The Virgin

During high school, I dated a few girls but never got past third base. It was always the same reason, they were virgins and wanted to wait until marriage. I always assumed Catholic girls were easy based on what I was told by several of my friends, but apparently I happened to date all of the ones with morals. So, as all things in life, I was prepared for more disappointment when I met this young, sassy girl from a neighboring high school at a friend’s party.

She was about 5′ 6″ tall, perfectly proportioned with very perky and full C cup breasts that begged to be sucked on. We were introduced by a good friend of mine and spent the majority of the evening talking about school. Let me preface the following by saying that this girl could have easily been a senior in high school up to a junior in college. She looked THAT good. As she discussed what classes she took, I imagined that she may be a bit retarded at first. Entry level english and math classes. Okay so she wasn’t book smart, she didn’t have to be. She had the body of a young Salma Hayek. Then it dawned on me to ask the pertinent question, “How old are you?” She blushed and said she just turned 15. FIFTEEN, 15, 10 + 5 = 15…she was young. I was 17, and right after she told me her age my brain went into super computer mode to make sure that I wasn’t too old to fuck this beautiful girl, and that it was legal. By all counts I was in the clear.

We exchanged numbers at the party and made plans during the week to meet up after school. I picked her up in my fashionably not-so-cool nissan sentra hatchback…a.k.a. a nissan sentra station wagon. We cruised around for a bit trying to decide where to go, and ended up at the local Jack-in-the-Crack to get a drink and share some fries. She was polite and inquisitive about what I did in school, as I had been about where she was seeing herself in 10 years..yadda yadda yadda when she stopped mid-sentence and asked if I wanted to go to her sister’s house. Off we went. On the way there I figured we were just going to see her sister, watch some TV and hang out. Oh, how wrong I was.
Her sister was out of town, and she was house sitting for her. Since hindsight is always 20/20 I should have seen the signs that she wanted to be alone with me. However, being a still wet behind the ears pussy hunter, I failed to see this. So there we are, at her sister’s house, watching television and she scoots next to me and does the whole grab-your-chin to face me deal and kisses me. This was interesting to say the least, because a) her lips were tastey and wet and b) I nearly killed her with the erection I had from her kiss. Now we are making out, like we hadn’t seen another person for 20 years and finally just jumped each other’s bones. We moved from the living room, to her sister’s bedroom kissing and undressing each other. My first inclination was that she was a pro. She had obviously kissed before. As we were getting to the room, I’m in my boxers, she’s in nothing but a bra and panties and we are rubbing each other all over and she whispers, ever so sexy, “I want you to take my virginity.” Here’s where time stops and I go into a monologue about the pros and cons of doing such a thing. She’s hot, but she’s a virgin. Anyone who has been with a virgin knows that the first time is going to suck and you plan on not getting off. I hesitated, only a second or two, then got on top of her and figured that if I took this girl’s virginity, what’s the worst that could happen? More sex? So I asked if she had condoms, she did (odd eh?) and I put it on and went to work. Slowly. Very very very slowly. I felt the hymen, it was a brutal thing. It loves to cock block. In fact if you ever get a chance to use the term cock block, don’t. Tell the person they’re a hymen.

Anyways, after like 20 minutes of proddding the damn thing, her pussy felt great. I mean, I couldn’t go all the way in, but she was soaking wet (and bleeding a bit) and it was as if I was fucking a midget. Not that I have ever fucked a midget, and to this day I have seen my share of midget porn and realized that their pussies are just as deep as any other woman’s, but at the time, that was what I was thinking. She begged for me to just impale her, the slow pain was just too much and she wanted her virginity gone. I pulled back and then rammed that hymen as if it were the gates of Gondor and my cock was the flaming steel dog battering ram. She screamed in pain and pleasure as I dumped a load into the condom…or so I thought.

The condom ripped. I freaked out. She freaked out. She’s laying there bleeding, I’m running around with a broken rubber, cum and blood hanging off my junk. We calmed down and got a washcloth, she squatted over the toilet a good 30 minutes and we both felt better. I was freaked for a loooooong time. Like 3 months begging to whatever god would listen to me to make sure she wasn’t pregnant. We had sex a lot after that, a lot being like twice a week. I was a busy young man in high school, trying to get into college and she was busy with other young men. She had made it clear to me after that first day that she just wanted to fuck a lot of people. She wanted cock like it was heroin and she was a junkie. So it was my first purely sexual relationship, and I rode it out until the summer before college.

