[M]y [F]irst time was a big disapointment

This is not a story with crazy and wild sex but the real story of my first time ever sleeping with a girl. But i thought it would be at least interesting to write something different. I never really had a clue what to do when it came to girls when i was younger, a mix of no experience and being a tad socially awkward . High school went by without me having kissed a girl, let alone have sex. But as i got older i got more confident which was probably helped by me starting to working out and lifting weights. I’m more of a late bloomer when it comes to sex.

Lets call her Megan, we met online and started texting. I thought she would have been out of my league but we got along well and continued texting and getting to know each other. I could make her laugh and i guess she thought i was an interesting person. An oportunity arose when my parents went on holiday and i had the whole house to myself for a week. I scraped up the courage and asked Megan to meet up and she said yes. She started calling it a date instead of a meet so things were going well. We also talked about relationships and sex, i told her i never had sex before so she was aware of that. She was a lot more experienced than me. I felt like we knew each other pretty well before meeting up.

I picked her up and we did some groceries before going home to cook our dinner. Its always a surprise what people will look like when meeting someone you met online. Megan was shorter than i expected, 5″7′, she had a nice sporty build. I noticed when we were walking side by side that her legs were as long as mine eventho she was a lot shorter than me. Her long blonde hair in an Ariana Grande like ponytail and had provocative blue eyes. She was a few months older than me, i was 19 turning 20 in two months.

Our date was going well and the food we made was very tasty. By the way she looked at me i knew i had to make a move, but how, when, what, where. These were uncharted waters for me. I had kissed a girl before on a night out but that was it. After dinner we watched a movie, she sat as close to me as possible without sitting on my lap. I started thinking to myself what if she doesnt.. Fuck it, i just had to go for it. “We should do something more exciting than watch a movie” and i leaned over to her to kiss. Thank god, she kissed me back. She moved to my lap to make the kissing more comfortable for both of us. I started feeling her body and slid my hand under her shirt. Her boobs were a modest b size they were the first i ever got to touch. But they were the best boobs in the world at that moment, so soft, amazing. At this point i litteraly felt like i was on top of the world with the adrenaline and hormones rushing through my body. She could probably feel me getting hard in my pants. I said we should go to my bedroom to continue. I lifted her up and put her over my should and walked upstairs to my bedroom.

We laid on the bed and stripped off our remaining cloths. I laid beside her kissing and started playing with her pussy lips. She started to moan after i had found her clit and she could feel my hard dick against her leg. She told me she was on birth control and we didnt need condoms because she trusted me because it was my first time. So this was the big moment, time to finally use my penis what it is made for. But as i moved in between her legs by boner had gone. What the fuck, i was in bed with a hot girl and finally had the chance to get laid but couldnt get it up now? To this day this is perhaps the biggest disapointment i have ever had. Finally the moment was there for me to have sex and my body didnt function as it should. Was the tension too much? Luckily Megan didnt make a big deal out of it, at least i could still eat her out also a first for me. She was very responsive to clit stimulation and came after i went down on her for a good while. She wanted to return the favor and give me a blowjob, but still couldnt get it up. Even tried a different possition after that but still fuckig nothing. At this moment i wasnt disapointed anymore but just pissed at myself. I blew my chance of finally getting laid.

But life is all about second chances, we texted the next day and planned a second date in 2 weeks time. I wasnt letting the same happen again. I jerked off right before the first date, thats what you are supposed to do right? But the second time i decided not to do so for a few days before our date. When we got back to her place it wasnt long before she was pressed up again the wall with me kissing her. When we got the bed we were both already half naked. She took off my pants “You are impressive when you are hard” she said. There was a very playfull atmosphere which i really enjoyed. We joked around and she said “You are not going to last more than a minute when you are inside me”. She laid on her back with her legs back when went in with my throbbing dick. I was rock hard at this point and that didnt change luckily. Being inside her felt different from what i imagined it would feel like. I already felt a minute was going to be challenge, with her pussy giving me a warm wet embrace. Turns out she was right, it was probably a minute before i blew my big load which had been saved up for 2 days inside her. We both laughed about it. I could see my cum that i had blown inside her slowly drip out again.

I had just lost my v-card but these were now also uncharted waters, go for a second time? Megan answered that for me by starting to suck my dick and she made me hard again. So a second round now and more than a minute hopefully. I came but she didnt yet. She got on top of me and started riding me. I wanted to try out different possition with her, perhaps i was a bit too eager to try out different possitions and we switched it up quickly a couple of times. I had no idea what i was doing but just went along with it. But i did managed to make her cum albeit with a bit of hulp from herself, playing with her own clit while i fucked her. For me that was one of the best moments of the day, seeing her body under me trembeling. After that it didnt take much for her to make me cum in her mouth. She swallowed. Afterwards we laid naked in bed, my arm around her and her head on my chest. Her hair smelled nice.

Source: reddit.com/r/gonewildstories/comments/blx2b9/my_first_time_was_a_big_disapointment

2 comments

  1. You put her over your shoulder to carry her to your bed?! For your first time?

    Dude you’re fucking killing it!

    Also: congrats on popping your cherry.

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