Way back before I first started testosterone, I thought that to be trans, you had to cross dress. So, off I went to buy my first pair of boxer briefs (k, I wasn't going over the top or anything, just the underwear). My palms were sweaty, I was terrified. I was in Wal Mart, and I was trying to read the measurements on the boxer brief packages to figure out what size I'd wear. I bought a bunch of other stuff too to hide the fact that I was buying boxer briefs.
And my god, if I'd thought about it, most of my mother's friends buy their husbands underwear and don't think twice about it. Of course nobody would worry about a woman buying boxer briefs.
Damn, if I'd known how comfortable those damn things were, I could've saved all that friggin money I spent on women's Jockey underwear ($20 per pair) and paid for my freakin chest surgery years ago.
Dennis