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From: John

As I recall, I was about 6 or 7 when I first had sex (technically, it was anal sex, not vaginal sex, but I think most people still call that 'sex'). My partner was named Shawn, and he was probably about 17 or so. Shawn had a habit of physically intimidating me. He never hurt me, but when he found me alone he would try to scare me. So on this occasion, I was at some church function with my family, perhaps a weekend pot luck or something. I was playing out on a grassy lawn behind the church. At the moment, there was nobody else out there; I think the rest of my family was inside the church. Shawn came up to me and told me that he knew where we could get some cookies ('Nilla Wafers, to be precise). So I followed him, and he led me into an equipment shed behind the church. Lawn mowers and things were kept in here, and, in fact, there were some cookies up on a high shelf. He told me that before he would give me the cookies, I would have to do everything he told me to, and if I did not do what he wanted, he would beat me up. It was an offer I couldn't refuse, especially since I was all alone with him in the shed and there was nobody to help me. I don't remember the details exactly, but we took off our clothes and fondled each other's dicks. Eventually, he penetrated me anally, and made me attempt to do the same to him, although I don't think my pathetic little cock ever really got past his anus. Despite my young age, I must have achieved some stimulation from this, because I remember noticing my penis had become stiff and upright and thinking this to be curious. Anyway, we got dressed and Shawn made some more threats about what he would do to me if I told anyone about our encounter. And that was My First Time (tm). Please dont post my e-mail, i'm 35 now and married with kids.

Uhh, that sounds more like fucking pedophilia/child abuse/rape than something I'd want to write about as being my first time. Man, that is FUCKED UP. You're probably in therapy now, right?

From: scott [kornkid023792@yahoo.com]

i was 17. three weeks before my 18th birthday. i swore to myself i wasnt going to be an 18 year old virgin so i started asking all my friend what an easy way to get laid was. my friend bill gave me this number to a party line (stupid phone thing people go on when they have no lives). he said "dude just call and say im a virgin looking to get laid" so i call and start talking to this one chick she says she'll fuck me.

so im like kool. i asked her what she looks like and she says 5'7 130lbs blond hair blue eyes. so im like kool this chick sounds hot and she wants to fuck me. she comes over my house two days later and wow she lied her ass off -- she was 6'3 pushing 250 brown hair and shit brown eyes. she was the ugliest thing i had ever seen. i didnt care. i get her in my living room and we start kissing. so then i say gimme head she looks me in the eye and says "ARE YOU SURE YOU WANT THAT" like i just said it for the hell of it or something. anyways i shouldnt even have asked. it was the worst head of my life. she stopped every 30 seconds to watch tv. so i turn off the tv and she says "I WAS WATCHING THAT."

BITCH NO YOU WERNT YOU WERE SUCKING MY DICK!

so i start fingering her and after like 20 min she says your not going to get me off like that. id almost had it so i drag the slut into my room and just start barking orders. im like "suck my dick." she did. it was good so i lay down and i say ride me (big mistake). she says are you sure. WTF yes im sure. so she stradles me and i was like in slow mo im like "this is it! this is it!" and the bitch was so loose i felt nothing it was like throwing a hotdog down a hallway and having it not hit any walls.

oh yeah she was so fat and heavy i couldn't breath. so i decide to just close my eyes and try to enjoy
it. i can't so i just endup pressing play on my cd player remote and listening to pink floyd dark side of
the moon and try to forget that there is a beast doing something awful thing on top of me. well around song 9 the cd starts to skip i cant take i and more i start to breathing heavy moan a little bit and fake the fucking thing. i tell the bitch to get off get dressed and try to forget what happened.

i guess it wasnt all that bad considering we went to the local skate shop after with my boy donnie and the bitch bought me a new skateboard. so there it is my first time i hope it makes someone laugh at least someone will -- i still have nightmares about it

Scott
P.S. STILE SUX

From: MSZ

Hey, I've been reading these for a while now, they're pretty fucked up.

