Have you ever been forced to crossdress?

"Forced," not exactly. I did once arrange a bet with my girlfriend where, if I lost, I'd have to spend a day as a girl. I lost on purpose.

She put me in a pleated skirt, blouse, cardigan, and low heeled sandals, did my nails and makeup, and put my long (for a guy) hair up in braids. Then she took me shopping to pick out formal dresses (we each bought one) and heels for me. We had dinner at a fancy restaurant in our new dresses and went to see a comedy show after.