I ran into my high school girlfriend the other day. I had not seen her in 30 years. I should clarify that by "ran into" I mean I was running an errand in a part of town I never go to, got a flat tire, and while I was waiting for the tire to get repaired I stumbled into a coffee shop I didn't even know existed, and that's where I ran into her. Or she ran into me, bumping into me while we were waiting in line.
She greeted me in the appropriate way. "Well hello stranger, long time no see," she said smiling.
"Hey...Kelly," I stammered out. I knew WHO she was right away, but it took me a few ticks to recall her name, and I knew I would be paying the price for my memory loss.
"You almost forgot my name," she grinned. "It hasn't been that long has it?"
I collected myself in the nick of time. "It wasn't that I couldn't remember your name, it was that I couldn't believe you still look 18," I replied.
"Nice catch," she grinned.
I couldn't help but blush. She really did look fantastic, and seeing her out of the blue like that was pretty unsettling.
"Let me make it up to you and buy you a cup of coffee," I said.
"You're on," she replied.
We got our coffee and sat down and it didn't take me long to get comfortable. Kelly was always the social butterfly, and she was easy to talk to. When we had broke it off some 30 years prior it hadn't been ugly or anything, and time had smoothed out any awkwardness that may have been there. She was in town visiting her parents for a few days. Her parents actually still lived in the same house! We talked about our lives, we both had two grown kids and were both fairly recently divorced, and both of us had hilarious stories about our failures in the post-relationship dating world.
We talked about our jobs, what we'd been doing for fun, the usual stuff you talk about when you run into someone from high school. It was more like two old friends catching up.
Of course, Kelly was more than just an old friend. She was my first. First date, first slow dance, first kiss, first make out, first to have sex with. As we chatted a segment of my mind replayed the memories. I was a shy kid in high school, probably a little on the sheltered side. This was back in the last 70s, before we had the internet to teach us all about sex. I had not really worked up the nerve to ask a girl on a date, but I had heard through the grape vine that Kelly liked me, and after two weeks of cleverly smiling and catching her eye in the hallway and one week of actually making some form of verbal communication with her I finally worked up the nerve to ask her to the spring dance — on the last possible day I could've done it. After she said yes I literally got so dizzy I nearly passed out, but luckily recovered enough to avoid that embarrassment. At the spring dance we had our first kiss, and from there we became steadies and stayed that way through high school.
The only downside was that her parents were on the strict side, and wouldn't allow me to actually take her on a date until she turned 18, so we spent most of our time just making out in the hallway between class.
But after she finally turned 18 (I was a little older), my world changed pretty dramatically. Dating had negatives, but they were far outweighed by the positives. On the negative side, dating was expensive, so I had to put in more hours at work. On the really negative side, dating meant I had to deal with Kelly's dad, who gravitated between glaring at me silently one time I came by and the next time making up stories just to mess with me. He pranked me four or five times with the story that Kelly wasn't home when I came by to pick her up, that she was out with another boyfriend. Then he would say, "Oh, I was just messing with you." I was so naive and trusting of adults I would fall for it every time.
On the positive side, dating introduced me to the back row of the movie theater.
On one of our first dates, we went to the movies, and about halfway through the movie Kelly put her hand on my knee. Being 18, it didn't take much to make my dick hard, and having a GIRL put her actual HAND on my KNEE was more than enough to cause me to make some adjustments in the Levi's corduroys. Her hand never got much higher than my lower thigh, but that was more than enough to keep my pants tented up for the next several days just thinking about it. I spent a lot of time masturbating to the thought of her moving her hand up higher on my leg.
As I said before, I was pretty naive, and didn't really get the idea that going to the movies on a date was often more about making out than watching the movies. Kelly was sheltered too, but sharper on the uptake than I was, and I think the hand on the leg thing was the way to get things going.
At any rate, going to the movies became the greatest thing in my life over the next month or so, because every time we went, Kelly would slip her hand over to my knee, and I would bust out a huge boner. Eventually her hand started moving up higher on my leg, and it reached the point where I would reach a state of anticipation that would become agonizing. I started moving my hand over to her leg, and as she would inch her hand higher I would inch mine higher. I'll never forget the time that her pinky finger actually reached high enough where it was grazing the edge of my turgid cock. I think I actually stopped breathing, begging her via mind control to move her hand just a little bit higher. I reached the point where I just couldn't stand it anymore, and I moved my hand down on top of hers and pulled it up over my cock.
And that my friends is when all hell broke loose, both short and long term. Having a girl's hand on my actual cock, albeit through my corduroys, was way more than I could take for very long, so I experienced a fast and fairly explosive, soggy orgasm in my underwear, which back then was the standard tighty whities (don't judge me, that was what everyone wore back then, I've since graduated to boxers).
