Sounds like you're still a kid at heart. I've got a 2yr old and I immensely enjoy playing these sorts of games with him. My wife always jokes that I'm using the sandbox more than him, she even snapped a couple of pics of me playing alone in there.
What kind of clothes are you talking about? A skirt on a man is still pretty courageous, but if you're talking about a pink shirt just go for it. You'll not be judged.
Ayy, speedos gang! May others avert their eyes if they can't handle me and all my sexiness, and may the rest of you, girls or guys, enjoy the eye candy.
Regarding the original question, while I'm already running around in speedos, I absolutely wouldn't mind some more colorful clothes, or perhaps some final fantasy/guild wars inspired clothing. Like those outer coats that go all the way to your shoes, but with decorations and stuff. But I feel that the included judging is a commitment I'm not ready for yet.