Anyway, I thought I'd share mine, though it's a bit long. I was about 16 and had had one psuedo-girlfriend about a month before, but all we did was make out. Then I met this other chick. She was pretty hot, about 5' tall, nice boobs and short red hair. We hooked up at a party and sorta made out and set up a date. So I go over to her house to pick her up and she told me to wait upstairs in her room while she got ready. I went to the bathroom (cos I had to piss) and when I come out from the toilet (there was a separate room) she's laying on the bathroom floor, butt naked with a freshly shaved snatch.

Keep in mind that I'd pretty much never seen a chick naked in real life, and had only made out with one other (the best friend,) so this was all new to me. So she's butt naked on her bathroom floor and we start making out and I start fingering her and fun stuff. I start going down on her thinking this is as far as it will go, right? I mean I barely know this chick. Anyway, she's dripping like a firehose and cums all over her bathroom floor.

Then I turn over, expecting a blow job, and she just jumps on top of me, right in the middle of the bathroom. This totally freaks me out, having just set eyes upon my first pussy not 10 minutes before. Anyway, it takes me a while to cum, partly out of fear or whatever and partly cos the floor was cold as fuck, but this chick gets off about 5 times screaming her head off until I shoot my load inside her, no condom or anything. I got freaked out a little bit but she said she was on the pill so it was cool. She was such a fucking nympho and she was a virgin (this is actually true, though she had popped her own cherry masturbating) so she was extra horny.

So I go downstairs to get some water and her parents are in the kitchen. They give me an evil look, but I figure it's just because I'm an evil male predator (ha!) So then I hear her talking on the phone. Only problem is she's in her bathroom (which is right above the kitchen) and I can hear every word clear as day. See, the house shared duct work, the smoke fan in the kitchen used the same air duct as the fan in her bathroom, and the openings were all of 4 feet apart. Suddenly I put two and two together and fucking shit a brick. Anyway, I left as quickly as possible, her father didn't look like the friendliest guy to begin with, and knowing I just fucked his fifteen year old daughter ragged probably didn't improve his outlook on life.

But actually it wasn't so bad. We ended up dating for a year and a half. Her parents actually ended up liking me a lot, and them knowing we had fucked before basically gave us a license to screw whenever we wanted. And we did for about a year. Anyway I ended up dumping her because she was fucking nuts. Stile, you suck!

From: NoLimitslja@aol.com

This happened a few years ago... I was a horny little 15 yr old virgin in the 10th grade and I had been taking french class for 3 years at this point. As usual I'm on AOL looking through the member directory for whores in my area and I come across this 22 year old girl who lives in my town but is from France (foreign exchange student) which comes in handy you'll see later why. Anyway I IM her and decide I will talk to her and get to know her and she thinks I'm cute because I'm trying to speak her language to her when I don't even know it. So it goes for about 5 months and we never meet.

Well for about 1 month and a half we didn't talk. Oone day I saw her online and decided to IM her again well we hit it off really well this time and she came to my house and we went out and stuff. The whole time I told my parents she was tutoring me in french so I could pass LoL. So finally one day I goto her house and she is like lets go for a ride so I'm game ya know me and her alone no problem. So we ride into the mountains of Virginia and were sitting there in late September about 6:30 and I asked her to suck my dick and she took it out for me and everything and sucked me off then she told me to eat her out so I was like ok no problem did that it looked like she shaved that day so that was cool. Then she told me to fuck her but I didn't have a condom and she said she was so hot she didn't care so I hit it broad off and thats how this 15 ye old kid lost hit virginity to a 22 yr old french exchange woman. I hit it a couple more times and she went back to France and I didn't have anything to worry about ever again.

