My Sweet Little Crossdresser

Monday morning I woke up, still somewhat tired from the night before, asking myself if it was all real or just a dream. I then remembered that I had taken that cute guy's panties and put them on my neighbor's door, so I walked out into the hall and looked down to her door and, sure enough, there they were, still on her doorknob. Feeling a sense of obligation, I removed them, and decided to give them back.

I walked back into my room and fumbled through my purse when I found a piece of paper that had his name and contact info on it. Since he was also a freshman who lived in a dorm, I decided to see what he was up to that afternoon. I walked over to his dorm and cautiously knocked on his door. I was hoping that his roommate wasn't there, so I could have some time alone with him. He came to the door and opened it, somewhat surprised. However, I didn't fully realize it was him. I couldn't tell very well since he wasn't in drag anymore. I looked around to make sure nobody else was within earshot and whispered to him, "You look pretty cute as a guy too."

He smiled and blushed, seemingly proud of his ability to pass relatively well as a girl. Highly unlike the night before, he had almost no hint of girliness to him, with the possible exception of his Birki's, which were almost the same as the ones I had. I could tell that he had removed his nail polish which he had on the night before, and he was also wearing long pants, most probably to hide the fact that he shaved his legs. I decided not to ask him about that just yet, since I didn't want to make him feel uncomfortable. He appeared to be somewhat nervous, so I asked him out to lunch. He obliged, and we went to one of the dining halls to eat.

For some reason, we didn't hold hands on that walk. I'm not sure whether it was because we weren't that close yet, or perhaps because we somehow knew that the other wouldn't run away. While we were eating, he leaned over the table and confessed, "Last night was the first time I ever had a wet dream."