The most difficult move was the first time having sex with a TS. I was careful to find the right girl making sure she had good reviews and was submissive sexually. Made the appt and went to the girl's house. I was nervous as Hell when I got to the door, then I knocked. Opening the door was a gorgeous, totally passable TS wearing a dress that could barely contain her tits and ass. She smelled great too.
I was honest with her about it being my first time. At first she thought, "Yeah, right. That's what everybody says." I think at the end because of my nervousness and hesitation she believed me.
Once I got relaxed and OK with myself about what I was doing everything fell into place. The sex was great. She gave amazing head and loved being fucked. Upon leaving, I was glad I had my experience and didn't hate myself at all.
Since then, I have had sex with several other TS girls.