From: Cal Osterloo [cal69er@hotmail.com]

Stile, my name is Cal, and this is about the time I ALMOST lost my virginity

It happened about 2 years ago when I was 18. I was having the girlfriend stay the night at my place cause I thought the parents would be gone for the night, so the girlfriend and I would have a lot of time to have a little fun so to say. Little did I know that the parents decided to return at 10 that night, so we decided to hide in my bedroom for the remainder of the night. My mom had come down to my room (my room is in my basement), but lucky enough for me, she did not wan't to come in, cause the girlfriend and I were naked in my bed having some fun. Now you would think that that would be the worst of the situation, right?? wrong. Now I don't know how the ventilation is in your house, but in my house, the ventilation leads to basically every room, including the parents bedroom on the top floor. Now as if having my own mother coming down and almost catching the 2 of us in my bed having a romp was bad enough, less than 20 minutes later I hear my mom and my step-dad having a romp of their own upstairs. I almost gaged at the thought of my own mom having sex. We would have gone all the way that night if my mom and step-dad did not ruin the mood for us.

From: Hendey

Stile,

You are one sick bastard. I’ve been reading your 1st time stories and most of them are pretty fucking funny. I finally decided to send you my experiences.

My first time: I was a junior in High School and was under the impression that community service would strengthen my college applications. Anyways, I was volunteering at a local hospital with my girlfriend, who happened to be a fanatical Mormon and would not even dream about looking at my dick, much less fooling around at all. She was a great girl though. So we would drive in together, she would read to patience and I would do shit work at the pharmacy, such as alphabetizing hundreds of prescriptions, basically stupid shit that the real hospital workers couldn’t be bothered with. Anyways, I met this girl in the cafeteria who was doing community service for an entirely different reason from me, namely; some Judge gave her a choice of community service of Juvenile hall. Her name was Rachel something and she was very hot. Big tits, but not fat, pretty white trash, but who cares! She went to a different High School then me. We were both novelties to each other, she thought going to college was for geeks and I thought smoking pot and having run-ins with the law was pretty stupid, but we would see each other everyweek at the hospital and talk for a half hour or whatever. Sometimes, when I was lucky she would help me alphabetize! This went on for a few months and then she asked me out. I can even remember the movie because it was so cool, "The Last Boyscout" with Bruce Wilson. After the movie she asked me if she could see where I lived. We went to my house and down into my room and she attacks me! She starts kissing me and grabbing my dick. I remember that I jumped at the chance, I was naked in less the 5 seconds and I jumped on the bed. She took her time getting naked and did a little strip tease for me. When she finally laid down I quickly got on top and started sucking on her beautiful breast. I then tried to fuck her, but I couldn’t get my dick in. I was stabbing at her like a blind man fencing. I finally found a hole and before I could thrust in all the way she jerked away and informed me that that was her asshole- I felt pretty stupid. After a few minutes of this, she grabs my dick and guides me into her wet pussy. When I was finally inside I remember asking her, "I am in?" I fucked her for a while (without a condom) and accidentally came insider her. I was pretty scared about that. After I came she said something like, "you lasted pretty long for a virgin." I didn’t think anything of it at the time. I fucked her three times that night. She rode me, which I liked then and still prefer to this day. After the first time we fucked she sucked me off when I started to get close the next two times. I couldn’t date this girl full-time, because I had my serious Mormon girlfriend, so we got back to our normal schedule of seeing each other at the hospital and fucking every couple of weeks. I made the mistake of introducing her to my best friend Jason. He fucked her on there first date. I was pissed at first, but I figure that I would have done the same thing if I were him. It was Jason who found out about the book. Rachel had a notebook full of names- hundreds of guys that she had fucked. When Jason and I found out about this we both where scared shitless about STD, AIDS- some other disease that would make our dicks fall off. We both stopped seeing her. I soon stopped volunteering at the hospital. I figured they could alphabetize there own shit.

