turk

To all you Casanova's out there. Here's your chance to lay down your stories (or better yet pictures) of when you had a cheerleader.

fighterjock102

Ok, I do love a good story thread, and seeing as this is off to such a great start (more than a month old and still not a single reply), I'll see if I can't get it going with a little something of a story.

Well, I'm certainly no Casanova - nor have I actually gone all the way with a cheerleader. But I do have a story that is kind of close.

One evening in late May 2003, just shortly after breaking up with my long-time girlfriend and former high school sweetheart, my then-neighbor (the brunette in the picture below) invited her two cousins (the blonde twins on either side of her) over to her house. They were spending the evening planning and trying out fancy new hairdos for the twins upcoming junior prom. I met the twins that night in my neighbor's backyard as they stepped outside for a break on the swingset, and it was immediately a three-way fascination with one another - I had the hots for both the twins (who, I should mention, turned out to be cheerleaders for their high school, attended gymnastics classes as a hobby outside school, and were dancers by heart. So they certainly had all the stereotypical "hot girl" activities covered). Somehow, miraculously I should say, not one but both of them liked me too, which is something I'll never understand, but at the same time I wont ever complain about.

So the three of us, knowing that any serious relationship was out of the question until the three was narrowed down to two, began hanging out casually whenever we had time to see each other. It was nice for a while, going to the movies with each of them sitting on either side of me, going to the beach and tossing both of them around in the water with me, and that sort of thing. This went on for the next month and change, but I finally decided that if I ever wanted to actually get more seriously involved with either of them, I was going to have to chose one over the other, as difficult as that was going to be. I eventually chose the one on the right - not for any particular reason, but almost just by random choice because I knew I couldn't go on "dating" both of them. I felt guilty kind of pushing her sister away like that, but I couldn't be in love with the two of them, and I knew I wanted more than just to go to the movies with the girls in a group. So to cut the long story short, by mid July the twin on the right was officially my girlfriend.

Anyways, now on to the fun stuff. By August we were more or less obsessed with our then fairly new relationship. Neither of us could see enough of the other. We spent as much time as we could alone together watching movies over each other's houses, getting into tickle fights, making out, and all that sort of stereotypical new teenage couple stuff. I, always trying to be the gentleman, didn't want to rush into anything, so I kind of let her set the pace. It was slow, but I didn't mind really. I didn't want to risk losing her because I was stupid and tried to be too much of a guy. She really did mean everything to me at the time. But as the end of summer approached, and I knew I'd be headed back back off to my college in a very short while (which was a very long way from where she would be for her senior year of high school), I knew it was kind of now or never if I wanted to do anything more than kiss her before I left for the next 4 months.

So then one day in late august, just a few days before I had to leave, we managed to find some time alone over her place. Her sister was out with a friend (which the girls had pre-arranged amongst each other), and her dad was at work, and she and I found ourselves wrestling playfully on her living room floor. Some careful placement of my hands and fingers on her ass and inner thighs during all this playfulness seemed to be having the kind of effect on her I'd hoped it would have, and her steadily deepening breaths assured me of it. Apparently I finally got her so worked up, without actually doing anything dirty, that she finally just said, as if reading my mind, "I don't even care anymore. Go ahead - I don't mind."

She didn't have to tell me twice, as it took just a minute at most before I had her shorts unbuttoned and my hand down the front of her panties, feeling its way around. I let my fingers explore around down there for a bit, feeling all around her lips and mound, and down between her thighs and the base of her ass. I pulled back the front of her panties and gazed admirably at the cute little "runway stripe" she had beautifully shaped out of her well-groomed pubes (whereas my last gf had had a nasty, out of control bush so thick you couldn't see through it, so this neat little trimmed thing was amazingly hot to me). I gently fingered her slit, just a little bit for the time being, as I was intending to back down there more seriously later, and this was just supposed to be a tease. Then I moved up to her tits, pushing her shirt and bra up over them and giving them a bit of a massage for a couple minutes. I was actually suprised at how large around her nipples were, for having such small breasts. After some convincing, she finally put her hand inside my shorts, and was just starting to touch me in return. She was obviously unsure of herself, having never done this before, so I didn't want her to feel forced. But my mind was racing... I just couldn't wait to get back down into her panties in another minute or two, because I really wanted to get a good long look at her pussy, take it all in and store its image away in my memory banks forever. And then I wanted to start going to town on it. If I did nothing else that day, THAT was what I wanted to do - Get a good, long, lifetime-lasting memory look at her virgin vagina, and then spend as much of the afternoon as I could finding ways to make use of that little piece of heaven between her thighs.

But as luck would have it, not a minute later, her dad arrived home from work. He showed up so suddenly, as a matter of fact, that we were caught by suprise, and he almost caught us in the act. She was just getting her shorts buttoned, and both of us were still sitting on the living room floor, when he made it into the living room to announce his arrival. Needless to say, I drove home that day with a hardon like I'd probably never had before. I was SO close! I'd gazed upon her pubic region. I glimpsed the very top of her slit as it started its gentle curve down and away underneat her. I'd massaged my fingers in between her lips. I'd seen and touched and kissed and massaged her breasts. I did all that, and yet never got that good long look I'd so desired. I was SO close! I'd been given the chance and missed it! And yet, despite feeling an incredible loss at not having seen and done what I most wanted to do, I was so incredibly turned on by that which I had been able to see and do before we were interrupted.

