He had quite a feminine physique which he hated. His best friend, Jack, however was a different story. He was 6ft 3 and built, many days spent at the gym and buffed up into a hunk of a guy. Yet despite these differences, they were best friends and spent almost every waking minute together. They were a perfect team, Jack defended James from any harassment and James helped Jack with his school work. However it all changed when Jack fly north away from his best friend thus ending their strong bond. James always had a secret desire for women’s clothing since he was 13. He would sneak into his sister’s room and put on her bra and panties with the occasional dress and make up touch. Over the years he became bolder with his ambitions as he would lie on her bed and pull out her dildo, she was never good at hiding it, and fuck his ass with it while stroking his cock furiously until he came, which was either on his chest, face and even straight down his throat. He loved the taste, the feeling. We were moving back and forth now but my cock wasn’t moving in and out of her ass, we were too closely attuned. But we were grinding rapidly against each other, rocking to and fro on the bed. My very first ass fuck, and Mom’s too. She kept shoving her ass back, impaling herself on my grinding, ass-loving dick. This was so incredibly good.I stopped suddenly, grasped a handful of her hair, and pulled my cock back, stopping when the head was widening her sphincter again, then shoved it back in. This was repeated again and again, a slow, teasing retreat followed by a vigorous forward lungeI shoved myself in deep and straddled her ass. Picking her hair up, I gently tugged her head back, far enough to look wildly sexy but not too uncomfortable for her. I started fucking her ass in earnest. Mom seemed to love it, knowing I was riding her, riding her ass. I quickly changed my trot into a long comfortable lope which I held for quite a respectable time before I couldn’t hold back from a.
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