I did it alot when i was a kid/tween and once at school when i was a teenager (it was a dance we had to and i had to wear a skirt). I do love crossdressers, like Jeffree Star.
Cross-dressing does not affect me negatively, so it doesn't bother me. Condemning people for something as superficial as attire is something that I do not condone, and just because I myself do not understand the appeal of cross-dressing, I won't undermine people who choose to do so.