First Anal Cost Me Plenty.

When I was 14 being a horny little bastard ,I got my first piece of the old brown eye. I had this buddy named Greg who was 12 at the time. We used to play sports and would often stroke our cocks together in the showers at the Boys Club. Greg was just catching on ,but I was full of cum and shot big streams at age 14.

We found some VHS tapes in the trash in an alley and went to my house and watched them. In one of the tapes, a guy was fucking another dude in the ass while this chick played with his balls. Now Greg was a little slow if you know what I mean and I asked him if I could fuck him in the ass.

He had sucked my cock twice in the past after I bribed him with baseball tickets. I played with his cock and started to finger his asshole, after lubing up with vaseline I tried to put my cock in.

I pushed the head of my hard cock in and he told me that it hurt. I then told him I'd give him my Topps baseball card set. He was big on baseball cards and he told me "OK". I pushed my greased up cock in very slowly and I'd never felt anything like it before. Before long I was starting to pound Greg's ass. He cried out and begged me not to be so rough and I slowed down, just doing long deep strokes.

I felt the pressure build and I pumped Greg's ass full of cum. It was the most intense experience of my life. When I pulled out, I noticed a puddle of cum under Greg, he had actually shot a load as I was fucking his ass.

Some time later after fucking Greg several other times, did I realize that first piece of ass was expensive. I had given him my 1984 Topps full card set which included a "Dwight Gooden Rookie Card" worth big bucks today. But Greg's tight ass was sweet !

Comments

Anonymous

by Anonymous on Jan 19, 2024 at 11:17 AM

I was a smooth cute little kid that for some reason attracted gay boy's a lot. I didn't know anything about sex gay or straight but there was a half dozen teenage boy's drooling over me especially my tight bubble of a nine year old butt. Sucking was too gross and the relentless aggression of horny teen boy's became too much and I reluctantly gave in too a very sweet fifteen year old boy.
I refused to get naked in his hidden secret spot in a nearby woods but allowed him to help me lose my khaki shorts and lay me down my tummy gangly legs spread wide. He carefully worked the back my tighty-whitie boy's underpants down exposing my perfect cheeky boy's butt. He used spit as lube, four times and got me to relax and in it popped....my tight boipussy gripping the weird invasion he exploded a hot load barely in my innocence allowing for a cum lubed full penetration of his boyishly thin teen cock. I kind of freaked out thinking he'd peed on me and squeezed my tight kid c**t till it hurt him. He got me to relax and then slowly, tenderly fucked his luv juices into my fresh tight cheeked boyishness. Finished he slipped out and pulled a thick warm generous glob of his cum that pooled in and around my little boycock soaking my white cotton panty front.
It was weird that first fuck. It was the cuming part I think? So soothing but scary..

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Anonymous

by Anonymous on Jan 21, 2024 at 9:11 PM

I was about 12 when the older boy Nextdoor talked me in to taking off my clothes with him. No one was home but us and once he was rubbing my crotch I agreed to get naked.
He played with my dick and I couldn’t play with his enough. It was pretty damn big. Much bigger than mine. He was 15 and his dick was big and hard. He sucked mine for a short time then told me to do the same to him.
Man what a thrill. On my knees sucking on this huge hard dick. He was fucking my mouth telling me what to do and he made me gag several times then told me to suck harder and to not stop. In a few seconds he had a death grip on my head and he started to cum then forced his dick in to my throat. I was choking and his cum was going down my throat and I was trying to push back but he was too strong.
He had me suck and lick all over his dick and balls and he got big and hard again in no time at all. He had me bent over the side of his bed and he was behind me jumping on my ass. His bare hard dick felt really good and he said he was going to fuck me. Well he tried but could not get his dick in my tight ass until there was some pre cum in the crack of my ass.
It hurt so bad once he got it started up my ass. I cried and begged him to stop but he kept going. He fucked my ass good then shot his cum up my asshole. He poked and pushed and thrust his dick into me for awhile then let it slip out
He continued to hump on my ass and told me we should do it again very soon.
It took a few days for me to get curious enough to try it again but he fucked me twice that day and came inside of me both times. After that I let him fuck me anytime he wanted as much as he wanted
For about 3 years he fucked me almost every day sometimes more than once a day if we could. He even let a couple of his best friends fuck me many times
I was scared the first time all 3 of them took turns fucking me but after the first time I wanted it all the time
They all got older and moved away got married or something and still to this day I think about how they used to fuck me up the ass and cum inside of me. They liked getting sucked off also so it was pretty common for me to get fucked up the ass with a dick in my mouth too.
I would like to try it again someday if I ever got the opportunity. I think about it every day

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