My boyfriend and I have been dating for about 9 months. We hang out at least twice a week. Whenever we hangout we spend most of out time cuddling, kissing and talking.
Before I continue, I should tell you a bit about him. He is a virgin and I’m not. I’ve only have had sex once when I was in highschool(The guy went in and pulled out immediately, but I didn’t really feel it, so it doesnt count :p ). He is shy when he’s in public but he’s very sweet and the nicest guy I’ve ever met. He’s always there for me. He’s little nerdy. Whenever we get really intimate he backs off a little. For example, last month we were spooning(Cuddling, no penetration) and I got really close to him but he pushed himself back a little. Whenever he touches my butt by accident, he always says that he’s sorry.
So on to my sex story
I messaged him saying that my parents were gone for the weekend and that he should come over. Long story short he came over and we started watching some movies. We then started making out. I started to undress myself and he stopped me. He asked “Are you sure this is ok?” I said “Just let it happen” and continued to kiss him. I was really horny and I really wanted to have sex with him. As I’m kissing him, I could feel his breathing increase. Next think I know, He and I are naked, and he is on top of me, but he hasn’t penetrated me yet. I was expecting him to as were kissing but he stopped kissing me. I looked at him and I could tell and he was really *really* nervous. His cheeks are bright red and his breathing was very fast. He was also shaking a good bit. After about 10 seconds of looking at me he says:
>Him:So, um how are you?
>Me: I’m pretty good, yourself?
>Him: Im pretty good, ummm……. Sooooo
>Me: yea
We both laughed
>Him: Sooo…uuummm can I uuuhhhhh… You know….
>Me: Yes, you can
>Him: Ok, well here goes nothing
After hesitating for a few seconds, he finally penetrates me. He started to move back and forth and I moaned. When I moaned he started to freak out:
>Him: Oh crap, am I hurting you? Ill pull out
I instinctively wrapped my legs around his thighs
>Me:”NO! Im fine, just, just keep going!”.
>Him: Are you sure
>Me: JUST FUCK ME!
He continued and After about 10 seconds I felt his penis twitched and a nice warm feeling spreading inside me. Needless to say, it felt really good. He pulled out and started to panic.
>Him: Oh, shit! Oh, shit! I’m really sorry for cumming in you. It just felt so good.Oh shit, I’m really sorry.
>Me: It’s fine, why are you panicking?
>Him: Because, you could get pregnant, I’m not ready to be a father. Im not ready to have a kid. I don’t want any.
>Me: Its ok if you cum inside me. There’s no way I can get pregnant.
I explained to him that I am infertile and that it would impossible for me to have kids. Its because of my mother. She made several decisions while she was pregnant with me that, among other things, made me infertile. I reassured him that I enjoyed him cumming in me.
We got back in bed and we started to cuddle with me on his chest and he become very tense, then relaxed. He asked me then
>Did we just have sex?
>Me: Yup. How does it feel to finally have your cherry popped?
His face turned bright red.He was blushing, a lot. We cuddled a little tighter
After a few minutes or so he asked:
>Him: Lauren, Are you peeing on me?
>Me: *(confused)* No I’m not.
>Him: Are you sure?
>Me: I think I would know if I was peeing, Why do you ask?
>Him: Because, Im feeling something wet running down my leg.
I ran my fingers where my vagina was and it turned out it was his cum that was leaking out from inside me onto his leg. I scooped some on my fingers and I pulled out my hand in front of his face and said “It was just your cum, silly.” I then put it in my mouth and he gave me a deer in the headlights look, and his mouth was wide open. I could see the smoke coming out of his ear haha. Told him that I was going to the bathroom to clean up, as I got up. he grabbed my arm and asked if we could cuddle for a bit longer. We then feel asleep.
The next morning we woke up to his mother calling. She wanted to see how he was doing. I decided to mess with him while he was talking to her, so I started nibbling on his ear while jerking him off. Like when we had sex., his breathing become very shallow and fast. It seemed like it took 101% of his concentration to keep his voice from cracking and seem like he was getting jerked off. I heard his mother ask, “Son, are you ok?” He said, “Yea, im good, im just ahh, um playing a video game and its really frustrating”. Just as he said that he looked at me and mouthed “stop, its my mom” I smiled, stuck my tongue out at him(like kids do), and jerked him harder. After he got off the phone we spooned while we watched some youtube videos.
I get wet whenever I think back to it.
Source: reddit.com/r/gonewildstories/comments/5bqqqr/i_f_had_sex_with_my_shy_boyfriendm_and_his
Damn I know it’s fake but the girl acted like an amazing gf, she was pretty funny and comprehensive towards the guy’s inexperience. That was one of the cutest things I’ve read on reddit.
Great story! I hope you teach him everything :-‘)
Wow, looked at ur submitted history… YOU DO IT! lol
>Him: Are you sure
>Me: JUST FUCK ME!
Upvoting for this alone
Best girlfriend ever
This is adorable, and given your history, lovely~ Glad you finally were able to pierce his sexuality ;P Teach him how to please a woman and ride the waves!
fun story