Went to the city, and had fun too :)
Let's just get this out of the way. I am a 27 year old man, and I dress as a woman in public. I haven't been very comfortable leaving my hometown, but this story is different. Living with my mom at the time, I would wear her dresses into public places. One night, I decided I would challenge myself. I WALKED 6 miles, or about 9.5 km, to the nearest big city. I did this in high heels, and a dress, along with the other women garments. After this long journey, my legs were killing me, so I decided to stay the night at a hotel in the city. As I walked to my hotel room, this man walked by me. He greeted me, and invited me to his room. I accepted his invitation and entered. He told me to go sit in the bedroom. I did as he asked, and when he came back, he told me he knew about my secret. "It's ok," he said, "I won't tell, but only if you can do my request." His request was to give him a nice b******. I wasn't gay, I just dressed feminine for fun, but as I sucked his fairly giant c***, it felt good. I was enjoying myself.
The next day I checked out of the hotel. I had the man's phone number now. I will never forget that night.