Sucking my best friend ch2

How my best friend took my virginity and the last time I ducked my brothers dick.

A few weeks after we started sucking each others dicks, my friend decided to take things up a bit. We had been regularly hiding out in the basement at my house in the “play” room where we kept our Nintendo and games and stuff. My parents rarely came downstairs for anything other than the laundry room. My brothers bedroom is down there as well, but at 15 he pretty much keeps his door locked and never comes out.
Occasionally I would still end up sucking my brothers cock. We were in our parents bed one night for reasons I don’t quite remember. Our dad was working nights and our mom wasn’t in the bed for whatever reason. My brother slowly reached over under the covers and started playing with my dick. Immediately as his hand found my underwear band I was erect and ready for our normal ritual of me blowing him and then having to go to the bathroom or somewhere to jack my self off. Tonight was different, tonight he initiated by starting to touch me instead of just pulling out his thick cock and having me wrap my mouth around it. This time he slowly slid his hand in my underwear and started to touch and feel around my dick and balls. I was so hard from his touch that I was throbbing, he finally took me into his hand and started slowly jacking me off. He laid there completely still other than his hand moving, it was like he was pretending to be asleep. I turned more towards him to allow him better access. After a few minutes he finally spoke up and just said do me. I slid down to take him into my mouth but he kinda spun me so it almost a sideways 69. I thought we would both be sucking each other. To my dismay he just continued to jack me off while I sucked his growing cock. I had gotten pretty good at this and knew what he liked, so I got him to finish pretty quick, assuming I would be handling my own climax with no help. As I pulled my mouth from his glistening and wilting shaft after swallowing a decent amount of his cum, he kept jerking me off, he reached down and wiped the remaining cum and spit from his own dick and used it to lube my dick, speeding up my climax. I started to tense and shiver from the eminent explosion as he kept sliding his hand over my shaft. Finally reaching my peak I groaned and started spurting cum and humping his hand. He kept sloppily tugging my cock until I was done. He rolled over and threw a shirt at me to wipe up with. That was the last time we ever touched each other sexually.
Not long after that happened my friend was at our house and we were in the play room. We were really just kind of fooling around playing with our dicks, we would stand up and rub them together or take them both and jack them off at the same time, or we would lay on top of each other and hump trying to keep our dicks together. But finally he just told me to roll over on my stomach. I wasn’t quite sure what he was wanting but I did as I was told. Suddenly I felt him pushing and prodding is cock in to my ass. He was struggling to find the hole and honestly I was glad he couldn’t. He slid back a bit and grabbed my hips. And rocked me up to my knees. He started fondling my balls and jerking me off from behind with his hand coming underneath me between my legs. I could feel him jerking his own dick as he jerked mine. Suddenly I felt a warm wet sensation on my ass crack and then felt the head of his dick pushing into me. He had one hand on my hip holding me and was guiding his cock into my tight asshole. I could feel the heat from his swollen tip pushing in and stretching my hole out. All I could do was hang on. He slipped the tip inside my and started to slide all of himself into me. I could feel the tip pushing through and could feel him filling my from the inside. He groaned as my tight boy pussy sucked him in deeper. I struggled to relax enough to make it anywhere near pleasant for me but couldn’t. It felt like he was tearing my hole in half. As he slowly fucked into me he bottomed out all he had and started to withdraw from me, right as I thought he was about to take it all the way out, he drove into me with a lot of force making my insides hurt. I gripped the carpet with my fingers, I clenched my jaw and took the pounding as best I could. I could feel my little cock just flopping, losing my erection from the pain. After a few pumps he he grabbed both of my hips and started to slow down a bit. As my tight hole stretched to accommodate his prick, it started to become less intense and a little more pleasant. Feeling him push into me I noticed I would push back trying to take him as deep as possible. He fucked me for what seemed like ages, he started to moan and tell me I felt good. I could tell he was getting close to cumming. He started to pound me a little faster and gripped me a lot tighter. Suddenly he tensed up and groaned, as I felt him spasm inside of me, I felt the hot cum fill my insides and felt his shaft pulsate inside me. He sort of half pumped his cock a few times and slowly he pushed me forward and slid out of me as I laid down. His cock popped out of my ass, and I felt a flood of cum follow it. I laid there and whimpered for a bit. I rolled over and sat up, looking down I could tell he had torn me a bit. The cum had a tinge of blood in it. It freaked me out a bit. We grabbed towels and cleaned my aching asshole up. After he went home I took a bath to soak for a bit, trying to relieve my pain. After a while in the tub, I started to play with my cock thinking about how he felt when he busted his load inside me. I wanted to finger my ass to see if there was any cum left, but I was so sore I felt like it was better left where it was. I slowly hurried my self to orgasm in the tub allowing my cum to shoot all over my hand and stomach. I cleaned my hand off with my tongue savoring my taste. Finished my bath and went laid down.
I’m pretty sure my brother heard us or saw us because he made comments later about butt fucking but he never called us out directly. It took a few days for me to feel like my ass and insides would be normal again. After that day all I could think about was how tight his ass would feel on my cock. Unfortunately it would be weeks before I would find out.

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