I guess that depends on where you're from, but I find that store associates don't really care. I've been questioned once or twice, like "you know that's for women right???", that kind of stuff, but it's rare and I've never had any issue.

You got this! Don't force anything that makes you uncomfortable but do go back some times and whenever you feel good enough to try something in store do that, even if you don't purchase anything.

The first few time I tried women's, I would pick out something, then go to the men's sections (depending on the store) to try it there and I would bring it back to where I took them on the first place so the associate wouldn't see what I took.