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Disclaimer: I had some sexual activity with around 20 woman in my life. I plan to write down as a series - this is #1. Don't hesitate to give feedback!
had some luck with girls and had a semi-decent sex life and I plan to share it with you. This is the very first time, its 100% real, with the awkardness of being 18 included. Throwaway for obvious reasons, but I plan to write down my experience with the 20 woman I had the chance to explore.
I (18M) was living in the countryside in relatively small town and was being 18 at the time. I was still a virgin (which I was really shy about, I thought all my friends are doing it for years). I already had my first love, but we broke up before having sex (thinking back, going through the pain of first love without losing your virginity is a bad deal. Earned some practice with my hands though).
I wasn't an awkward kid, but I wasnt the center of the discussions - just an average dude who tipically went with the flow. We have been going to some partys and doing some drugs (mainly speed) which I liked because it made me more loose and more brave.
We went to this party where the local very famous DJ band was playing and I had a good portion of speed with me. The party was OK and thanks to the drugs I was dancing with some girls. There was one, lets call here E whom we started to make out in the party after some dancing and grinding (this was a big deal - didnt make out with a lot of girls yet).
E (18F) was a tipical shy girl who felt that all her girlfriends have boyfriends now and wasnt used to getting any attention from boys. Eventually we made it out of the party and were kissing and doing 2nd base in the park nearby, when I told her that we should call a cab and go back to my place. At that point she admitted that she is a virgin and she cant lose it tonight. I acted like I am a lot more experienced and told her that it's ok, she can still come to my place and I understand the virginity part - which worked.
Eventually we made it back to my place and started to kiss and our hands explore each others body. I had three problems:
- I was still on speed and I knew that there is no way for me to get an erection for quite some time
- the girl didnt want to have actual sex
- i was only kinda knowing what i am doing
I put my hands to her stomach and started to move my hands up a bit, with every movement going 1 cm closert to her boobs. We were still making out like anything and I tried to keep that very enthusiastic to keep the momentum. Eventually I reached her boobs and tried to put my hands inside her braw and I felt her nipples. I wanted to soflty pinch it softly, but I didnt dare and I more kept it in the middle of my hands and started to move my hand. A soft sigh was my reward.
This gave me enough bravery to start to put my other hand to her trouser and slowly started to go down, going closer to her pussy (remember we were still fully dressed). When it reached her pussy I felt that she is wet like anything and I put one of my finger over her pussy.
She stopped and looked me in the eye and said that she really doenst want to lose her virginity today. I told her (knowing that anyway my dick is not working) that this night is all about her and we can take care of me later while softly moving her panties away and putting one of my fingers inside her pussy. (this is something I have done before - so had some clue on what she would enjoy).
As she gave in, I moved my hands out of her braw and started to remove her pants to give me more access. I kept kissing her while I put one finger in and started to do some circular motion and she started to breathe really heavily. Then I switched to having two fingers.
I have no idea if she came or not, remember, I was a clueless boy. Eventually we stopped (I hope she came) and fall asleep. Anyways, next day she was really happy (I imagine it was a first time for her to wake up next to a boy she liked) and was resting her head on my chest. She said that she appreciates how much of a gentleman I was and this is not something that should go unrewarded. She had to go home, but she promised to be back in the evening.
(One post should be one encounter - the thing is, in my head this is one encounter, just happened on two sequantial days..).
We kept chatting over the day and I was wondering if she is girlfriend material or not, I didnt really think too much into it. She did say that she will come over to my place to watch a movie (yeah sure..). Around 6pm, she did arrive and we were joking about something while we were walking to my room (lucky parents were away the weekend).
She did come some plan: as soon as we reached the bed she pushed me onto it and started to remove my trousers. Then removed my boxers too and she looked into my eyes and then put her mouth aruond my dick.
Now this is a moment I clearly remember, because I was acknowledging that this is the first blowjob I had in my life. She did it a bit awkardly, wasnt careful enough in pulling back the tip and she used teeth and no hands. I was wondering if this is how a BJ feels like and its not as a big deal as I thought it would be (if E could blow as my wife can blow me now I would be gone in 3 sec...).
So from feeling perspective, it was pleasent but OK, it didnt feel like it is getting me closer to cum but I really enjoyed the view of a girls head going up and down on my dick so I faked having some deeper breaths to give her some motivation. Still using teeth, the experience was mixed, but hell, it was her first time too and I wasnt brave enough to give feedback.
Eventually I stopped her and started to make out with her while slowly removing her cloths too. Soon enough we were fully naked, grinding my hard dick to her body while having both of my hands on her boobs.
My dick was pressed to her thigh and were moving up and down a bit and I was thinking: maybe this is the opportunity. I knew I should use protection, but I was thinking that I put it in just for a sec to feel like and then we can use a condom or something. The decision was followed with an action and I positioned myself in a way that her the tip of my penis was at her (soaking wet) pussy (my god I was really hoping that I find the hole). Then I slowly started to push it in.
It was a great plan - the only thing didnt work out was that my dick was around half in when I had the greatest orgasm of my life yet and I creampied her with the first half motion. This was awkward, because she was still a virgin.
E was looking at me with questionmark on her face but I had no choise but to move my dick out as it was getting softer. We were chatting if she can get pregnant while being a virgin, I imagined yes and felt really embarassed.
After around 20 mins, I felt my dick getting somewhat hard again and we did it again. This time I was focusing on taking her virginity and didnt care at all about my own pleasure (still enjoyed it tho!). Eventually I succeeded (benefit of the first time that we didnt need a condom this time either..).
While resting on my chest she asked what type of relationship I had in my mind for us and I said more a casual type (this is one of my regrets. If nothing else, I should've dated the girl for a few months to explore the woman body and learn to fuck properly). She wasnt very pleased and said she will go and take a shower cleaning herself up. I offered to help but she said its better to be done alone.
We agreed to split the cost of the afterpill and departed. I knew I hurt her feelings a lot, but I was a stupid 18 year old guy doing stupid things.
For some reason, she did message me 2 weeks later and she came over to watch a movie again. She didnt want to fuck, but blew me a bit and then jerked me off. I havent talked to her since.
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