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The Luck of the Draw - My Best Friend (Part II)

Tags: teen boys
A boy finds a new exprience with his best friend
When we finished playing cards we all agreed to meet again tomorrow afternoon, and I said that this whole thing had to be kept a secret or we all could get into trouble for gambling. However, the gambling part was the least of the secrets that I wanted to get out around school.

Danny, the good looking, smart one of the bunch, walked home with me as he lived only a couple of houses down. We didn’t say much, but I could imagine how curious he was about what happened in Jerry’s bedroom. We reached my house and I peeled off to go in, and said that I would see him tomorrow at the school bus stop.

The next day at school, Jerry and Pete saw me between classes and motioned for me. I went to where they were standing. They said that they had come up with an idea that I might like. They said that instead of stealing money from my mom that they could each give me ten bucks to start the game. I looked at them and said, “Yeah, and what?” They told me that I could get there a little early and give them both a blow job. “Ten bucks, each?” I was double checking. They both agreed that, that was what they meant. Little did they know that I had so enjoyed sucking Jerry off that I would have probably done it for nothing. Jerry told me that when I got to his house to just come in and go to his bedroom, which I did as soon as I changed clothes at home.

When I went into his bedroom, both him and Pete were naked with already erect cocks…I assumed in anticipation of what was about to come. I got down on my knees in front of them, as they both looked at each other with a big smile on their faces.

Unlike Jerry, Pete was uncut and the tip of his cock was pretty much hooded with his foreskin. He was about as long as Jerry, but thicker. I leaned forward towards him and he immediately moved closer to me and shoved his cock in my mouth. Compared to Jerry, I really had a mouthful with Pete. After three or four sucks Pete reached down and said, “Here, pull the skin back.” He put his hand about halfway up the shaft and pulled it back towards himself. I felt the foreskin being pulled back, leaving a super smooth cock head. I couldn’t lick and suck on it enough. It was a very erotic feeling for me. That was about the time Jerry grabbed my head and pulled me to his cock, claiming it was his turn.

Well, I went back and forth until all of a sudden Jerry blurted out, “Shit, the other guys will be here any minute.” He pulled out of me and started jacking really fast and hard. Pete, who was waiting his turn and just stroking himself, got the hint and started really jerking off. Jerry started getting close and told me to open my mouth.

“Not for ten bucks,” I said.

“Yeah, right fifteen, okay?” Jerry said hastily and looked at Pete, who nodded agreement. “Oh shit, yeah, okay, I’m ready, open up.” Jerry started moaning. I did and he shoved his cock in.

“Me, too.” Pete followed almost at the same time and he pushed his cock in along side Jerry’s. They both grabbed my head and started fucking my mouth with rapid thrusts in and out. I thought they were about to rip my mouth open at the corners when I felt my mouth starting to fill with hot cream. Then Pete mumbled something in Mexican and pushed hard into my mouth supplying even more liquid gold. However, it was a little too much and I gagged and coughed both of them out of my mouth, causing me to take a couple of shots to my face and down on my T-shirt. I was licking my lips and swallowing as much as I could.

Pete said, "Man that was hot. Fuck I could do that all day.” He shoved his cock back into my mouth for me to suck the remains and clean it off for him.

They got dressed just in time, as the door bell rang. We played for an hour or so then had to break it up as a couple of guys had to go home. Again, Danny and I walked home from Jerry’s together. Danny had pretty much avoided me at school today, but seemed to be over what ever was bothering him as we walked and talked. Then he asked, “What is all that on your T-shirt? It looks like you slobbered a milk shake or something on you."

I looked down. “Fuck, it’s cum.”

“Cum, where did you get that, you never went to Jerry’s bedroom today?” he asked.

“I did it before you guys got there,” I answered.

“You gave Jerry another blow job?”

“Yeah, him and Pete,” I confessed.

“Did they pay you?”

“Fifteen dollars…each,” I told him.

We walked a little farther in silence then Danny said, “How much would you charge me?”

“Shit, you are my best friend, I wouldn’t charge you anything,” I said.

Danny’s eyes got real big. “Honest, you wouldn’t? It’s still early and my folks won’t be home for awhile, wanta come over?” He asked anxiously. And I knew for what, too. We got to Danny’s house and went upstairs to his room, but on the way we met his 17 year old sister, Tina. He told her to go buzz off and not to bother him in his room or he would tell their mom what she had done.

“What did she do?” I asked.

“Just broke something, but I have her scared as hell that it was their favorite thing,” he said.

We went into his room and he closed the door behind him. “Okay, what do we do now?” he asked.

“Take off your shorts.” As an after thought, I added, “And your underwear.” He complied and was already hard and sticking straight out. As usual with Danny, his cock was perfect. Nice cut head, straight, thicker at the head and tapered down to his balls.

“Hey, I’m not going to be naked by myself. You take off your clothes, too,” he ordered. That was the first time I had been asked to do that, but I really didn’t mind. In fact, I kind of wanted to get naked…especially with Danny. The more I looked at him in this new sexual light I could really appreciate what a good looking, handsome guy he was. I was pretty anxious to suck him because I had wondered the night before after I had got home, what it would be like with him, being my best friend.

He came up to me and as was becoming a custom, I dropped to my knees. I reached out and fondled it for a few seconds and then took my best friend’s cock into my mouth. He immediately got into it and started moaning and thrusting his hips at me. I had only sucked on him three or four minutes when he pulled out of my mouth and told me to wait a minute. He went to his closet and fumbled behind some things and pulled out a couple of magazines. “I found these in the attic awhile back,” he said and showed them to me. They were of men and were pure porn. Guys sucking each other and even fucking, shit they were fucking each other in the ass. We thumbed through one when Danny said, “Billy, I want to do that to you. You are my best friend and I want you to be my first fuck.”

