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part 1 - part 2 - part 3 - part 4 - part 5 - part 6 - part 7

From: AJ siggy [reverendatothej@hotmail.com]

So it's like 5 am and i should be studying for finals, but instead imma send u the story of the first time a fucked a bitch. I was a freshman in college, and i'd been pretty damn good about "waiting for the right chick" when it came to sex. I'd been blown a few times (although never to completion), but i still hadn't had sex, because i wanted to wait to do it with someone i was in love with.

Then i met this slut.

Her name was Brittany and she weight about a hundred pounds, and i met her skinny ass through my roomate (who she fucked at the very beginning of the year). When my roomate dumped her ass, i took up a friendship with the emotionally damaged ho. I'd gone to an all guy school, and it was the first
time i'd been friends with a girl for reasons other than trying to get her to blow my load.Well, that changed quickly. One drunken evening, i decided to show this ho my cock. Most of the girl's i'd fucked with in high school were pretty inexperienced, and i'd always wondered if i'd had a small cock. Being that she was a slut, i figured she would have a good idea of what a good cock size is.

She was very impressed with my manhood, and true to her slutty form, became very interested in me
after this. Soon enough, this ho was blowin me, and jerking me off and lettin me blast my loads wherever i pleased on her. Our personal best was 5 jizz blasts in a row, all on her stomach. She was pretty nuts too, she'd blow me whenever i'd pick up the phone to call a friend, just so she'd see
me struggle to talk.Then comes the fucking.

Keep in mind i never did shit back for this ho. No kissing, fingereing and especially no snatch licking. I also told this ho i wasn't gonna have sex with her because 1. i'm not in love with her and 2. she's a ho. However, that didn't proclude me from fuckin her in the ass. I eventually convinced her on the notion, and we both thought it'd be kinda cool to lose a 'type' of virginity (this ho had fucked like 7 guys, but never in the poop schute) I don't know if u've fucked a bitch in the ass before, but it's not as easy
as it's made out to be.

First of all, the condom she gave me strangled the fuck outta my cock, and trying to shove my now-purplish meat into her dry asshole with just the lube on the condom wasn't a blast. I actually managed
to get it in for a bit and thrust around a little, and it got pretty excited after i got in a rhythm. But suddenly, there was a weird 'pop' sound and i unnaturally jerked forward. I thought i had exploded the ho's colon, but she seemed fine. Turns out i ripped the shit outta the trojan. To keep this from happening on my next attempt, i went out and got "extra protection" condoms which are thicker and prolly a favorite among my gay friends who do nothing but ass fuck.

The second try ended up worst than the first, without me getting in at all, but still causing enough friction with the extra thick condom to make her asshole bleed. Finally, like the story of the three bears, the third time was juuuuuuust right. About a week after the second try, I purchased a tube of KY at the student store and ran back to try again to fuck this ho's ass (hopefully before my roomate returned). The KY worked great and after some initial cringing and panting pain from the slut, i started stuffin the old meat in there. Man...that shit was fun, and true to virgin form i only lasted about 3-4 minutes and had NO clue what i was doing.

The lack of experience would have been fine and dandy, except that the careful streamline thrusts i was
doing to guard her her anus suddenly ended when i lost control and came, surging my body, cock, and her ripping anus, upward. The bitch screamed (although i think she enjoyed knowing a busted a nut in
her whorish ass), and proceeded to go clean herself in my bathroom, nearly in tears. I felt no guilt, since i had no clue that i would thrust forward when i came, so I layed in my bed, looking at the jizz filled condom in my trash that had just been in this ho's now-bloody rectum. The bitch couldnt' walk for days. But i could have cared less, the crazy ho still loved me and my large cock, and that woulda been just fine, but i got stupid and drunk around her one times too many and she actually tricked me into dating her ass about 2 months later.

I dated the ho for about 9-10 months, and I ended up fuckin her snatch too, although even that proved to be a mistake cuz her psycho ass faked a pregancy after I broke up with her. Fucking bitch. So basically the first time i fucked a bitch, it was in the ass. Kinda unusual, but it led me down a path of numurous buttfuckings that earned me the nickname "Assblaster." I'm sure there's a lesson to be learned, i think it's prolly that 'skanks is skanks.' PB&J for life. -the rev

From: Dora Lüthje [dora.ja@adslhome.dk]

I can’t even believe that I am doing this. That was the only thing going through my mind during my first sexual encounter.

