Where it happened: My bedroom
Langauge: English
Sex: Male
Rating: 10
Category: Straight
Kristi and I got together as boyfriend and girlfriend in high school. I was an awkward but very horny kid and despaired at ever having a girlfriend… or getting laid for that matter! She was more experienced with dating but had maintained her virginity throughout high school. We went from being friends to being “more than friends” to “going around” (committed dating) in our senior year.
What can I say about her? Her body wasn’t much to look at. She was lumpy and awkwardly proportioned, sort of potato-ish. But from the neck up she was and remains one of the most beautiful women I have ever known. Fair skin… jade-green eyes, wicked eyes and a smile that seemed out of a different era. Her glory was her luxurious mane of natural red hair. Unlike most gingers I’ve known, Kristi’s hair was strait, not kinky. Although I love big tits and long legs, with Kristi, I was a hair man!
Whenever we could be alone together we’d be on each other. Kissing was an Olympic sport for us. We kissed deep, hard, and long. It’s gross to talk about it now, but we loved nothing more than to taste each other and share each other’s saliva! Yuck! But nothing turned us on more.
For a good year, the extent of our sex behavior was kissing and humping. During our lunch hour, she’d drive us to her home and we’d make out on the couch while her parents were at work. I would get on top and we’d grind our crotches together until I came. Sometimes she’d get so wet that her pussy juices would soak through the fabric of her pants. And when she’d wear a skirt, I could feel her moist, hot cunt right through her cotton panties. When I would get home, I’d strip off my jeans and smell my crotch for her horny leavings. I’d inhale her cunt fumes as I masturbated in the bathroom… aka, my sexual “study.”
This activity escalated until one afternoon at my house, we were on the couch in the living room. We were humping as usual, but this time I moved my hand down to feel her panties and they were soaking wet. I could not resist. I eased my finger under the fabric and felt her thick labial lip. I looked into her eyes for any signs of rejection but she made not protest, and I was in short order fingering her.
After that initial bang she cooed that everything had changed. She was right about that.
Over the course of the next several weeks we started making plans to have sex for the first time. It was a big deal and we were both very much into carefully planning the entire encounter. It would have to be somewhere where we could have privacy (my bedroom at my parent’s house on a certain night) and it would have to involve candles and the right kind of music. Check and check. Most importantly, we’d need protection. At the time it seemed like every girl at school was getting knocked up and we were not going to be one of those statistics. We had also heard many a tale of broken condoms, so…just to be safe… I’d be wearing TWO rubbers over my cock.
This seems extraordinary now as I find condoms such a joy-killer that wearing one often makes me go instantly limp. But back then, I was pretty much rock hard all the time and could probably wear the entire box of Trojans if I needed to.
The night came and we went for it. My crappy little teen age room with pop band posters and tiny twin bed was illuminated by several candles, goth music droned in the background (we thought that type of music was romantic once!). We made out and rubbed into each other, then we got completely naked. The diaphanous light made her otherwise inelegant body seem majestic. My gangly frame benefited from shadow play as well. We had never gotten into oral sex (and she never would, as it turned out) so there was a lot of kissing, sucking nipples (her’s) and fingering. I didn’t want to finger too much because I wanted my cock to feel “fresh” in her, not simply a replacement insertion. I played a lot with her labia and got the lips moist with pussy goo. She was moaning and breathing faster. I asked her if she was ready, and she nodded.
I got to my knees and inserting my well-sheathed cock into her pussy. When my head was all the way in, I moved to be completely on top of her, then pushed forward.
Then, just like that, neither of us was a virgin anymore.
As I was pumping she kept saying “I can’t believe it… I can’t believe it…” over and over again. I said the same thing to myself but for a different reason: I couldn’t believe I was inside her because I couldn’t feel anthing! There were too many layers between me and her!
The other issue was that because I couldn’t feel anything, I couldn’t actually cum properly. I say properly because I did eventually ejaculate, but it took a long time. Thus began my life-long hatred of condoms!
After ward we laid together, somewhat in disbelief. It particularly good sex, but we felt like we had crossed a threshold. What I really at that very moment was FOOD! I famished! I have distinct memory of that meal, too! It was fish and chips… and the last time I ever ate any kind of meat (I had stopped eating land-meat when we started dating as she was a vegetarian. But I continued to eat fish for a few years.)
We fucked as often as we could, which wasn’t very often. Things improved when I got my car… an SUV. Essentially “sex on wheels.” The next year she went off to college and on the weekends I’d drive up and we’d have awkward sex in her dormroom. Things improved dramatically when she moved to a condo. We carried on like that, having sex on the weekend for another year. It was very limiting sex… no oral (I think she was molested as a kid), no doggie style, and only once did I get her on top… by tricking her! (Start in missionary, then pull her on top of you as you lean back.) She did end up going on the pill and that made intercourse even more intense. But we eventually hit a “wall” with our fucking. She wasn’t going to budge from her conservative stance.
A combination of dwindling interest in sex, the distance, and changing goals eventually let to our breaking up. It was a bit ugly, but it could have been worse. Naturally I will never forget Kristi… I often wonder how she is and whether she ever broadened her sexual horizons as I have…
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