College Sweethearts Balancing Books And Passion

Fuck. I’ve never hooked up with a crossdresser in my life. Sure, the clothes were arousing to me as a younger person, because I knew what I was doing was considered taboo, but honestly, the only times I really ever felt like I was ever being honest with myself were when I was dressed up and being a girl.”
He came back in with my drink, and noticed I was visibly anxious and vulnerable from talking honestly with him. Or is it TMI?”
He snickered when I said that, kissed the top of my head, and said, “If I’m being totally honest, I don’t fully understand someone being confused about their gender, but I totally respect it, and find your earnest desire to be a woman fascinating, and I think it’s totally hot.”
As my head rested on his chiseled shoulder, I glanced down his entire body with my eyes, and saw his cock was very hard, and that his boxers could barely contain it. I. What got you into crossdressing to begin with?”
I didn’t really know how to answer that question.