She was a weird, and so up to that point all we had done was heave petting, fingering, and a couple of blowjobs. (all good)

It all started with this hot chick. I had been seeing her for a month and we had both turned sixteen for a couple of weeks ago, and this was supposed to her present to me…

She called to her house one night and asked me to bring rubber or latex gloves? My mother is a nurse so we had some, but for what? She lived about a block away and when I got to her house she had put a note on the front door saying “I’m upstairs – naked”

Right there my blood pressure, and other parts of my body, grew very large, and I just walked inside. Now it just got freaky. She had put a note on the door to the living room saying “get undressed and bring the gloves”. So I did. Went upstairs and there she was. Naked, masturbating and very happy to see me. She then asked me to put on the gloves and get up on her bed. She then showed me a picture of what she wanted me to do! It was a picture of some slut getting FISTFUCKED.

On one side it made me horny as fuck, on the other I didn’t know if she wanted me to do her – or her to do me!

Lucky for me she wanted it, bad! She had some lube and smeared it all over my gloved up hands, and told me to sit so she could suck me of, while I jammed one hand up each hole.

The sucking was all good, and the fisting… I guess so to.

She just loved it so much that I had to jam my right arm up to my elbow into her ass! Now that was very surreal. Then I came, and told me “pull out” and clean up.

I’m still seeing her, and my mothers holding of latex gloves are getting low. She’s also been talking about doing it “naturally”! (no gloves)

From: Default in Front [flynn@entropy.muc.muohio.edu]

the first time i had sex was when i was a freshman in college. i went very far away for school (about 2000 miles) to the evergreen state college in olympia, washington. i had a really bad time there - i hated my roommates, i hated my roommate's girlfriends, i hated the school, and i especially hated the weather. but there were some hot chicks there, and i got to play around with some of them.

one day in early december, i was having an awful day. i don't remember exactly what the problem was (most likely it was the 1,000th straight day of rain), but i sat in my room and chain-smoked all damned day out of self-pity. when i finally came out of my room around midnight or so, i found out my roommates where having a little party in the living room (evergreen dorms are apartment-style, so we all had individual bedrooms but shared a living space).

i decided to hang out for a while and drink before going to bed. i sat next to this one hippie chick i knew, corey. she was pretty cute, but i thought she was fucking my roommate dane, so even though i was hitting on her i didn't think it would do any good. not so.

as the night progressed, corey and i talked each other's ears off. she drank some, and i had two beers. we smoked a lot of cigarettes, and when i ran out of mine, she hand-rolled me some from her little pouch. at one point later in the night, when everyone else had left, i mentioned to her how relaxed i felt. it sounds cheesy, but i felt exceedingly relaxed, just sitting there on the couch talking to her. she gave me a quick look and said, "yeah, it must be those beers you were drinking." now, i had a reputation at that school for being a REALLY big drinker, and she knew that. she also knew that i had only had two beers, so i couldn't be drunk. i said to her, "no, i don't think that's it."

she looked at me again and said, "well, to be honest, i crushed up some muscle relaxant pills into the cigarettes i've been rolling you to get you relaxed." i think i remember my jaw dropping to the floor.
we talked for a little while longer, then started making out. when she asked to go to my room i knew i was getting laid. (i probably should have figured it out earlier in the night when she jokingly slipped a condom in my pocket.) we walked through the hallway to my bedroom, passing by my roommate dane, toothbrush in his mouth, who gave me one of the most envious looks i've ever seen.

we got to my room and started kissing again, then she took off her little hippie dress the same way heather graham did in boogie nights - from the bottom up, showing me absolute full frontal nudity underneath. we ended up fucking all night long, listening to the verve and sleeping in each other's arms. it was a good night. - flynn

From: I.M. Torgo

I was reading all the first time sex stories and thinking about how lame my first time was, so I thought I'd write in about this virgin whose cherry Ididn't just pop, I tore it up. It's a more entertaining story. I was out at a club with my friend one night and he picks up on this really hot girl. I didn't have much luck, but I was happy at least one of us got some action. After awhile, my friend asks me if I wanna go for a ride with him and the girl he picked up. I didn't wanna sit there like an asshole so I said no. He told me she had a friend and I wouldn't be alone. So, with no other options worth persuing, I agreed. Turns out the friend was ten times hotter than the chick my friend picked up.

