We began kissing again, I groped at her chest again, this time she told me I could feel under her bra, an offer I immediately jumped at. I slid my hands into her sweater and pushed them further up until I had slipped them under her tight bra and was finally able to squeeze her amazing breasts somewhat unencumbered.
Nicole again fumbled with my jeans, taking my cock out of my pants and began stroking me. Then she took me by surprise when she dropped to her knees and began licking my cock. I, again, could not believe what was happening. About 20 minutes before this I had had my first kiss, and now my cock was being licked and kissed. I was in heaven. By the time she finally took my cock fully into her mouth I was practically begging for it. She started by slowly moving her head up and down on my cock, getting it nice and wet while sucking me off. Every now and then she would pull her mouth off my cock and stroke me while telling me how much she wanted to taste my cum. This kept up for a few heavily minutes before I suggested that we go back to my house. Something about standing up in that parking lot while getting my cocked sucked right next to cars that I was sure people would be coming back to any second made me nervous (I was such a pussy). She agreed and I once again put myself away.
We quickly walked the 2 blocks back to my house and when we walked in the front door, I was extremely glad to see that my father was asleep on the couch. No need to explain the strange girl I brought home or hope that we would be allowed in my room. Just headed straight upstairs. Once we got to my room, I told her to get comfortable and I went to the bathroom. I had hopes of where this would go so I went into my hall closet and began digging through it for a box of condoms that I know my parents had forgotten about in there (I was desperate and not well prepared.) I did find one, so I snuck it into my pocket and went back into my room.
When I opened the door, I saw that she was under my covers up to her neck and that the only other park of her that I could see was her hand that was holding her pants over the edge of my bed. When She saw me, she smiled and dropped her pants on the floor. I immediately started moving towards the bed, taking off my shirt and pants along the way. Thats when I saw her sweater and bra were also lying on the floor. When I pulled back the covers I saw that she was completely naked under there. I climbed into bed with her, and we again began making out. I was grabbing her large breasts and she was stroking my cock.
I moved my hand down to her crotch and began touching her extremely wet pussy in ways that I hoped felt good for her. Thats when she asked me to go down on her. I had obviously never done this before but I was certainly eager to learn. I moved down her body and positioned my face between her legs. Thats when she began giving me instructions on what to do. I was very grateful for this. She told me exactly how I should lick her clit and how I should move one finger, then 2 into her and how to move them around while inside of her. I was very much enjoying myself, and from the sound of it she was too.
After a little while of my exploring her soaked pussy with my tongue, she asked if I had a condom. Jackpot. I told her I did and pulled it out of my jeans pocket. While she was way more sexually experienced than I was, she had said earlier in the night that she was still a virgin, so I was surprised that the night had moved to this point, but I was definitely not going to complain.
I fumbled with the condom wrapper before finally getting it out and sliding it onto my cock. I positioned myself between her legs and tried to line myself up. She reached down and took hold of my cock and gently guided it into her pussy. We moved very slow at first, but eventually built up a normal rhythm. I was in paradise. I couldn’t believe that I was actually having sex when I had just had my first kiss barely an hour ago. I loved watching her tits move as I slowly moved in and out of her. The soft moans she made drove me crazy.
I want to say that we fucked forever and I had an incredible orgasm but thats not what happened. After a few minutes, she asked me to stop because it hurt. I’m not an extremely well endowed person or anything, think just the sensation of having a full cock inside of her was a bit too much at the moment. I stopped and we laid together for a bit until she realized that she had to get home. We quickly dressed and I walked her home, surprised to find out that she was only a 5 minute walk from my house. As I got her to the door, she turned and kissed me again. Then she whispered into my ear, “I never did get to taste your cum. We’ll have to do this again.”
Source: reddit.com/r/gonewildstories/comments/8xtu1n/the_night_i_had_my_first_kiss_and_lost_my
Did you do this again then?
Upvoting for realism