Everybody remembers their first time. Losing one's virginity is a milestone in anyone's life. Sometimes the memory is pleasant, and sometimes not so much. Either way, it isn't likely to be forgotten. I won't say I remember my first time like it was yesterday, because, frankly, many of the details have faded over time, but I do, however, remember enough of it to smile warmly when it comes to mind.
I've been telling the story of my first time around campfires and drunken parties for years. Well, when the conversation turns to sex, that is. I don't just jump in with, "Hey, everybody! Want to hear how I lost my virginity?" I usually wait till other people have lied or exaggerated first about their own sexual experiments and experiences.
Unlike a lot of my friends, I didn't have sex until after I'd graduated from high school. Doesn't mean I didn't try. I just didn't manage it till after graduation. I was always envious of my friends who were "getting some" in school. Had I known then what I was missing, I probably would have tried harder to get laid. My best friend, Eddie was getting it on a regular basis from his girlfriend when he was a senior. He almost always got laid on Sunday afternoons, and sometimes even through the week, after school. Just depended on what his girlfriend's plans were.
The three of us; Eddie, Marie, and me, spent a lot of time with each other, and there were many times when Eddi and Marie would make out in front of me, making me wonder if maybe they were budding exhibitionists. I remember one time when Eddie grabbed a handful of breast when they were making out on my couch, and he asked me, "Doesn't Marie have the best tits you've ever seen?" True, they were nice , probably D cups, but I never did get to see them uncovered. Not only did Eddie have no qualms about fondling Marie in front of me, but he confessed later that he'd tried many times to talk her into having a threesome with me. It never happened, but she DID tease him sometimes about the possibility of doing me without him. Eddie didn't like that idea. She never did try to seduce me, though. I think Eddie didn't like her teasing him about doing me, because he knew I probably would have taken her up on her offer. She WAS cute. In fact, she and I even went out a couple of times after they'd stopped dating, but nothing ever happened between us. We were never anything more than friends.
I did have a casual girlfriend part of my senior year, and for a short while after graduation, but we really didn't see much of each other. Kerry was the athletic type, very into her softball team, and just didn't make much time for dating. I often wondered if maybe she was a closet lesbian, and only kept me around to throw off suspicions of her preferred sexual desires. I didn't care that she might "play for the other team." I often fantasized about her when I masturbated. I thought about her showering with her teammates, soaping each others breasts, stealing kisses when the coach wasn't around, and just reveling in being naked with the other girls . What I wouldn't have given to have showered with her and her teammates. I'd have been more than willing to soap their backs, their fronts, wash their hair, finger their pussies, and even towel them dry when they were ready to get out of the shower. There were also many other things I thought about doing with all of them in the showers, but I don't have that kind of time or space in this story.
My relationship with Kerry started when she invited me to the Sadie Hawkins dance our senior year. In case you've never heard of Sadie Hawkins, it's a dance where the girls take the initiative, and ask the guys to be their dates. The Sadie Hawkins dance can trace its origins back to the 1930s, and the L'il Abner comic strip. The mayor of Dogpatch had a daughter he didn't think was ever going to leave home because she was homely, wasn't married, and wasn't very likely to ever be so. He decreed a footrace between the unmarried guys and gals, with the end result being matrimony. The comic was so popular that it took only a few short years for a variation of the concept to be adopted by high schools and colleges across the country. It's been more than 20 years since I was in high school, so I'm not sure if the Sadie Hawkins traditions are still practiced or not.
Kerry and I went to the dance, held hands, danced really close, kissed a few times on the gymnasium dance floor, and were told more than once what a cute couple we were. Really, I think we WERE a cute couple. We're both short, only about 5'5", and lean of build. Of the two of us, Kerry was definitely the more attractive. The dance was a casual affair, with a hint of hillbilly, so we were both decked out in jeans and flannel shirts. Kerry was also wearing cowboy boots and straw hat. Her flannel shirt was just the right kind of tight to accentuate her firm breasts, and was unbuttoned far enough to show a very tantalizing hint of cleavage. Her jeans were form fitting, and hugged a very nice little ass. I tried fondling her ass during some of the slow dances, like I saw some other guys doing to their dates, but she wasn't having any of that. She reached around to grab my wrists, pulling them up a more modest height on her waist. Hindsight being what it is, I don't really blame her. Getting all worked with up your date is one thing, but looking like you need to get a cheap hotel room is something else entirely. She made a good call, considering where we were. We had a good time at the dance, working our teenaged hormones into a frenzy, and I began to wish for the dance to end so we could go someplace private. She must have read my mind, because she asked if we could leave early. At first I was worried that she wanted me to take her home, but she held onto my hand as we went to get our coats. I took that as a good sign. We climbed into my old Mustang, and she leaned into my shoulder. I would have loved to hold her hand, but the transmission was a manual, and I had to shift gears. I held her hand as much as I was able while driving.