Now I would like to tell you about the girls that I have deflowered. The first girl I broke in was named Stephanie. I was a Senior and she was a Freshmen. She was on the Track team with me and I knew she worship the ground I ran on. I took her to a movie- Stephen Kings "nightstalker" or something like that and then took her back to my house and fingered her for an hour. She was flopping around like a fish out of water. I tried to fuck her, but she was scared. My high school career was coming to an end and I was going to college out of state- BYU fucking Mormon College. Stephanie and I saw each other everyday at track practice and would go out occasional. I got her to the point that she would blow me whenever I wanted it- which was pretty much everyday. Finally, out of the blue she tells me that she wants to have sex. I was like, "ok, we’ll skip the last hour of school and go to your house and fuck." Sure enough, I went out to my car and there she was. We went to a gas station that sold condoms in the bathroom and I bought one. When I got back to the car she was mad that I only bought one and she went back inside and bought 5 or 6 more. Anyways, we got to her house, did a little foreplay and I got on top and started to put my dick into her (I was pretty good at sex by this point, I had already fucked about a half dozen girls) and she started showing severe discomfort. I let her get on top and she was in some pain but was saying something like, "it feels so good." I only fucked her twice that day, she was too sore for any more. We missed track practice. I went on fucking her unitl I left for college. I guess I trained her pretty good because my same friend Jason took up where I left off when I moved to Utah for college.

After High School, I’m at BYU for college and it is a different world. Because of the strict Mormon rules, there is no drinking, smoking and no sexual activity at all. You could get expelled for getting a blowjobs. The one good thing about BYU was that the students where from all over the USA. So I quickly realized that girls from Californian, Nevada and out East where just like me- slutting. I was having a great time, most of the girls I was fucking were not virgins, but I did bag me a few. The first virgin at BYU to have here cherry popped was named Karen. She said that she was a virgin, but she seemed to know her way around a dick pretty good. She really liked to 69. We 69’ed a lot but finally one day I just started to fuck her. She was a little shock at first, but we went on fucking for many months- the whole time we were both involved in serious relationships with other people. She ended up marrying the guy she was dating when I was fucking her. She also gave me a good fuck-you present. About a year after we stopped fucking, while she was in the process of getting married, she told her Bishop (Mormon priest) that she had had sex before, he asked for my name and Karen told him. The Bishop then reported me to BYU and I was expelled in the middle of my Junior year. Thanks Karen- you fucking bitch. I’m not bitter.

Shortly after Karen came Debrah from California. She is probably the hottest girl I have ever fucked. Blonde, perfect body although now that I think back on it I think she had fake boobs. She was Miss Diamond Bar California in 1992 or 1993- sometime around there. I popped her cherry- literally. The first time I fingered her it hurt her. I knew I was in trouble because my dick is significantly bigger then my finger. So for like a month we just did oral sex and I fingered her to loosen her up. We tried to fuck a couple of times, but I would go to stick my dick in her and she would pull way- curl up in a ball and whine about the pain. Finally on a trip back to Minnesota, we both decided to do it all the way. To help her out, I stuck my dick into her when I was only half-hard. She was still in a lot of pain but we had over come the first barrier. I fucked her every different position I could think of. It worked out pretty well because when we switch positions I did not take my dick out. I was pretty in to fucking her so it wasn’t until after I came that I realized all the blood. My dick, ball sack and the whole area around my dick looked like they had been dipped in blood. The sheets were smeared with blood. I actually freak out- I ran to the bathroom and was trying to clean up in the sink. Have you ever tried washing your dick in the sink? Very hard to do. I don’t know why I just didn’t jump in the shower, I guess because I was in a panic. After we both got cleaned up- she was blooding too, we went to a Minnesota Twins Baseball game with my parents. Parking was a bitch and we had to walk several blocks to the Metro-Dome. We started walking and I noticed that Debra was half limping- half staggering. I felt kinda bad, but at the same time I thought it was very funny. We didn’t fuck again for a couple of days and even after that she was sore for a few weeks. I had to dump her because she started telling people we were getting married. When I let her go she went mental and broke into my house, tried to steal my Jeep and filed some bullshit charges against me with the Provo Police. I actually had to take her to court to get back some of my stuff that she stole. Psycho bitch, but what piece of ass! Whoever is fucking her now- you owe it all to me.