Sadly, we didn't get another chance to spend time alone again before I had to leave for school. We stayed in touch via AIM and e-mail for the next several months while I was at school, and continued to date once I came home. But there just wasn't the same thing between us as there was over the summer. I think the 4 month apart kind of dulled things for her, and she grew bored I guess. She officially broke it off with me just days after the start of the new year. It wasn't a suprise, and I'd known it was coming... but it still hurt a lot at the time.

So obviously, I never got the chance to do her properly. Hell, I never really got a chance to get a good look at her pussy even. Sure, I touched it for a bit. I felt my way around and got my fingers inside her for a very brief time... but I only actually got to see it for those few short seconds that I spent looking down the front of her panties, admiring her trim job. As much as I did enjoy playing with her tits too, I still wish to this day that I had neglected them that afternoon and spent my time doing better things, like sliding her panties down her legs and really getting to know her better between the thighs. If I'd known then what I know now... that it would be the last opportunity I'd ever get to fool around with her, you can bet I would have.

I've moved on since I was with her, and I'm quite happy with my current gf. But I'd be lying to say I don't miss that day back in August '03 almost every time I think of that girl. I've never been with a girl that hot before, and I haven't been since. I will never forgive myself for missing that chance I was given. I can lay claim to having the kind of opportunity most guys only ever dream of. I had the official "go ahead - I'm ready" approval from a girl who was impressively hot, a high school senior, a cheerleader, a gymnast, a twin, a virgin, and just days over the age of 18. (I'm serious about the age thing too... she turned 18 the week before this happened. The photo I'm including was actually taken at the twins' 18th birthday party the previous week). It was the opportunity of a lifetime, getting the go-ahead signal from her that day, and one I will certainly never be offered again. To know that I had my hand down the front of her panties and didn't even get to take a good look at the pussy my fingers were buried in... I'll never get over it.

Well anyway... I'm sorry to disappoint you in that the first response to your "Who's fukd a Cheerleader" thread didn't result in anyone doing anything more than my fingering one's pussy and squeezing her tits. But I do hope that you're reading it did something for you anyway. And maybe the picture of my ex, her sister and twin, and their cousin (my former neighbor) will make a nice addition to your picture stash. Enjoy!

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skirtchazer

I, for one, appreciate the post! I think we can all relate to your experience in one way or another. Thanks also for the pic -- you, indeed were very fortunate.
Myself, for whatever reason - I'll never understand, was fairly popular in high school...probably a typical marching band geek, etc, but I always hit it off well with the other gender. I have ALWAYS had it for cheerleaders, twirlers, color guard, etc (anything wearing a short skirt). I can't say I've ever f'd a cheerleader while in high school, however, I did end up marrying my high school sweetheart, who, while she was a cheerleader in hs, wouldn't let me do much more than touch her...LOL Things certainly changed after marriage, and contTheCandidBoard.com/TheCandidBoard.com/TheCandidBoard.com/y to most guy's experience, things really heated up. Been happily married going on 20 years now, and my wife can still fit into her old uniforms, and gladly does so for me on special occasions.

I love your quote, "If I knew then what I know now." Isn't that the truth! Then again, I look at it as, if I knew then what I know now, I would be labled a freak and most likely a sex offender by the community I grew up in...LMAO

Enjoying every day living with a cheerleader, and yes, she still does it for me. She also doesn't mind me visiting this site and others, which is extra cool of her. She even enjoys looking at some of the pictures with me at times. I couldn't have been luckier...but I sure wish I could have gotten "lucky" with her earlier in life though too. She let me take pics of her posing in her cheerleader uniform before heading off for our freshman year in college (18-ish), but sorry guys...the one thing I won't share is pics of my wife. Ex girlfriends, maybe, but not the love of my life.
This is an interesting thread, possibly others could add to it?
Thanks to all for sharing!
skirtchazer

Invisible Man

Great stories guys, seriously, I enjoyed it.

tiger11

thanks for the story!

porsche12

nice story

fighterjock102

Thank you! I'm glad it was worth your time to read, and I appreciate that you felt she was a good catch.
I completely understand this feeling. I have not posted my current gf anywhere online, not because I don't have anything of her, but out of respect for her. The same thing applies to my former high school sweetheart. Even though we are long since a thing of the past, she was the largest part of my life for almost four years, and we are still on good, casual friend terms. And even though I have a stunning picture of her flashing me her breasts that I've just been dying to share with someone... I have not been able to bring myself to the point of violating her trust (even though I know she would never find it). I guess I just still have that much emotion in there somewhere for her.
Yes please!

TB84

too bad you did not get further...she is cute

ojegadyc

what!@ nooooo

lilstar025

more pics