Ray was big and strong and cute as hell and I had a secret crush on him since 9 th grade. Ray was often the object of my fantasies when I dressed, bu... I as straight as an arrow and I was always afraid he would freak if he knew about Lisa. As much as I wanted to be with him I didn’t want to risk our friendship. Entering my senior year of high school and dressing for several years already I was beginning to get a little more daring in my crossdressing. I hoped I could live full time. ...********************this is one of my first original edits, the story is slightly different but I can't put the EXACT story on here and then publish it later, so a few minor changes were made*****************Jack would often walk up and down the beach, mostly keeping to himself but sometimes he would engage in conversation with passersby or the lifeguard sitting perched on their stand. He got a kick out of watching them train in the springtime for lifeguard duties. Each year prospective. She got down on her hands and knee’s and said “start with my ass, and make sure you don’t miss an inch!”Besides sniffing sarah’s and my mother’s panties i had never been that close to a woman’s private parts. I got down behind her and spread her big ass cheeks. I tentatively stuck out my tongue, she hadn’t wiped and i gagged. When i gagged she shoved her ass back into my face and told me to lick. After a few licks of her puckered asshole, i was surprised to find myself enjoying it. The more i. Once she was very happy with starting with the boy/girl standing at herclosed together knees and leaning over her shoulder and she would reacharound him and smack at his bottom and flanks. She would gradually slideboth of her knees between his thighs and start to force them apart. Thiscaused him to slide down her shoulder and she would scold him for that,telling him to 'get back up over her shoulder for his well-deservedspanking'.After a period of this he had to 'climb on' to astride her knees.
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