“Sarah” and I met when she was my student and I was her professor for freshman composition in community college. She was already living as a young woman then, and could easily pass – she has a very naturally feminine frame and body type, she’s really into her makeup and hair, all of that stuff. She was flirty with me from the start, but hey – I’m not gonna hit on a student. Big no-no. Nevertheless, she would come to my office hours, ask about my personal life, bat her eyes, that kind of thing. After the semester ended (and, ahem, grades were in), I let her meet me at a bar nearby. She couldn’t legally drink yet, but we started dating soon thereafter. I was about 20 years older, but she didn’t much care.
We made out pretty hot and heavy on our second date. I definitely expected to sleep with her on our third – she was coming over to my place – and that was when she let me know that she had a dick. That was… uh, sort of a surprise, obviously, but I went with it. And holy shit, am I glad I did. She absolutely loved to suck my cock. Her “pussy” felt fucking incredible. The next morning, she was up early making breakfast for me, and woke me up with a long, sloppy blowjob. Wow. (And yeah, I dropped her off at school after that.)