“What, you mean you want to put it in my shitter?” I said astonished. “No way.”

“Come on,” he started to beg, “after all you were sucking on it and this is just another hole.” Danny was good; he could usually talk anybody into anything.

“Yeah but…”

“Come on, it must be alright look at all these guys doing it.” He pointed to the magazines. Just then I felt his hand on my cock…not stroking it but just fondling it, rubbing his hand all around it…more like it was a pussy he was playing with. Then he leaned forward and kissed me on the cheek, “I AM your best friend, right?” I nodded yes. “Then what’s wrong…do you want Jerry to do it to you?” He kept rubbing me and fondling my balls and giving me an occasional stroke on my cock, as I shook my head. He kissed my cheek again and then whispered in my ear, “Please, for me, for your best friend.” As he whispered in my ear he was breathing into it and his lips were touching it and I was getting goose bumps all over my body and feeling so desirable.

I heard myself say, “Okay, but just this once.”

He kissed my ear and said, “Okay, just this once. Wait here and don’t move.” He darted out of his room down the hall to his parent’s bedroom, fumbled in the bed stand and came back with a tube of KY. “I read about this after I found it in mom and dad’s bedroom, it’s will make it feel really great." He pulled off his T-shirt, the last remaining garment on his body then came up to me, reached down and slowly lifted my T-shirt up over my head. He took my hand and led me to the bed. “How do you want to do it?” He pointed to various positions shown in the magazines.

“I don’t know,” I said very sheepishly. I still didn’t know what was going on, what I had agreed to, what I had let Danny talk me into this time. He sat me down on the bed and told me to lie back. He spread my legs and moved up between them. He opened the KY and pushed a gob onto his finger. He rubbed it all over his dick, all the time looking down at me with a little smile on his face.

“This stuff is for pussies, too," he said and put another gob on his finger and put it around my asshole. I sucked in my breath at his touch. That was the first time anyone other than me using toilet paper to wipe myself that anyone had touched me there. I must say at my state of seduction it was quite stimulating.

Danny glanced over at the magazine and the open page showing two guys going at it, moved up to me and raised my leg up over his shoulders. He touched his cock head to my asshole and a complete shiver went through my body. Danny must have felt it because his smile broadened. “You like it already,” he said more as a statement than a question. I only nodded as the feeling of what I know was his cock touching what I knew was my asshole was incredible. “Am I handsome, Billy? Am I your best friend? You will do anything for me won’t you? You want me to fuck you don’t you?” I only nodded as I felt Danny push a little harder against…what had he called it…my pussy? That is what he said you put the KY on, a pussy.

Then he pushed a little harder and the head popped into my ass. My eyes got big and a wince escaped my lips as I felt the pain for the first time. “Oh god, you are so beautiful,” he said as his self control vanished and he plunged into me full force. This time I let out a loud cry as it felt like he had ripped me apart. He quickly lowered himself on me pushing my legs back against my chest and kissed me. “I am so sorry, I don’t want to hurt you, but it feels so good, so unbelievably good.” And he kissed me some more, not the pecks, not the brush of his lips on my ear, but right on my lips hard and with passion. Then he pulled back momentarily and said, “French kiss me. ” And immediately, he resumed kissing me, but this time with his tongue pushing at my lips. I opened my mouth and his tongue pushed its way between my lips.

All of this attention on my lips and the kiss and the feel of his tongue against mine had taken my mind off the pain I was experiencing in my rectum. It was giving me time to become accustomed to a cock in me. I think he lost track of his intended mission, also, because as our kiss became more comfortable Danny started moving his hips and his cock started moving inside me. I still winced a bit, but the pain was no where near that initial thrust that totally impaled me on his first entry. But the kiss was sweet and wet and passionate and felt so loving.

“Ohhhhhhhh Billlllyyyyy, this is so great, I can’t begin to tell you how wonderful my cock feels sliding into you,” Danny cooed. With every downward stroke of his cock and every withdrawal, the sensation for me was becoming more and more pleasurable. He was starting to pick up speed but not in huge chunks, ever so slowly. It was like he had been doing this all his life. He knew exactly how to stimulate me, how to arouse me, how to awaken my feminine side, how to make me want it, how to fuck me.

At this point Danny was starting to reach a feverish pace, he was no longer looking at me, his eyes were closed tight and he had pushed his self up straight over me in sort of a pushup position and was slamming into me over and over. In order to help him reach maximum penetration into my ass, I had hooked my legs at the knees and pulled them up against my chest so my asshole was pointed right at that jack hammer cock. I don’t know how much was audible and how much was just going through my head, but I kept hearing what sounded like my voice saying over and over and over just two words…”Fuck me, fuck me, fuck me, fuck me…"

Then Danny’s face started to contort into what seemed to reflect torturous pain and his body was going into spastic convulsions. And then I felt it, something hot shooting into me in streams. Now I could hear the vulgar slurping noises Danny’s cock made every time it pulled out of me, as the suction caused by the addition of his cum and my tight fit. After shooting his wad into me, every time he pulled out some of the hot liquid would come out with his cock then as he rammed back into me, my tight rim would clean his cock and the residue would slither down the crack of my ass.

Then Danny made one last grunt and collapsed heavily on top of me. He was gasping for breath, his chest heaving on top of mine, and as I lowered my knees from my chest and his own exhaustion induced shrinkage he started pulling out of my ass. ‘Shit,’ I thought ‘it was no longer my ass it was my pussy, my backdoor pussy, my boy pussy…what ever you want to call it, I had it and I was glad.

When the glaze started to clear from Danny’s eyes and his breath was not as labored, he kissed me and told me how happy he was that we are best friends.

That is when we both heard that irritating squeaky voice say from the door, “I want to do that, too.”

To Be Continued

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