So after driving around for like half an hour we found ourselves parked on an empty street near the park. It was late so there really wasn't anyone around. Nothing was really happening with me and the friend in
the backseat, so I was thinking of just going home. But then my friend said he was gonna go for a walk
with the girl he picked up and would be back like in half an hour. They soon disappeared into the park
where I would later find out my friend fucked that girl in the ass on one of the picnic tables.

I was sitting in the back seat with this super hot chick when suddenly she started talking. About her
boyfriend though. I wanted to leave right then and there. She was going on about him like there was no
yesterday or tomorrow. So instead of leaving, I thought of something a little more fun. I said to
myself, if this bitch is so in love with her man, why is she sitting here with me. She said she just didn't
wanna leave her friend alone. I said, you just left her alone. She realized I was right and loosened up a
little. So I start sweet talking her, slowly moving over little by little and through some complex manuvering and the best sweet talk I ever spoke I found myself making out with her. She was a little
tense and jumped when I squeezed one of her tits. I kept squeezing it and she kept pulling my hand away
but eventually she left it. Soon she started moaning a little. I started sliding my hand up her thighs and
knew she wanted it because they kept spreading as I got further up. So I reached under her skirt for her
pussy really fast and she let out a scream, but I quickly realized it was a lustful scream. After a few
minutes of rubbing, I managed to slide my hand under her panties and slowly dipped one of my fingers into her pussy. This bitch was shaking all over, dripping like a faucet. I was finger popping her and sucking on her titties and she was moaning and shivering around like she was having an attack.

Then while I was doing that she undid my pants, pulled out my dick and started jerking me off. With a girl
this hot, a handjob wasn't good enough so I put my hand on the back of her head and pushed her down. I then sat threw about five minutes of the best dick sucking I ever got. It felt so good I couldn't hold
it and shot a massive load into her unsuspecting mouth. She really freaked out then, especially since
she swallowed pretty much all of it. I managed to calm her down a little by removing her panties and
finger popping her some more. Even after that huge load, my dick was like a rock again. I didn't think
she would blow me again so I pulled her over onto my lap and ripped into her pussy. I told her she was
super tight and that's when she told me she was a virgin. She looked like she was enjoying it but kept
telling me to stop because I wasn't wearing a condom. I told her it was okay and after a few minutes I
busted a gallon again inside of her. I just couldn't stop fucking her.

After that she was all nervous and shit, and worried about what her boyfriend would think, especially since he wasn't gonna be the one to pop her cherry. A few minutes later my friend came back and I don't know how, but I was able to talk the girl into coming home with me so I could calm her down. Right away I got that bitch drunk as hell. Then I got an idea. I called up my friend from the club to come over with
his video camera. About an hour later, my friend and I both took turns fucking the shit out this girl on
video. We fucked her every which way, in the mouth, her pussy and her ass. She was so broke by the end that she didn't even budge when my friend fucked her ass and then blow a huge load all over her face in a close up. I know this a little fucked up, but I even woke up my thirteen year old brother so he could fuck her as well. He's always jerking off in his room so I figured I let'em have the real thing finally. She was out of it by then. My brother even fucked her ass and then came in her mouth and she was too worn out to react. After that she started crying, having a breakdown and shit about her boyfriend, so my friend and I dragged her out into the street and dumped her ass on the sidewalk.

Last I heard, her boyfriend found out and dumped her. Can't blame him, for a virgin that bitch was a slut. I even hear she got drunk at a party later on and ended up getting fucked on video again by three other guys. As for my friend and the girl he fucked in the park, he got her high one night and called me over to fuck her on video too. Who needs to buy porn when you gotgreat homemade ones?

