I have gone out a lot in the not so distant past. I never really thought I could pass, let alone blend in, so my very first forays were made without much effort at "concealing" my more masculine features....(not that one!)
I found that I enjoyed just being out in the real world and engaging people. I've said it before and I'll risk repeating myself: Getting all dressed up and sitting by myself at home came to feel like confinement. I wanted to do the things I enjoyed....dining, shopping, occasionally having a drink and listening to music, site seeing and traveling as myself.... Getting out felt like, and feels like "freedom".