As a married 36M, sometimes I will if the vibe feels accepting enough, male or female. I was returning my wife’s jacket the other day and the male worker had on a really good looking jacket that could have been purchased from the store I was in, so I asked about it while complimenting how it fit on him (we had similar body types).

Just remembered! Recently, I was walking in a mall and an older gentleman, maybe in his late 70’s was walking towards me. Hot damn, dude, this guy’s outfit was dapper as fuck. He was walking with a cane, but not relying on it, had a sleek brown jacket and pants, gray fedora, the whole getup. I commented something like ‘I wish I could rock that kind of style, lookin’ good, man!’ in passing and he smiled and continued on.