From: E. Strong [wawazat@shaw.ca]

Dear Stile:

Please feel free to use this as one of your first-time stories. It's not about the first time I had sex but rather, the first time I had anal sex. It was a few weeks ago. The girl and I hadn't made any definite plans to go back-door, but during our last meeting before the Day in Question, we discussed it briefly and the idea was in the back of both of our minds. To prepare for the Big Event, she took a dump shortly before we got together. I knew this not because she told me, but rather because during foreplay I went down on her and it reeked like shit down there. She couldn't have finished her pre-bum-fuck dump more than 30 minutes before I got her panties off and started licking her snapper. It was fucking horrid, but I hadn't been laid in weeks and I was dying for a taste so I went for it. When it was finally show time, I went into my nightstand and pulled out a bottle of lube, purchased the day before. We oiled up the back door and went at it and when it was all over, I pulled out to find that stuck to the end of my prick was a 2-inch-long turd that was coated in green lube. It fell off the end of my cock and lodged itself between her ass cheeks. It looked like an alien birth. I told her to lay still and I went to the bathroom and got a piece of toilet paper and plucked the feces-lube mixture out from between her ass cheeks and wiped her down the best I was able. But as gross as that was, I can't wait to fuck her in the ass again. Sick, huh? Oh yeah, please don't make known my name or e-mail address. Stile for Prez.

From: Diggly Doodle [bumblephuck@hotmail.com]

okay then. more than enough people keep telling you these stories about "oh hey, i fucked a fat chick" or "i fucked a chick with herpes just to lose my virginity" or "are these open sores supposed to happen?" for their 'i lost my virginity' stories. i don't know if i'm the first to tell you the type of story i'm about to unfold, but if yes, then hell; give me a fucking prize. i'm unawares as to what "legal" issues might say on the matter, but let's just pretend that i was "18 or younger" and that the girl i lost my virginity to was "16 or older". and was of relation maybe.

two years ago, my exceptionally HUGE fucking family (gramma was a busy lady) had a family reunion with all the uncles and aunts and cousins. every single fucking person that i had ever met in my life from day 1 was there. there was the regular schmoozing and the like, with "oh how big you are after all these years!" and cheek pinching and all of that horseshit that you have to put up with every single dolt that you were ever cursed to be related to. and there was also the get togethers that only cousins could have; drinking to excess and telling stories about how more fucked up our family was than your family.

my family is irish AND catholic, so we had nothing to turn to other than alcohol. hell, i'm surprised "BOOZER" wasn't stamped on my head the second i was born.we had the regular stories that were expected of some of the 'cuz's ("i got SOOOO wrecked last weekend and fucked a pine tree" stories from the 13-year olds to the 20 something's tales of "you guys are fucking morons, i'm going to drink with the rest of the family" stories) and not many of us were particularly amazed at the bullshit spouted from the mouths of others. (i was 18 and a virgin, planning on becoming a priest; forgive me for not being a little naive. i'd heard it all)

eventually the night grew longer and longer, and we'd all gone into the gigantic hubbub of things and were getting super-pissed with the rest of our family. more tales of grandeur and "my family is better than yours" started spewing from the mouths of the aunts and uncles. i heard "i got millions of dollars" stories vs. "i help with leper colonies" kind of arguments, so i wasn't really interested in hearing either sides of the stories. i just wanted to get shitfaced and relax with what few cool cousins i had left. we all went to the house boat (two pontoons and a wood plank covering both with a motor at the end) and drove out to the middle of our freezing cold lake. when we got to the middle of nowhere, we stopped the boat and kept drinking for ever MORE hours. eventually we all were shitfaced and decided to go jump in the lake. since we live in a warm climate, the water's always warm. however, when you get out, it isn't neccessarily that.

my cousin shannon thought to take her clothes off and jump starkers into the lake. this wasn't such a shock to most of us since we'd seen eachother naked countless other hundreds of times in the past 23784238 years that we'd been growing up. my older cousin craig got naked next, and within 20 minutes, all of us were naked and making naked fart noises in the water. so eventually we got back on the boat (floating pile of metal shit) and headed back to the beach. when we got there, most everyone was passed out and sleeping on couches and pull-out beds and sleeping bags on the ground. i was fortunate to have brought an inflatable mattress, tent and sleeping bag for the occasion, since every one of my family members was fucking greedy as shit when it came to sleeping space. i had the backyard to myself and lo and behold, right before i get to sleep, i get a scratch on the tent and my cousin shan asking if there was an extra place for her to crash.

