I was 17 years old and not hitting it with the women to well. I was in my back yard sunning myself by the pool, looking at penthouse magazine. Feeling really honey, I whipped out my dick and started to stroke away. No one was home and no one could see into the pool area unless they were in the back yard.
As I'm jerking off I hear an "Oh shit". I jump up and see a kid from around the corner. He was about 14, kinda on the plump side.
He apologizes for scaring the crape out of me, but couldn't take his eyes off my cock, now just dangling there.
I had an idea that would work and being horny, I didn't care. I called him over and told him to get on his knees and blow me. 
"What the fuck... no way"
If you don't blow me I'll beat the crape out of you, I said.

"well if you won't tell, OK".
shit i was in, getting my cock sucked. It was great, for his first time, he licked and sucked like he did this before. Maybe he did?
I shot a nice wade of cum down his throat, he gagged a little but swallowed it all.
This went on for the summer, if I saw him in the area, I'd tell him to come over for a swim. And not to mention a bj.
Winter came and I hardly saw him, until the summer again. This time I wanted more. I set up some work horses in the garage with carpet on them. This time when he came over I told him my plans. I wanted to fuck him in the ass while he was laid across the work horses.
He backed up real quick.
After a little coaxing I pulled his bathing suite off and made him bend over the horse. I used suntan oil for lube and slowly put the head of my cock against his asshole. He was sweating bullets and I hadn't started yet. In one motion I went all the way to my balls. I held it there for a while till he stopped sceaming and squirming then started. I made as long a stroke as possible with out coming out of his ass. After awhile we were both dripping in sweat, and he was moving with me, begging for me to go deeper. Finally a couldn't hold back I shot a load up his virgin ass.
I saw him one other time before I went to college.

Part 2
I did not he my friend to fuck or get a BJ for about a year. I was in college and 20 years old. I was home for the summer, working M-f 9 to 5, I had Sat off.
I went drinking with some friend Friday nite and got home late and a little tipsy. Sat morning my parents went to work at my dads store, they yelled to me goodbye and left, I told them to leave the back door open to get a breeze. I then went back to sleep.

My room was dark, when the door opened slowly but I didn't notice. The next think I knew the sheets were being tossed off me, I was getting fliped onto my stomic , my under ware being ripped off me and I had a burning sensation where my asshole was.

Then it dawned on me, I was getting fucked up the ass!

I looked back behind me and saw the kid that gave me BJ and I fucked was standing behind me fully cloth, with his cock sticking out his zipper, fucking the hell out of me. I tried to resist but he was now big and strong, especially in the dept that counted between the legs. And, I started to like getting it. He must of came several time because he did stop for a good hour. He finally came, pulled up his zipper and left.

The whole week I did not see him. Friday came and I went drinking again. Sat morning the same thing happens, he rips off my under ware and fucks me, no lube. After he cums he just leaves, he never takes his pants off.

Well the 3rd Friday nite comes and even though I'm a little tipsy I decide to lube my ass and sleep naked.
My parents leave for work, and I'm still sleeping.

Like clock work he throws off the sheets and is surprised to see me naked. He's even more surprise that he slides right in.
"about time you got the idea." he said
"I was running out of under ware" I said

It was like this every Sat., I just made sure I slept naked with my ass lubed. But he never took his pants off, just stuck his cock out of his zipper and fucked away.
It was my last sat. home before I went back to college. Friday was a big party day, but Sat. he showed up. I was kinda out of it and the room was dark, but he was fucking my ass like it was his last time. I heard some noise in a dark corner of my room, as I looked over I saw 2 guys 16-17. There cocks were rock hard, I looked behind me and said in between my panting and fuck me harded.

"who are they"

My friend said they were his cousins and they were going to fuck me too. I just said oh shit. But they all took turns with my ass, we must have fucked for 5 hours in different positions, with each cuming 3 and 4 times. Even me, my cock was spasming like crazy. 

I will always remember that summer.