The hunt was going to change in a couple of months from a small hunting ground, to a large region of hunters and prey. The game was about to begin…

My first, post virginity-lost encounter.

Yes, I was questing for coochie, but I wasn’t good at it. It had been two years since I lost my virginity and I was beginning to think that maybe it was just a fluke. I was not so great in the social area when it came to talking to girls. And as it happens, I was a bit awkward at that age too. Being 6′ 2″ tall and 150 lbs was not exactly what most girls wanted, even in a dildo. Meanwhile, my friend was getting laid every weekend by some girl. Sometimes the same girls but at different times in the same day. He was, by all accounts, a stud. (Which is why he contracted virtually every non-killing STD possible by the age of 24.) Hanging out with him, I was sure to get some of his left overs. Hey, I didn’t have to be proud about it, I just wanted tail.

One weekend we went out to the mall. He brought this gorgeous latino girl and her slightly less attractive sister with us to the movies. We watched a movie, which I believe was Dr.Giggles, some shitty horrorflick film about a mad doctor who giggles as he kills people. While we are watching it, this girl grabbed my hand because she was scared. This made me erect for some reason. Physical contact was the key, and her hand had my hand in a fucking death grip. Towards the end of the movie, she was leaning on my arm and holding it with both of hers. As we left, my friend and his date wanted to go make out and left us alone together. I will never forget what she said, “When are we going to make out?” It was a completely foreign question posed to me, since it was the first time. I think I said something like “Sounds good to me.” or equally lame and she grabbed my hand and we headed out to my car.

I let her in the passenger side and get in the driver’s seat and she climbs over on top of me. We started kissing and grinding crotches together. By this time, I was sure if we kept going I’d finish in my pants. She saved that embarrassment by opening up my jeans, sliding her panties to one side from under her skirt and impaling herself on me. At that point, I had about 30 seconds to disarm the explosion about to happen so I could enjoy it or make her slow down so that I lasted 45 seconds instead. I convinced her to stop for at least 10 seconds to allow me to compose herself, and talk about protection. She pulled a three pack of condoms from her purse and ripped one off and handed it to me. What the fuck do I do now? I’ve never attempted to put one of these on. I had a better chance of arming a nuclear weapon. So after much trying I got the thing on, she got back on top and we went at it like rabbits. It didn’t feel the same as my first time, but I wasn’t complaining. I was balls deep in a girl I met 3 hours prior.

You’d think we wouldn’t be too noticeable at night in a mall parking lot, but you’d be wrong. My friend had come up with his girl and started rocking the car. This was funny at first because the windows were so steamed up you couldn’t see anything. Hear it, definitely, and once he opened the back door we didn’t lock, smell it. I came as the door opened. It was all happening so fast, that it was a combination of fucking a strange girl in public and your best friend and her sister show up for the finale. I pulled up my pants, she rolled to the passenger side and they got in the car. It was the quietest ride home…ever.

I saw her a few more times, but we never could find a place to have sex again. It wasn’t in the cards, so I moved on to the next.

The Beginning

When I was a young lad, about the age of 14, I found the joys of orgasm. It wasn’t so much fun in the beginning of course when I’d wake up with a white gobby mess in my underwear and worry that somehow I had just given birth to an alien life form. The “wet dream” wasn’t a common term around my house. I had done some investigative questioning of some of the older boys and found that it was completely normal. From that point on, long, lonely interludes with myself masterbating furiously was common task. Brush my teeth, say goodnight to my folks and climb in bed with a bottle of lotion and a damp washcloth to clean up the mess.

A few months before my 15th birthday, one of my friends had actually had physical contact with a girl who gladly took his virginity as if it were a prize. He was in love with her, and soon found out that the feelings were not mutual as she banged the whole freshman class at my high school, me included. It wasn’t very special, or even memorable other than it was the first time my dick had been stuffed inside of a pussy. And from that point on, my quest for booty began and is alive and well today. These are my stories.