My first sexual experience was when I was 18 and spending the summer with my Dad in New York. I was hanging out in Times Square and was approached by a person who asked if I wanted to spend some time with them. Why I went, I don't know. They were staying in a 1 room place and I got the shock of my life when I saw that this was a tranny. I got my first blowjob which was incredible, then I was fucked by a long thick black cock. While it hurt initially, the feeling of a thick cock unloading in my ass was great. While I never did that again, the memory of that experience has led to many creamy endings since.