I was embarrassed at first, both that she knew I had experienced an orgasm and that my pants were probably going to be showing that to the world, but passion (which I had a lot of back then) overcame the embarrassment factor. I figured out that wearing darker pants would hide the wet marks. I came to the realization that having an orgasm wasn't a bad thing. We started sitting on the back row, where we could enjoy some privacy. We went to the absolute shittiest movies, so the theatre would be less full. And we got good at making out and enjoying some really satisfying heavy petting. I spent a lot of money going to movies I didn't see, and wrecked a lot of underwear. I probably had over a hundred orgasms there in the dark seats of the back row of the movies, her with her hand stroking my cock while I awkwardly attempted to return the favor, not having a clue what I was doing. I didn't know what I was doing but she made up for it. She was a fantastic kisser and she knew just how to gradually build up my arousal by moving her hand slowly up my leg. Eventually we reached the point where we would shift around enough in our seats to where her other hand would end up doing the cock stroking while we engaged in deep french kissing, which took my perspectives on just how tremendous the universe was to all new heights.
Which was where my mind had wandered off to, as Kelly was rambling on about something to do with her ex-husband's relationship with her two kids, and suddenly I realized that she realized that I wasn't really listening to her and she was grinning at me.
"What are you thinking about?" she said.
Which sent me immediately into a time warp back to my teens, and I briefly became the same blushing, shy, nervous teen who was afraid to even say the word sex, much less talk about it. But then I remembered I was a grown up now, and I could speak maturely about such things.
So I grinned and blushed and managed to stammer out "I was thinking about how much fun we use to have going to the movies."
Then it was her turn to blush as I watched her mind drift back, and she got a big grin on her face and pretty soon we were laughing hysterically. We started sharing memories of our early escapades, but it had been so long it was almost like we were talking about different people.
"You have no idea what you did to me when you put your hand on my leg," I said. "I loved going to the movies, but I could never tell my parents what the movies were about."
Kelly laughed. "That's pretty wild, I was never really sure you liked it, I was worried you would think I was too aggressive," she said. "I was always afraid to, um, you know get to close, but then I remember you kinda did it for me."
"I do remember that," I grinned. "If you could have heard my mind during that time, it would have been screaming PLEASE GO HIGHER! but I was too scared to say that."
Kelly got a faraway look in her eyes as her mind went back in time and revisited our moments, and I couldn't help but grin watching her. Finally she spoke up. "Yeah, after that day it definitely kinda escalated," she said.
"Yeah, like went crazy," I replied. "Do you have any idea how many pairs of underwear you ruined?"
She smirked and punched me on the arm. "I'd apologize but I think I know better - you seemed to enjoy yourself. I don't think I've ever seen anyone that...aroused."
Now it was my turn to get a faraway look as I revisited some of our escapades. I had a flashback to a time when we were making out and I finally got up the courage to let my fingers brush up against her breast, and how she didn't pull back and even seemed to enjoy it. Thus began the lengthy, drawn out process were I went from brushing up against her breasts to actually touching them on purpose through her sweater, which I somehow managed to do despite my hands shaking with nervousness. The next movie I ended up reaching the point of actually caressing her breasts, which I realized she enjoyed very much from her quiet sighs. Then the next movie she showed up wearing a sweater that was cut pretty low, showing just a hint of cleavage, and I somehow worked up the courage to slip my hand inside her sweater and actually caress her breasts through her silky bra, which practically made me cum in my pants without having her hand on my cock. She started wearing shirts that buttoned down and let me unbutton a few for better access, but resisted me from putting my hand inside her bra for a few more movies. Just when I was feeling like I was going to actually touch her breasts she disappointed me when she showed up for a date wearing a sweater instead of a button down. I was feeling defeated until I began caressing her breasts through her sweater and realized she was not wearing a bra. This lead to the incredibly momentous occasion of my first actual direct contact with a girl's breasts. I remembered what it felt like to have my mouth literally watering, mostly because the memory was making my mouth water now. Which I was doing while Kelly was smirking at me knowingly.
"What are you thinking about now?" she said with mock derision.
"Oh, just remembering that time at the movies when you didn't wear a bra," I said smiling. "You had really, really great ... sweaters."
She chuckled and playfully punched me in the arm. "I remember that too, that was so scandalous sneaking in and out of the house without a bra on, if my parents had caught me I'd still be grounded."
"Well I'm certainly glad you did," I said. "That was the greatest moment in my life up to that point."
