Then I lookedup at him with hungry eyes.Do you want to fuck me?I began to take off my clothes as I continued to suck him, careful toreadjust my breast...forms out of his line of sight. I had the lubetucked away but at the ready and I offered my ass to him as I slid mypanties down my nylon encased legs and stepped out of them. Then Iturned my ass to him and bent slightly, allowing him to see his prizebefore he fucked it. Kevin was nice enough to rim me softly beforeapplying grease to my eager. I decided to take the opportunity to fulfill a fantasy I had for a long time. It would end up going much farther than I anticipated.Three months earlier I had found a small lingerie boutique in the downtown area of Hoboken, NJ that catered to crossdressers. It was only 20 minutes from my house so I visited several times, but never had the courage to buy anything. After 3 or 4 visits, the owner (Jessica) approached me and said she noticed I came in often. She told me there was nothing to fear. I look up at you, slightly confused. Was I not good enough?"On your back," You command. I lie on my back, my ass hanging over the edge of the bed. You open the bottle of lube and rub a decent amount over your cock. You squeeze a small bit onto my asshole, and rub it in with the tip of your penis. I feel my face turn pale and my eyes widen as I come to realize your intentions."Daddy, no," I whisper. I've never taken anything in my ass before and I'm terrified."You said anything," you say with a. 'Maybe you'd like to take your dress off so it doesn't get stained,' said the headmaster. 'Mrs. Smith why don't you help Susie get ready for today's punishment?'It was only when Susie turned towards Mrs. Smith did she see the mature school secretary kneeling down and stroking her restrained son's hard cock.'Oh, my God, what is he doing here?' screamed Susie.'All part of your punishment my dear, do hurry and undress so we can start,' said the headmaster. Mrs. Smith went up to Susie and started.