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Me and my best friend Jim's first time
Dear Diary,

I was looking at this hot chick with a huge rack at my Denver High. I walked the halls to try to get a bit closer to her, I couldn’t hide my boner, it was bulging right out of my jeans. I walked like a cripple for a while until I turned the corner. I bumped into something big and soft, it was her. I was so embarressed, cuz maybe she felt my boner on her warm ass. I was shocked and I started panicking and looking side to side. She turned around and she looked right at me. She smiled and I thought I was going to melt. It was 80 degrees outside, hot for Denver; her boobs were open and her bust was barely held together by a thin bra. I tried to think my hard-on away, but it just got wetter.
She said to me that I was 16 and she was 18, even if we did anything I wouldn’t know what to do. I was freaking out, I never heard anyone say that to me, how did she read my mind… lol
Then, my boner went away so quickly, out of fear mainly. It was fourth period, one period before lunch. I walked into my chem class and saw my good buddy Jim. I knew him since the fifth grade, we live in the same neighborhood. He taught me what porn was, then I was just a prepubescient dude who didn’t know anything about sex. Sure I played with my peepee (I called it that before) when I was four, I remember fucking a stuffed bear that my family had in their bedroom. I couldn’t come though, so when he showed me porn and I started jacking off again, I squirted and it felt really good.

So fourth period flew by real fast. It was lunch and I sat with Jim, Kathy (one of our other friends) and Julie (Jim’s girlfriend). I didn’t like Julie too much, she seemed real bitchy. She always asks me why I don’t have a girlfriend yet, and I tell her to fuck off and mind her own business, I would slap her and give her hell if she wasn’t my best friend’s girl.

It was getting to the end of the day and I walked home with Jim, Julie and some of her friends went out to do other shit. I liked walking home with Jim, he always seemed safe to be around, he was tough and I was, well kind of scrawny. I felt comfortable around him. We walked and started talking, then as time passed we came to his house. His parents worked the night shift and he had the whole house to himself till midnight. Lucky.

We usually did this once a week, we would sit around, play the Xbox 360, and most of the time watch porn. I liked the porn part. He always knew the best sites to go on. I was surprised at his knowledge. He had rules though, first if you want to jack off he would let you use the bathroom, but never do it outside of the bathroom. Rule number two, clean up after you’re done. He didn’t want jizz evidence for his parents to waltz right in and see everything.
We saw some hot chicks getting pounded by some black dudes. The way the girls screamed I couldn’t take it. I ran into the bathroom. I couldn’t unzip my pants quick enough. I started stroking as fast as I could, quickly I remembered the hot chick I saw at school with the huge breasts. My upper lip started to sweat, then I started to sweat. My ass was open and it was wet, the heat and the sexy thoughts, I jizzed so much within a minute. I squirted onto the back of the toilet cover and my come was drooping down.
I always thought how it would taste, how those girls in the porn videos sucked the guys and could eat come. I looked around me, even though the door was locked. I took my index finger and scraped a good piece of come off the toilet cover and quickly popped it in my mouth. It was salty and warm at first, then a little sweet. I swallowed, but it felt weird going down. I drank some water from the tap and cleaned up. When I came out I saw that Jim was playing the Xbox 360 and had turned off the computer. We passed the time and I went home at 7.

The next couple of days were weird, I jizzed while watching porn and ate some of it. I liked it, it tasted salty and warm. Sometimes I tried shooting the stuff in my mouth. It was really fun.

One night I couldn’t fall asleep, thoughts were racing through my mind. Suddenly a weird fantasy came to mind about Jim. I gasped and jumped up in bed, how could I think of a guy like that? I thought then about how I felt around him, how I wanted to be like him. I got a semi real quick. I was shocked, this is my friend, I thought, what the fuck is happening to me? I was kind of excited though, I thought about how muscular Jim was and how he could fight anyone off for me. Then I knew that nothing could ever happen between us. He was as straight as a needle. I got up and saw that it was midnight. It was Friday though, so I could sleep in. I went to my computer and I searched –muscular men- on google images, and turned off the safety search. I wanted to imagine what Jim looked like naked.
I saw so many hot looking guys, I was aroused but I couldn’t figure out why. Then to be more specific I searched –gay-. I got a lot of results. I started getting really hard when watching videos of teen boys fucking each other. Oh my God it was great. I cummed in minutes. I imagined Jim doing something like that to me. I was kind of guilty after that, I knew I couldn’t tell anyone; but some little part of me made me feel good about it. Then I finally went to sleep.

