I LOVE wearing a bra. I think Jenniferinutah nailed it on the head. Not having gone through HRT yet and still presenting at work and the world at large as male, a bra helps cement me in girlmode. Putting a bra on feels like a hug of femininity, welcoming me home after a long day.
I even bought a bra without underwires, along with some basic foam breast forms, that I could wear beneath my PJs at night. It's really not that uncomfortable, with nothing there to poke you, and I get to feel girly all night long 🙂