It started innocently enough. I was all dressed up one Friday night, waiting for a date that canceled on me. Disappointed, I decided to chat online with other crossdressers and transvestites. One person I talk to often asked me if I had ever pursued my fantasy of becoming an escort. I explained that I had never found a suitable website to sign up on. After our conversation, I reconsidered and found a TS/CD escort site tha...

After Tom left that first night, he texted me when he got home. He asked if I was free next weekend, saying he could not wait to see me again. I told him I could be available Friday night at the same time. The whole week I was worried about how I was going to handle taking his big cock in me. Most of the guys I had been with before were five to six inches. I have a regular guy I see two to three times a month, who is abou...

Accidental Escort Part 3 Okay, this part is embarrassing. Tom had been texting with updates about our next date and bringing one or two of his along. His friend John, readily agreed after seeing the pictures and videos. Tom texted me, asking if it was okay to give John my number. Of course, I said yes. A few minutes later, John texted me. John: Hi Robin. I’m looking forward to seeing you in person Friday night. Those pics...