I woke up to the sound of the phone ringing. No one was home so I got up and picked up. It was Julie, she started bitching about how she suspected me and Jim were trying to pick up girls. She was really pissed. I hung up the phone on her after she started swearing. It got me out of the house and running to Jim’s place really fast. I didn’t want to have the bitch on my back. So I came to Jim’s house and it was about 3 pm. No one was home, as usual, but Jim probably was.
I saw something strange, the door was sort of open a crack. I walked in, because hey I knew him. I walked down the hall to his living room. It was big hallway. I knew he probably was on the computer or something. So I went upstairs to his bedroom. His door was wide open and in his chair, in front of his computer was a completely butt naked Jim. What I saw stunned me.
He was butt naked, sitting on the chair, jacking off! What about his rule. I was surprised but also very aroused. I instantly got a boner. It was so hot, he was sweating and he had a shell necklace on. I could see his ab muscles and his lean body. I knew he was watching porn, so I looked over his head and saw something out of the ordinary on his monitor. Three boys, naked, each fucking the other guy’s ass in a train. GAY PORN!?!?
This shocked me then I realized, he liked men too, I was surprised and aroused, I was so horny I never knew. He turned me on.

I knocked on the opened door. He jumped out of his chair. “OMFG”, he said. His eyes were widened and he looked as if he had a dirty secret. He covered himself with his boxers that had been lying on the ground. I looked down, I tried not too. All the dicks I saw last night, his was the best. His dick was probably 8 inches long! It was thick and wet and juicy, sticking up into his chest as he bent down to get his clothes. I started breathing heavily. He looked at me and said that he was really curious about this stuff, he said that because he knew he could trust me. He begged me not to tell anyone and I swore. I told him then and there, that I was curious too, and more so that I was sexually attracted to him. He sat back down, he told me the same. He said that he accidently saw me in the boys locker room showering with the stall open one day, and that made him hot, he knew he had to have me. I was flattered and happy to know that we both want each other.
He went to the computer to turn the porn movie off, but I stopped him.
“There’s no reason for it to end” I said.
He smiled widely, I closed his door, and he started jacking again.

