Okay so, I'm sixteen-year-old boy and I have...needs. I masturbate at least three times A DAY and I do so while sometimes wearing my twenty-seven year old stepmom's panties. I like to wear her panties because they make me feel slutty and help my fantasies of being brutally fucked by some macho man while I am helplessly effeminate. Anyway, my family decided it was a great idea to visit my older brother (who is on the football team at his university) for the Thanksgiving holidays. My brother and I were really close before he graduated HS, and he felt guilty for leaving me so he invited me to stay the night with him in his apartment with his cool roommates. Did I mention that his roommates are some of the most gorgeous, tanned beefcakes I have ever seen? I was totally nervous about it and when the time finally came to go to his apartment, I did NOT want to go. I knew I'd spring a boner as soon as I set foot in the door of the apartment...and I was right, too. There were two muscular, sweaty guys wrestling on the floor pretending to be like WWE, which was playing on the tv, and I just couldn't control myself! I was wearing reallllllly tight pants, so my erection hurt even more! :( Thankfully, my brother walks in and shows me where I'll be sleeping and that cut the wrestling of the guys out. But UNthankfully, I would be sleeping on the couch. It was better than in any of the bedrooms, I guess, at least for my throbbing manhood. Anyway, fast forward to later that night, when I was trying to fall asleep and since the tv was right there, and there was all those channels...I flipped to a porn channel and slipped my hand into my sweatpants and under my black lace panties and started to finger myself. It was dry and hurt, but I pushed in two nonetheless. I was rubbing my prostate with my fingers and trying not to whine too loud (because OMG, if my brother knew!) and then the worst happened...the door opened. The door opens right into where the living room/dining room area is and where I was knuckle deep inside my ass. It was the hottest of all his friends, which for this story, I'll call Todd. So, Todd stumbles in drunk and with a very large, very happy boner. He walks over to the couch where I am, and I scramble to pull my fingers out. He starts undoing his fly and goes, "Mmmmm, you're a hot little bitch." He mistook me for a girl!!!!!!! I'm pretty for a guy and I have a slender body type, but WTF, how much did he drink? He pulled out his dick and pulls down my panties the rest of the way. The porn was still playing loudly and he spreads my legs out just like the guy does in the porn. He puts one of my legs over the back of the couch and lines up with my entrance. I am stunned because hello, I WAS a VIRGIN and he was DRUNK and MY BROTHER'S FRIEND. He thrusts in hard and I clutch the side of the couch, pretty much being ripped in two!!! He was HUGE and at least nine inches, and thiiiiiiick, too. I was stretched! He pumps in and out of me, hitting my prostate hard and making me moan like the little slut I really am. He straddles me and changes angles, clumsily pulling out and slamming back in, making my back arch and me almost scream if it wasn't for the pillow in front of my mouth which I used as a muffle. He swirls his cock around inside me, his length being as far in as he could go, and stretches me to a very, very painful burn. He starts biting at my tender nipples, not even realizing there's no BOOBS there, and fucks me harder and deeper than ever. I cry out into my pillow and he grabs my hair (which is kind of long, I guess...), tugging and yanking on it in time with his thrusts. He starts going at a very erratic, very powerful pace,and lifts me up from my back to an upright position, slurring out for me to ride him. He's sooooo sexy, who could say no to that?! I try to steady and rearrange myself before wrapping my arms around his broad neck and fucking myself on him. He groans at how tight I am and bucks into me while I bounce. I am coming VERY close to the "edge" by now and I moan for him to touch me, hoping he was too drunk to notice the presence of a dick instead of a pussy. He slides his hand over my erection and starts stroking me, and as we're both riding to climax now this is a story all about how my life got flipped turned
upside down and I'd like to take a minute just sit right there I'll tell you how I become the prince of a town called Bel-Air in West Philadelphia born and raised on the playground is where I spent most of my days chillin' out, maxin', relaxin', all cool and all shootin' some b-ball outside of the school when a couple of guys, who were up to no good started makin' trouble in my neighborhood I got in one little fight and my mom got scared and said, "You're movin' with your auntie and uncle in Bel-Air." I begged and pleaded with her day after day but she packed my suitcase and sent me on my way she gave me a kissin' and she gave me my ticket I put my walkman on and said I might as well kick it first class, yo this is bad, drinking orange juice out of a champagne glass is this what the people of bel-air livin' like, hmm this might be alright! i whistled for a cab and when it came near the license plate said fresh and it had dice in the mirror if anything I could say that this cab was rare but I thought, "Nah, forget it. Yo Homes.. to Bel-Air!" I.. pulled... up to the house at about 7 or 8 and I yelled to the cabby "Yo homes, smell ya later!" looked at my kingdom I was finally there to sit on my throne as the Prince of Bel-Air.