As we left the school parking lot, I asked if she wanted me take her home. She looked at me and smiled. She also reached over to plant a very warm and sensual kiss on my ear. I took that to mean that she didn't want me to take her home right away. We drove outside of town to find ourselves on a country road I knew, and found a deserted area to park. We sat and talked for a little while, reminiscing about the dance, and who did or said this and that, when it began to rain. We weren't bothered by the rain though, because we were in my warm and dry car. Unlike a lot of older cars, my Mustang had cloth instead of vinyl seats, and was quite comfortable. There are times when I really miss that car.
This was the first time I'd ever been alone with Kerry, and my cock was hard from the close dancing, holding her close, kissing, and the possibilities of what might happen while we parked. I'd never had a girl touch my cock before, and didn't know if it was going to happen this evening or not, but I certainly hoped it might. I could wish for it, but wouldn't be too disappointed if it didn't.
We weren't in the most comfortable car for necking, since there was a stick shift between the seats, but we made the most of it. We kissed, held each other close, and she let me put my hand inside her shirt. I reached around to unfasten her bra, and heard her laugh. I wasn't sure what was so funny. She moved my hands away, and leaned in for another lingering kiss. She told me her bra fastened in the front. I'd never heard of such a thing. How convenient!! She unhooked her bra, and pulled the cups away from her firm young breasts. I'd felt girls up before, but this was the first time I'd ever actually seen real bare tits. All my previous sexual fumblings had been in situations where it was too dark to see anything. I thought I was going to cum in my pants. I played with her tits, sucked on her nipples, and had a great time. She rubbed my cock through my pants a few times, but never made a move to undo my belt or zipper. I didn't push the matter. I was happy enough, just to be rubbed through my jeans. I was really hard, and I knew the end of my cock was wet with precum, but there wasn't much I could do about it. I never got my hands inside her pants, but she let me rub between her legs. I could feel her heat through her denim pants. I was stunned at the heat.
We kissed and felt each other up for what seemed like hours. I was still pretty inexperienced at the time, but I think she came when I was rubbing the warm spot in her pants. Her breathing quickened, she stopped moaning, and actually shook for a moment. I thought maybe she was cumming, but I wasn't sure. When she finally pulled my hand away, she increased the urgency of our kissing. She rubbed my cock harder and faster through my pants. Instinct must have kicked in, because my hips started rocking back and forth. If she'd had my bare cock in her hand, I'm sure I would have sprayed both of us with thick ropes of hot cum. As it was, I didn't climax, but the end of my dick was leaking, causing a wet spot in my underwear. I was so close to an orgasm, but I'm glad I didn't. It would have been an uncomfortable ride home with an underwear load full of cum.
I have to laugh, because I remember getting the Mustang stuck in the mud when we tried to leave our parking spot. Remember that it had been raining. It never occurred to me that the rain would complicate matters. I put the car in gear, pushed on the gas pedal, let out the clutch, and heard the drive tire spin in place. I pushed harder on the gas, and felt both tires spin. This wasn't good. Cell phones weren't part of our daily lives in the early 80s, and it was a LONG way to the nearest pay phone. Kerry jumped out of the car to push. I tried to get her to stay in the car and let me push instead, but she didn't know how to drive a stick shift. She told me she wasn't a sissy, and wasn't afraid to get out and push. I didn't want to ruin a fun night by arguing with her, so I gave her my shoes, and let her get out to push. I was careful not to press on the gas too hard, so the second tire wouldn't spin, covering her in flying mud. I wondered if anybody else's date was ending like ours was that evening. She impressed me by actually helping me get the car unstuck. I'm just glad she didn't get muddy doing it. I only just got her home early enough to keep her out of trouble with her mother.