Strap-on with Jan - Sex Stories

Strap-on with Jan

... fucked for the first time. She stepped up until her thighs bumped the bed, and then used her “clean” hand to tap her shoulders: “Up here.” she commanded, and I automatically lifted my feet up and lay them down on top of her shoulders. “Good boy” she cooed. She then slid both hands down the inside of my thighs down to my balls, where she spent an all too brief time playing with them before she moved her hand to the dildo and said, “Here we go!” She wrapped her greasy hand around the toy just like a man who is jacking off would wrap his hand around his own cock. She then leaned forward and down, gently easing her thumb on that hand into my waiting ass. Her thumb slid in easily, but when the bigger dildo reached my bum, she had to stop for a second. “Try to relax.” she said as she looked into my eyes. “I promise it won’t hurt: much!” She grinned and pushed her hips forward. I tried to push my ass towards her, and her grin got bigger as she pulled her thumb out of my butt as the tip of the dildo slide inside me a little. “Does that feel good?” she asked, using her lube-covered hand to stroke my hard-on. I nodded, “Oh yes, Mistress, it does.” She smiled hugely. “Mistress, huh? I like that!” She chuckled and moved forward some more. I guess I was either super-horny and/or ready, because the toy entered my virgin ass smoothly. I arched my back up a little as she entered me, and drove my hips towards her. It was amazing to fill my butt get filled up with the dildo, and when she ...

... bottomed out in me, her legs bumping up against my buttocks, it was the greatest feeling ever! “Doing ok?” she asked. “Oh Hell yes!” I replied, grinning. “Good, because now I’m going to fuck you like a little bitch!” She placed a hand on each of my hips, pulled the dildo out of my hungry ass about halfway, then with no warning she convulsed and slammed her thighs into my buttocks, driving the big rubber cock deep inside me. There was a slight amount of pain, but the pleasure drove it away almost instantly. She started fucking my poor ass like a mad-woman, it seemed she was making a game of how far out she could withdraw, then how hard she could pile-drive it back inside. Each time she slammed her cock inside my ass, my own cock would bounce up and slap my belly. She started laughing after watching it bob up and down a few times, and said, “Grab that big cock and jack yourself off while I fuck you!” I reached up to lightly run my fingers along her dildo and rub a little lube of off it and used that to lubricate my aching cock. She stared into my eyes as I began to stroke for her. I alternated between watching her hungry eyes, then her bouncing breasts (they looked SO magnificent bouncing as they did while she slammed me) to watching her hips drive that big dildo deep into my hungry ass. About 3 minutes of this was all I could take. She saw something in my face that let her know I was about to cum and commanded, “Cum for me, you little bitch! CUM FOR ME!” I couldn’t last any longer ...