Proud Sissy Boy
I'm male, 18 years old, and a proud cross dresser. I like girl's clothes. There's really all there is to it, aside from obviously being gay. Girl's clothes are more comfortable than men's, and have lasted longer than any other clothes I've owned. Skirts especially are one of my favorite things to wear, but I've been getting into lingerie recently too. White lingerie looks best on me, in my opinion.
Sometimes when i'm bored, i go onto dating sites and pretend to be a girl. When i'm asked for nudes, i have no problems coming through. The reactions are the best part! It's hilarious to be told off by an angry straight guy that i'm disgusting, and that i'll be reported!! Hahaha it's like just block me already, and quit being a sore loser ;p
You'd also be surprised how many "straight" guys are flexible, or willing to meet up for a good time. I once got a guy to send nudes back! He had a great cock too. I would have happily sucked him dry, or rode him until he passed out... Trust me, his girlfriend is in good hands~