I always overthink what I wear to T. When I first started going I was pretty depressed and didn't care so much but now I always try to match and wear clothes that are a little nicer. I do dress comfortably though...Athletic shorts and a nicer t-shirt/sweatshirt are common for me.

One thing that I struggle with is if I'm just wearing a t-shirt, it needs to be a color that won't show sweat marks...I feel like I'm worrying about it too much but when I get frustrated or upset I'll put my hands on my head and I don't want to show off armpit sweat marks to T...I try not to wear a black t-shirt every time I go, but it's hard not to when I'm worried about this. Another option is a sweatshirt but I live in Texas so it's weird to wear a sweatshirt during the time between late spring and early fall. Plus, it just makes me hot in session.

I think it's important for you to feel comfortable in T so if that means you wear shorts or a dress, I think it's completely okay. Your T isn't (or at least shouldn't) judge you based on what your legs look like or what you wear. We are usually much more critical of our own bodies than we are of other people's. Plus, T is the one place where we shouldn't have to hide anything. I say go for it!