1. Moving On - Chapter 1


    Date: 10/19/2014, Categories: True Story, Anal, Cheating, Masturbation, Teen Male/Teen Female, Author: drderek14, Rating: 86.5, Source: sexstories.com

    I’ll always remember the last time we had sex. We were in her dorm, and I was pounding her from behind as she bent over her desk. She had been on birth control for a few months, so we were able to do it bareback. I thrust in and out of her velvety pussy, shoving my cock in as deep as it could go. At six and a half inches, I wasn’t huge, but I was more than enough to fill her tight hole to the brim. She especially liked it when I spanked her and sometimes, when I felt adventurous, I even slid a finger up her virgin anus (we hadn’t yet tried the back door) to give her extra pleasure. She thrust back against me, telling me to fuck her harder, and I could feel the familiar sensation building up that signaled I was about to blow, hard. “I’m gonna cum, baby,” I grunted and grabbed her hips, slapping my groin against her ass cheeks. “Me too,” she gasped. “Fuck me so hard.” I thrust faster and faster. My cock was a blur as it slid in and out of her hole at record speed. Ashley turned to me. “Fill me up, Derek.” The look of pure lust on her face was overbearing. With a long groan, I pulled her hips towards me and shoved my cock in as far as it could go as it spurt burst after burst of hot cum inside her. I felt Ashley tremble and her pussy tighten as she reached orgasm at the same time. That was the last time we fucked. Two weeks after, I was hiding in her dorm room closet, waiting to jump out with balloons and a poster that said, “Prom?”. That’s when I heard the keys jingling, and a ...
    man’s voice outside. The door opened and two people burst it. From the slits in the closet door, I surveyed the scene with horror. Ashley slammed the door closed and leapt on top of a huge, muscular guy who looked to be a few years older than her. He looked Italian, with close-cropped hair and a tattoo on his left bicep. “Fuck my ass, Leo,” Ashley commanded, tearing off her yoga pants and black thong. Fuck her what? My heart was pounding. I wanted to tear this guy to pieces, but something inside me made me stay put, wanting to see how far this was going to go. Leo, if that was his name, shucked his pants in an instant. I expected to see a monster cock, but in fact it was pretty close to my own size. Leo picked Ashley up and placed her over her desk. She was bent over, exactly in the same position as she was during our final fuckfest. Leo spread Ashley’s cheeks wide and dove in with obvious glee. The room was filled with sounds of him slurping at her asshole like a dog at a water bowl. Ashley started moaning. “Oh yes, lick my dirty ass. You wanna fuck this ass, don’t you?” Leo said something, but an asshole on one’s tongue tends to hinder speech a bit and I couldn’t make out the exact words. If I had to guess, it was probably something like, “Yes, I want to fuck your cheating, whoring ass,” but of course without the cheating and whoring part. Leo stood up and wiped his lips. Grabbing his cock, he lined it up with her asshole and slid in with no resistance. They had obviously ...