The next victim of the Virgin Surgeon was named Nicole. I will omit her last name to protect her identity- we are still good friends even 6 years later. She was 19, I was 22. I was still living in Utah, but not attending BYU. Nicole really like me, but had a goal of not having sex until she was married. We did everything but sex for several months. I was living with 4 other guys in this awesome townhouse in Salt Lake city. She would come over and if my roommates weren’t home we would 69 in front of the fireplace. If my roommates were home we would 69 up in my room. I was bugging her to fuck me the whole time. Finally we fucked. Since I had spend so many weeks loosening her up I was not that unpleasant for her. The funny thing is that after we started fucking- she could not get enough of it. We would fuck 2-3 sometimes 4 times a day. On time she came over and I was just leaving because one of my roommates family from out of town was going to be dropping by to see our place. She wanted to fuck and wouldn’t take no for an answer, so I bend her over our couch dropped her jeans and started fucking her in our living room. Thank god I saw the headlights on the car pulling up, I was just pulling up my jeans when my roommate opened the door with his whole family in tow. Nicole was also the first girl I gave it too up the ass. We did it twice, but it hurt her too much and she was scared because she shitted blood after the first time. Now that is all I really like- anal sex- giving not taking.

I have slept with over 50 special young ladies over the years. And I am a pretty good alphabetizer also!

From: Steve

This is not all that interesting, but I found itsomewhat funny, because of what happened after the
Deed.

So anyway, I was old as shit when I lost it, 21 to be exact, and closer to 22. I had fooled around with
girls, up to the point of "third base" but had never done The Deed. I'm not entirely sure why it took me
that long to lose my virginity, but I suspect my life up until that point could be summed up as "clueless."

To set the stage, it was my last year of college(yeah, I lost my virginity in my last year of college.....what the fuck?) I was living in a co-op house, which basically a frat house minus the frat, and with chicks. So there are some pretty good looking girls in this house, including one total pot smoking massive issues having chick. I thought she was reasonably cute, but her personality, and the fact that she steadily gained weight as time progressed, were some monster turnoffs.

Anyway, so one day about 3 months after we had all moved into the house, a bunch of us go out to some club. I proceeded to get completely fucked up in short time and pretty much spent most of the night sitting at some table in a drunken daze. So the aforementioned girl, who by this point I was trying to avoid because a) I knew she wanted to fuck me and b) I knew I wanted to fuck, even if it was her, starts whispering in my ear and basically giving me the hot and heavy pep talk. I don't remember the gist of it, but I knew what she wanted.

Soo...here I am blitzed, and the next thing I know I've got my hand under her shirt and in her pants and
such. It must have looked rather funny to the other people, because I was certainly too drunk to be
discreet about it.

So we all get home, and the guy I shared a room with is like "I hope you aren't gonna do what I think
you are" to which I responded "I'd NEVER be that lame, even if I was wasted." After this, I promptly went
upstairs and boned this chick for a good hour and a half, never nutted which is a good thing, because the condom broke. I think I was way too drunk and found it way too funny that I was fucking this girl, or all
people, to take it seriously. Whatever, she liked it, so I guess I had some natural talent.

Anyway, the next morning I wake up and immediately remembered everything, including that the condom broke and I continued to fuck her without one, and that I could count at least 12 different people that she'd slept with since I knew her, and also that a mutual friend of hours had mentioned that she gave a number in the hundreds as far as her total partners went.

Well fuck me, the next thing I do is go down to the STD clinic and get tested for everything known to man, including a visual test done by some old fucking bag of a nurse who was totally condescending. Anyway, she looks at my dick and goes "hmm, what's this" and points to a couple bumps I had on my wang that had been there for, oh, 7 months. Then she tells me that it's an STD, which I found funny because I told her that I had them since before I was sexually active.

Apparently you can get it from sharing towels and stuff, which I assume is where I got it from. It was
called molluscum contagiosum and was the most useless virus ever, as it did nothing at all to me, other than causing a few small bumps on my scrotum and penis, but they weren't annoying and eventually went away. The nurse, however, warned me that I should tell future partners about it as long as I had it. Whatever.

So here's the kicker:

This story is unique, I think, because it may be the only instance when a virgin (me) gave a total skank an STD, rather than the other way around. All in all it was a successful evening.