I just love playing with crossdressers, and I had the best roleplay phone sex call the other day! I was an executive assistant for a high powered businessman. I always dress the part – sexy but professional – oozing competence and skill. One day, I get a call that my boss won’t be coming in for the morning part of our day. I remember that I need to drop some paperwork off to him, so he will have it for his afternoon meeting. When he doesn’t answer the door, I use my key and let myself into his house. I put his papers in his office, and start to look for him so I can give him his breakfast. He is nowhere to be found. Just as I’m getting ready to leave, I hear some music coming down the hallway. I follow the sound and peek in the door to his bedroom. There is my boss, in full drag! He’s got on a blue dress, and dark brown wig. His makeup is flawless, crossdressing phone sex at its finest. He is completely shocked to see me standing there holding his coffee. I told him not to worry – that his secret phone sex fantasy was safe with me. He was shocked to see how much his outfit turned me on. I told him that I loved to feel powerful, and the only way that I would is if I wore a strap-on. He had one in his drawer. He helped me slide it on, and I slowly unzipped his dress… are you ready for a little role play phone sex?