Where it happened: School
Langauge: English
Sex: Female
Rating: 5
Category: Straight
My first orgasm happened when I was about 13. My best friend and I had quite a wait after school for her mother to come pick us up, so just about everyday we would go behind the school with these 2 guys and would play truth or dare. Over the course of several months, the dares escalated to the best day of my life. You know… it started out innocently enough, but over time, it escalated from “I dare you to put your hand under her shirt, over her bra”… then eventually, I dare you to put your hand under her shirt UNDER her bra, etc etc. I always loved it. Double dares escalated from, “french kiss her for 30 seconds with your hand inside her jeans, over her panties” to “open her bra and kiss her chest for 30 seconds with your hand inside her panties”.
Although I didn’t really realize it at the time, nor had I ever played with myself before, I was in a constant state of arousal for months on end. Even in the middle of the day, and for no apparent reason, I would go to the bathroom to find my panties wet. It never occurred to me though to touch myself.
Eventually we got bolder. The double dares turned into, “put your hand down his pants and put your hand around his thing for 30 seconds while he puts his finger in you”. Most of the time we would go over 30 seconds, and I would let him tongue my nipples as the same time even though it wasn’t part of the dare. I’ve played with my clit so many times over the years remembering how good his warm cock felt in my hand with his finger inside me and him kissing my nipple. (that’s another story).
Now that you get the picture, it finally happened. I don’t know how many times I had had my hand around his cock by then, or how many times he had fingered my pussy while kissing me, but it had never been enough. Only seconds at a time. I knew how much I loved it, but didn’t realize there was so much more to it. Heck, I didn’t even know that orgasms existed back then.
I didn’t really know the proper terms back then, but I made a HUGE double dare for my friend. I dared her to take his thing out all the way (the guy she liked) and stroke it until he got wet while he put his finger inside her. I don’t know if they did it or not, but they were sure back fast.
We had secretly been talking to each other about what we wanted each other to dare the other to do, but I really upped the ante on her. She was in shock, but it didn’t last long and she really got me back!! After they were done, she dared me to take his thing out (the guy I liked), touch the tip to my thing and stroke it until he got wet, WHILE, he kissed my bare nipples. Ummmmmmm. I was a little scared, but we had been touching each other just about every day for months now so it’s wasn’t that big of a deal.
So there we are. His hands are undoing my bra as we kiss, my shirt is half way up as he moves down to tongue my nipples… I undo my jeans and slide them and my panties down just enough to expose my pussy… then I undo his jeans. I’ve had my hand around his cock many times, but this is the first time I’ve actually looked at it. I wrap my hand around it and pull it out… the tip brushes against my tummy and it’s really warm… He keeps kissing my nipples, but his hands slide down me and his hands lower my jeans even more and cup my butt. He’s never done that before and it feels really good.
So the moment of truth! I move his thing lower and put the tip right between my legs. OMG!!! As soon has the tip touches my clit, I know I’m done for!! It’s soooo warm and soft!! I can tell he likes it too because he starts sucking my nipple really hard (that’s also when I found out that my nipples and my pussy are directly connected LOL)! I hold the tip right on my clit and start stroking his cock on me. Immediately I’m wetter than I’ve ever been before and can feel it starting to drip down between my legs. I wasn’t really “stroking” his cock so much as using it side to side, then up and down around my clit. My hips started moving and trying to push back harder on him. I think I might have scared him. I heard him say.. “it’s wet now”, but I wasn’t about ready to stop and only said, “NOoooo”.
The next while was just a blur to me. I had the head of his cock locked up against my clit and my hand was rubbing him like crazy!! In just half a second my pussy started to spasm, my belly locked up and I felt tingly and dizzy all over!! Now I know I was cumming, but at the time, I had no idea what was happening. It was the best feeling in the world and I could have died on the spot!! Then.. it got better!! lol I wasn’t even thinking… nature must have just taken it’s course. Halfway though the strongest orgasm I’ve ever had in my life, my hips just moved up all on their own, took the head of his cock in my pussy and felt him just as he started to cum which set me off all over again!! I’m surprised my pussy didn’t break the head off inside me. When I felt him cumming in me I think I must have passed out. It was quite a sight when I came to. He was holding me up against the wall. I looked down and saw how wet and red my nipples where, then looking further, I saw his cock inside me and without even moving I came on him again. I know he could feel it… he groaned a little bit and pushed it inside me a little more.. or.. I pushed back to get him deeper.. I don’t remember. We stayed like that for a while. I kept trying to push back harder to get more of it inside me. I don’t think we ever got more than half of it in, but he did cum in me one more time. It was AMAZING!! You could feel every single burst and made me cum on him again. The worst thing in the world was went we had to take it out… even though we never planned on it in the first place. Years later, I still wish he was inside me.
It hurt like crazy afterward, but I’ll never forget the ride home that day. lol My friends mom is asking us about our day that day and there I sit with cum leaking out of my pussy and soaked panties. lol It was the best feeling in the world, although it made me a little sad. I was only 13 at the time, and not very wise to the world, but I hated it that I couldn’t think of any way to keep his cum in me.
Afterward it was kind of funny. Even until we were in high school we used to play a game to see who could keep a straight face. If only our friends knew how many parties we were at together with me sitting on his lap with him inside me for hours and hours on end!! Just to win, I would reach under my skirt and tease my clit until I came on him. He ALWAYS cums in me when I cum. It’s amazing!
To this day, I always cum the hardest using a guys cock to masturbate my clit, then let him slide inside me while I’m cumming and feel him shoot in me. I’ll never forget that guy. I would have married him and almost wish we would have gotten pregnant that day.
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