Where it happened: At a friend's house
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I fell in love with her the first time I laid eyes on her that summer day as we were getting our group assignments for the kids we’d be camp counsellors for. After that fateful summer, she was going to be a junior in HS and I was entering the 8th grade. The age difference was not a big deal for either of us at the time as I’d always been mature for my age and she was still a true tomboy who’d just started to blossom into a desireable lady who’d never really had a boyfriend before. It started in typical fashion with us taking advantage of the group outings to merge our boys and girls groups together for trips throughout the city and using them as a way to have free dates and lots of time together.
One night while partying with some fellow couples that were also counsellors at the same camp, we were cleared to spend the night together and retired to the room given to us for some making out and heavy petting. Both of us wanted more, but didn’t know what to do; pictures in Penthouse and videos from the Playboy channel don’t exactly give you the “how to” in great detail. We knew how it was supposed to work, what went where, etc. but accomplishing that feat was harder than we’d imagined, but more on that later.
We made out, fondled and made our way out of our clothes. I’d kiss her neck while feeling up her firm breasts, marveling at how hard her nipples became as I rolled them between my fingers and against my tongue as it licked and sucked on them. She would mirror my motions and kissing my earlobes while running her hands up and own my body, licking my nipples as I had hers. I slid my hand into her panties and rubbed in circles, up and down then finally slid a finger into her wet pussy. She reached into my boxers and instinctively wrapped her hand around my cock, gently stroking it in time to my touches to her dripping wet cunt. This continued on for some time and eventually it wasn’t enough, so it seemed only natural to lose our virginity to each other by “going all the way.”
She spread her legs as I climbed between them. I took my extremely hard cock in my hand and rubbed it up and own her slit, enjoying the moans she made and the incredible feeling I was having with it being massaged by her hot and wet lips, as if she was welcoming me to enter. I pressed and poked, tried using my finger as a guide to enter that final place I’ve yet to get, all to no avail; I just couldn’t get it in. So she too the reins, and my cock, and tried to line it up to enter her virgin hole. She rocked and spread further, attempted to guide me the same as I had with her finger leading the way. Her attempts were no more successful than mine were, we just couldn’t get it into her…
We giggled and laughed, we struggled and tried, we attempted with a different person leading, and in the end, we fell asleep in each other’s arms as the alcohol finally took its toll. it didn’t matter, we were in love, two young innocent kids who’d never done this before and just had fun being with each other exploring our bodies and how to bring them together (or trying to anyways). There was never regret about not going all the way that first time we tried, it made our time all that more fun together as we worked so hard to do something so simple. Two intelligent kids who couldn’t figure out how to put a cock in a pussy… We realized then how much fun innocence was. After all, it’s the journey that’s the adventure, not the destination.
If I’d been rougher, just forcing forward with more (or all of my) weight, it would have “popped” in. If she or I had angled the tip down then forward, it would ve gotten the head of my cock in. If it was just about sex without any regard for the person we were with, it would’ve happened that night. Instead we failed miserably at something that should have been “natural”, still had a great time and got to enjoy being innocent for just a little whiles longer.
Yes, we did finally have intercourse a few days later, but that’s a story (or rather advenure) for another day. If you’d like to hear about it, email me: etomers@gmail.com
Processing your request, Please wait....
