That's great!
I hope you continue to have a lot of guilt/insecurity free enjoyment exploring the clothing options :)
As a suggestion, shop carefully if you decide to try higher heels, especially stilettos. Some of the shoes out there designed for the average woman's body can end up a little weak where the heel is attached. So if you're an average to larger guy (or a larger woman), heels can be fragile since even at the same height, most men carry more mass. I used to hear drag performers complain about it (one in particular, Doug, was taaaaaall, like 6 foot 7, and built big). But there are shoes out there that are built to be both sturdy and cute/sexy. They're supposedly more expensive, though I've never shopped for them to verify that.