I have a couple of purses I have used in the past. Most of them look like messenger bags. One is made of hemp, looks like a mini-messenger bag, and I bought it at a time when I was a marijuana legalization advocate. One is made of black (fake?) leather and was a gift when I was in middle school, and it's really big, big enough to look like a messenger bag, with super gothy giant buckles and things. I'll still carry that one occasionally, except I usually haul books in it so the strap part is hanging by a thread.
I think for me it depends on the statement I'm making. For hemp/mj legalization, I'll make a statement with a bag, and for being as gothy as my family will allow me, I'm willing to carry a purse-type bag. But other ones, I've only had in times when I was firmly trying to identify as female. I've gotten rid of those.
I'll generally carry a backpack or keep essentials in my pants or jacket pockets, but if I need to carry a certain amount of stuff within arm's reach, I'll grab the black goth purse once in a blue moon and try it out again.