How much time should I give myself to get ready to do drag if I've never done it before? and what should I take with me to touch up/look fresh throughout the night?

The answer to this is as unique as a finger print... Everyone is DIfferent. BUT I would say when you first start a 2 hour time slot is normal... and what to bring with you... Powder, and lips :)

PLEASE shorten your question 2the space allowed but Ask Anything from Mild 2 Wild (Table Talk or Deep Probing Questions)