i being the gentleman i was, told her to fuck off and find her own place. she started whining about how everwhere else was taken and she didn't have a place to sleep. i told her that all i had was the one sleeping bag and she said that it was okay with her. i was just about back to sleep when she got into the sleeping bag with me, and i noticed that she wasn't wearing anything other than her panties and bra. i asked her if she was okay, and she said 'yeah' and i fell promptly to
fucking sleep. next thing i know, i'm woken up in the middle of the night by something practically ripping at my cock to get out of my pj's. i completely forgot where i was, so of course i started to whip out my dick and let whoever it was start stroking me off. only about a minute later did i realize, "holy fuck, this is my cousin shan with my cock in her hand" she started to kiss me and say she wanted to get laid, who was i to argue? i told her to get in the bag and start sucking my dick, and so she did just that. after getting my dick sucked for about ten minutes by my hot cousin, she told me she wanted to fuck me. i was in no mood to argue, so i literally ripped her panties off and almost stuck my dick up her ass.

she finally got me inside her ultra-tight pussy and i swear to god that i thought i blew my load in less than a minute. i don't remember (or care for that matter) if she got off too, but i remember blowing the longest and heaviest load of my life inside her. i freaked out five minutes later, saying i'm sorry 'cuz she was my cousin and all, but she said it was cool and would wait until later.

later turned into never since the rest of my fucking family woke up about 40 minutes later to get breakfast going. i never got much sleep that night, or for a few nights after, but that was by and far the most satisfying night of my life. oh, sorry, that was bullshit about the later part; i fucked her again the next night. good and long. i feel like some kind of a freak, but holy CHRIST that was the best lay i've ever had in my life, and i'd bone her again in a second if i could.

From: Paul

Hey Stile. First off, I haven't had sex yet, but there's a fucked up reason for this.

When I was 9, I had to get a bit of my foreskin cut off from my dick because I had too much. I
went under the knife, and came out fine. Everything was going great.Then, about 6 years ago, I had to have my left nut removed because it had stayed in my pelvis since birth and wasn't coming down. The doc said that after a few more years, it might become cancerous, so I went under the knife again and
got Lefty taken out. No big deal, still a man.

Fast forward to last summer. We go on vacation. I come back and notice that my dickhead and the
shaft below it is redder than usual. I assumed that it must have been because I did a lot of running, and it was hot, so my underwear must have gotten really warm. "No big deal, it'll go away" I said to myself. How wrong I was.

The red didn't go away. Some skin started to come off occasionaly. It didn't hurt, it didn't itch, so I assumed a few more weeks and it would go away. It hasn't. Today, it started to bleed, cause my dick was rubbing against my underwear so much. I think its because ever since Lefty came out, the ol' Twig has been hanging to the left, and the right side is always exposed. Not even
loose underwear helped.

Why did this happen? Good fucking question. I've never had sex; no blowjobs or handjobs either. I'm 100% clean as far as I know, and all of a sudden, my dick is bleeding and peeling away. I figure I'm never gonna get laid. Hell, if a chick even touches my dick, she'll run away and tell all of her friends. This is how it'll happen: we're sitting on her bed, and she tells me she wants to fuck. I'll tell her no. We'll argue back and forth, I'll keep resisting, and she'll eventually start handling me thorugh my pants. Mt defenses will be down, and she'll unzip my pants, pull them down, then go for my underwear. I'll realize what's going on, and I'll try to stop her. She'll ask me why I don't want it. I'll tell her that I trust her with a secret, and I'll give her the news about my condition. She'll say that she doesn't care 'cause she loves me, and she'll pull off my underwear...wait for it....And out I go, running back home while she screams that she'll never touch a dick again.

Fuck. Maybe the docs took off too much skin all those years ago, leaving me with an unprotected
dick. I don't know. I'm gonna make an appointment with a dick-doc, and see what happens.

But for now, it looks like I'm gonna be a Virgin4Life.

Hey dude, I've know lots of guys in my life with one ball, and they got chicks no problem. Why not just get a prosthetic silicone ball implant? That's what they do to guys who have nut cancer.