He approached me, oh his sweating golden colored body. His lean muscles and his chest was going up and down. He took off my shirt, and he kissed me. Once, twice. We started passionately, he shoved his tongue into my mouth. I loved his wet, slippery, soft tongue humping my tongue. The taste of his saliva made me precum. We kissed more and more. I wanted his buff, warm, body to push me onto the bed and be aggressive. I wanted to be his bitch.
He read my mind. He shoved me and I fell onto his soft two decked mattress bed. His sheets were soft as a cloud. He jumped onto me and started kissing every part of my upper body. He kissed my neck and started to lick my throat. I was hard already, his force on me was going to make me explode. I started to peck his shoulder, his salty sweaty shoulder. He tasted so warm, so good. He was working on me with his mouth, he got to my nipples and started eating at them. I didn’t know how good that felt until he tried it.
After he felt that he was done raping me with his mouth, he slid my pants off of my body. He saw my boner stick out of my boxers. He started nibbling at it from outside my pants. His warm breath descending onto the fabric of my boxers and I could feel it on the head of my cock, it was AMAZING!
I didn’t want him to have all the fun, I slightly pushed him away and I looked at his hung-like-a-horse cock so covetingly. He knew what I wanted so he erected himself and his dick was nearly two inches from my mouth. I stuck out my tongue and licked the bulbous head of his cock. His knee was on the bed, I was sitting on the bed, and his cock was in my mouth. I slid it all into my mouth, I gagged, but I didn’t give a fuck. I wanted it ALL!
I held it firmly around the bottom shaft with my left hand, my right was under his balls and nearing his ass hole. I took his cock out of my hot and moist mouth and licked my index finger, till I got wrinkles that is was so wet. I resumed sucking and blowing and my right index finger went back near his asshole. I rubbed under his anus and started to rub it after a while. I made a circular motion around his butt hole with my wet finger as my mouth was going top speed on his luscious rod. He threw his head back and moaned with intense pleasure. His mouth watered. His throbbing cock was throbbing more now, I knew he would cum. I wanted it all in my throat, I would swallow it up. His quick breathing told me that he would blow, and surely he did. As I rubbed his asshole faster and faster and started sucking harder on his beautiful cock, the load shot down my throat. IT WAS DELISCIOUS!
Sweet and salty, just like him. His legs gave out with the surge of ecstisy like pleasure. He dropped to his knees, the knee on his bed fell and his standing leg collapsed. He was on both knees gasping and smiling so happily. His head fell on my thigh. I swallowed the tasty cum that had been my prize, since I did just pleasure my fantasy boy.
When he stopped gasping I could hear the next video playing, anal rape. He looked up at my face and smiled saying, “I want you in me you delicious pleasure.”
I was so happy at this, but I told him that it was my first time, and he said that it was his too.
We began.
I stood up and he took my boxers off. My cock flung out and nearly hit his eye, with it flung a semi-sized load of precum across the room. My cock was drooping liquids, and he commented that it looked so juicy. My cock was about 6 inches long and as thick as three fingers. With my boxers at my ankles and his mouth licking my stomach, slowly moving to my dick, I felt an instant flow of pleasure and excitement. I knew it would feel so good, but I didn’t expect this good after it actually happened. His mouth was wet and hot, it felt amazing on my cock. His slippery tongue wrapped around the head of my penis. I couldn’t stand the pleasure. I told him that I was ready to start. I knew that it was only a minute since he started bobbing his head, but I knew that I wanted to fuck his hot ass before I cummed.
He took some lotion from the table and I squirting a handful in my right palm. I applied it very juicily on my cock. I remembered the videos I saw last night so I learned from them. I put my face into his ass, I could feel the warmth coming from his cheeks. I stuck out my tongue and started licking his cheeks, then I came closer to his hole. It was hot, not warm, but HOT!
I licked around his tight virgin hole, then I started stabbing his ass with my tongue. He groaned with a little pain, but then he started moaning with pleasure. I was aroused by his vulnerability, usually I’m the vulnerable one. I started to go deeper sending my tongue off like an explorer, looking around for his treasures. I knew he didn’t eat anything because I couldn’t taste and shit, which was perfect for me. The tip of my tongue could sense that as I went further, burrowing into his ass, it got warmer. His hips were shaking with pleasure. I started to grab his hanging cock, which I noticed was now hard again. I was done looking around.
I got more lotion and started to rub my fingers, I slowly inserted one finger, then two into his ass. I knew two was enough because he could barely handle two. How was he going to feel with my cock inside him?
After four minutes of fingering, I was done, I needed to fuck his ass. I kept him in doggy style for so long that it was rude of me to not do more to him. I got up and got on my knees (we were on the floor, my ass to the bed). I slowly but surely penetrated his wet slippery ass. He flinched alittle with pain, then as he got used to it I inserted more of my shaft. Soon enough I could barely see half of my cock, then I retracted and then put it back in. I started humping, I moaned as pleasure struck me and raped me, I was near screaming, but not forming words. It felt outstanding, nothing made me feel this good, nothing.
He started smiling and biting his lip as he moved forward and back to the rhytm of my humping. He reached back with his long arms and surprisingly grabbed my ass. He parted my cheeks almost. We fucked harder, his ass was sweating and I was sweating. Now my entire dick was inside him, I could hear slopping sounds as my hips and torso slammed onto his muscular ass, the two warm sweating bodies. My ass hit against the warm and soft sheets that we were just on. I couldn’t take it all the pleasure, everything. He shouted at me to “fucking cum in my tight virgin boy pussy.”
I screamed with such pleasure I was panting for air. Finally after five minutes of keeping it in while fucking, I exploded into him. Precum dripped from his cock onto the floor, I shot into him across his prostate. I was so exhausted, he sucked my body dry of liquids. I almost fainted, I fell onto his back with my dick in him still. Blood came back to me and my dick went flaccid. I took it out and we started making out for about what seemed to be half an hour.
When we were done, we sat on the couch, me in his arms and I told him,
“Did you know, Julie thinks that you’re cheating on her?”

We both laughed.
12 comments

Anonymous readerReport 

2016-02-18 14:49:24
Pitiful writing style, childish... spacing, paragraphs, grammar, etc.

anonymous readerReport 

2011-09-03 12:19:35
Damn I want to try sucking a cock! It sounds great

?

anonymous readerReport 

2011-02-28 11:16:36
i'm kind of str8 but i sure would have joined these guys. have another hard on, 2nd one reading story thinking about me sucking their hard cocks i have to cum in my hand again and lick it off,jerking off feels great thinking about hard cocks.

anonymous readerReport 

2011-02-28 11:09:53
i'm kind of str8 but i sure would have joined these guys. have another hard on, 2nd one reading story thinking about me sucking their hard cocks i have to cum in my hand again and lick it off,jerking off feels great thinking about hard cocks.

robdavisReport 

2010-08-24 22:35:50
thanks for an interesting interlude

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