I have uh... finished (ew) on feet. Wasn't really my idea but like I wasn't gonna tell her no. This was in high school though
I've honestly thought about experimenting with cross dressing many times but have never like really done it
So far I've gotten really good at sitting around and not talking to people I don't know and just generally being antisocial. No real results to speak of yet but I figure if I keep at it I'll be swimming in it in no time.
Not even full on drag but just wearing women's jeans or a shirt here or there I think I could pull it off tbh
alternatively 1. be very drunk 2. be around other people who are very drunk* * this is worse advice don't do this
Dude do it if you think it would be something you enjoy! Worst case scenario is you find it isn't for you.