He entered me with the same vigor and hunger that he used to lay me out on his desk. Every one of his thrusts resulted in a burst of pleasure and it s...emed with every burst there was another thrust accompanied by a satisfying slap. His hands closed on my waist forcing my back to arch. His strong fingers felt like heaven as they grasped me, as I slowly wound my waist, grinding my clit against his pelvis.I imagined how comical this might look, my boss and I screaming and grunting like animals on. Badly. He slowly pushed the head, the size of a c***d's fist into my begging anus. My anus stretched......man it hurt....stretched.....Oh fuck maybe this wasn't......streeeetched.....I felt a pop, it was in. I squealed a little at this. Again sounding like a young girl crying over a skinned knee. I tried to relax as Cody began to slowly work his massive penis into my little hole. It was no use, I was too lost in the moment....into uncontrolled lust. His thick cock hurt, but I found myself. I got a bit excited knowing she was wearing bigger underwear . i could tell that her bra had the bigger part on the back , you know with four or five hooks on the back . i went around one more time and pulled over , she approached my car and asked if i was looking for some company tonight . i replied yah . she hopped in the car and asked what i was looking for and what i wanted to do . i nervously replied , i have a strange request and i dont know if you will do it for me . her reply was i have. .needless to say, there have been some wildresponses! I've been fascinated by crossdressing for aslong as I can remember, and once I realized that I amactually passable as a woman, it's become a big part ofmy life. A bit more about me: I live in SoCal and I'm inChicago on business next week, staying at a hotel on the mag mile...so what's your idea of a perfect first date? MissyI'd barely had time to check for any new Craigslist responses when mycomputer pinged.