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I am writing down all my sexual encounters. Some will be short, some will be long: this time its a biggie! Check my profile for more stories.
Me (19M) and S (18F) got accepted to the same college. During the summer, there were a few programs in the new city we were moving to and started to have long chats on the train and having some beers afterwards.
I was deeply lonely inside, and I was 100% looking for a serious relationship. You can guess where this ends: my falling in love, but never really making any move. We exchanged long (I mean long, like 10 paragraphs) messages, she was funny, cute, hot, everything I ever wanted in a girl. We talked about our views, our plans... and in the 9. message she mentioned her boyfriend.
This of course made me sad, but hey, I'm anyway going to the friend zone without really ever hitting on her, but the magnitude of the messages slowly decreased (from my side too). Then, on one weekend, we had one more program in the new city, and we hopped on a train together and a few of her friends. The program was a bar-tour and the train ride and the first few bars doesn't matter, besides she was mentioning that she was together with her boyfriend for 4 years but very recently they broke up.
Remember, I wanted to date this girl, and still I remember the butterflies in my stomach. Maybe finally I will find now someone to love?
A little backstory about me: I was a very average boy who didn't have too much luck or experience with woman yet. I had a girlfriend for a few months whom I fingered a lot and lost my virginity to a random girl (see my prev. post).
I don't recall all details from the last pub, must have been pretty drunk - I have a memory of me putting my hands on her thigh and she was not reacting too much. Now, I was very inexperienced with girls, but I did use my fingers a lot and the next thing I remember is that I am kissing S, and I am robbing her clit through her dress.
She was wearing a dress which ended in a skirt, so after putting my hands inside the skirt I had good access. Again, I don't remember much. Besides my robbing her clit (now directly) and kissing. Eventually, the security guard came and told us that we should move this elsewhere.
S felt really embarrassed and started to argue with the security guard why he is throwing us out, and we didn't do anything, and I was just waiting for it to be over. The guard said look guys, its obvious, and you should enjoy the rest of the night ;)
We didn't really discuss this, but kinda agreed to go to my place. Again, not too much memory...
------ Juicy stuff starts here ------
Next thing I know is that I am home, sitting on the couch and kissing her while grabbing her ass, lifting her skirt up. I started to undress her. She had small, but good shaped boobs (my first girlfriend also had small boobs, I thought I am into it. S did have more round boobs - in reality I know now, I am not into small boobs, I am into boobs).
There I am, now also completely naked, laying on the couch on my back and there is the crush, the coolest and nicest girl I've ever met sitting next to me. There was one problem though: I had to pee a little and I didn't know if I will be erect like this and i also didn't know that it is OK to take a pause and take a piss and wash your dick (being 19...).
So I told her that I am more looking for a girlfriend and not really a one-time fuck, which she ignored and was slowly moving her finger from my chest to my belly. So, me looking for a girlfriend said: if you can get it up we can fuck, but I would prefer if we would date and fuck later in a relationship.
Without hesitation, she grabbed my dick, put a bit of spit on it and slowly started to jerk me off. I was hard in 3 seconds :) She must've been wet, because as soon as I was hard, she pushed me on my back and started to sit on me.
I was soooo glad I didn't ejaculate into her immediately! She was tight and loose in the same time, and I really took the moment in: the hottest girl I've ever met is now riding my dick. She kept going, and I started to feel like the orgasm building up, so I got her up with my hands, put her on her back, with one motion opened her legs and put my dick in her. I was kissing her while fucking her in missionary, but sometimes taking time to just watch her. I remember how much I enjoyed that if I changed my pace or did a stronger motion with my dick, then I could see the reaction on her face.
At this point, this was the first time that I was fucking someone for more than a min, and I was in a new territory - the 11 beers I had that they dulled my senses and helped me to get going for a bit longer (this I miss from being 19 - today I couldn't fuck Jennifer Aniston after 11 beers). I played around with decreasing my speed, using smaller and bigger pushes and what was the hottest is that I saw she really enjoys it.
I put my elbows around her face, looked into her eyes and put my dick in as much as I could, and I left it there for a few seconds. Then, I moved it out and moved it back in with one, swift motion. There was a moan of pleasure from her, and she said: faster, so I did it faster. Always trying to go as deep as her pussy let me, increasing pace as much as I could. She moved her hands down to my ass, squized it and started to help in the push. This was too much to bear and I felt that I am cumming into her - it was multiple strokes, still doing one small motion with my dick, each time a bit of cum coming out. I was out of energy, I left my elbows to lose focus and I collapsed on her. I didnt move, I let my dick go softer while still being inside of her.
Eventually, we got up and started to chat about something. I've put some music on (went to pee!!) and I just enjoyed having a freshly fucked nude girl around.I could feel that she wants more, but I needed time to recover. She told me that she is "not that type of girl" and I am only her second boy to fuck. I guess she was still sad because of the breakup and I was at the right time in the right place.
After 20-30 mins, I felt that my dick is reacting a bit and told her that there is something she could do with her mouth that could speed up the process... she told me that she is not really into it. I started to play around her thigh and getting closer to her pussy, feeling how wet she was (and feeling my cum to slowly come out of her... man it was hot). I think she got inpatient and then hush, my her mouth around my dick.
Now, back then I had zero clue what she did: it took around 30 sec but it was the pleasure I've ever experienced. She pulled my dick back, put her lips around it and then started to move her mouth deeper... then my dick reached her through and she moved her hed a bit left/right, applying some pressure with her throat. Needless to say after 2 sec my dick was as hard as it get can get. Once she noticed, she jumped up and I was being rode again.
The second time wasnt as memorable, we never switched pose, she was dictating the tempo and I finished inside her after 10 mins. She laid next to me in the bed and we fall asleep.
Next day we were waking up around the same time. After cleaning up a bit we were just laying on the couch (i didn't have a bed back then!). I had an idea: I know how much she liked and put on The Sound of Silence from Simon & Garfunkel and put my hand on her thigh and slowly moved my hands to her pussy. She was already a bit wet, I played around with my fingers and once she was wet enough I started to fuck her in missionary.
This time I kept it slow. Simon & Garfunkel slowly singing in the background dictated the tempo, and I was kissing her most of the time. I wanted it to be more of an emotional feeling. She asked me during how did I know to put this music and as I pushed my dick inside her I said: "you told me and I listen to you". We were around the 8. track when I felt this was enough, increased the pace and I creampied here again.
We had a similar night 1-2 weeks later, but when I said I would want to have a relationship she said she is not ready for one and blew me off. I was devastated - I was madly in love with her by now. I think she was a bit embarrassed and never admitted to her friends we fucked, but would have been OK fucking in secret at my place, but I tried to push for the relationship too hard.
This was not the first time I was rejected but getting rejected after fucking her felt a lot better. I remember giving this advice to my female friends later on when they were being afraid that they will hurt a boy's feelings with friend zone to fuck them once, as being friend zoned/rejected after sex is a 100 times more manageable than without.
Stay tuned for #3!
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