I took wellbutrin for a few years, including during the most significant parts of my transition, and it was really helpful. Like, maybe it saved my life, I dunno. It got me back to eating when I was so apathetic I was starving myself, and it got me ambitious enough that I felt like I could make the changes I needed in order to be a normal person. I am very prone to anxiety, and stopped taking wellbutrin when my old smoking habit was under control and the depression wasn't.
I currently take mirtazapine and occasionally alprazolam. I tend not to tell people in person about either one, because they judge. When I have to deal with other health problems, my medication is on my chart, and I'm frequently asked about things like suicide or homicide when in medical settings, but they let it go when I tell them my [primary diagnosis] is adequately treated and stable.
If you have real problems you can't solve, I would definitely advise medication. There were times in my life where I did everything in my power to be a better person, ate healthy food, exercised regularly, went in public and took what felt like social risks regularly enough to not be a hermit, worked on every skill I thought was important, really did everything I could, and either felt bad or had no feelings until taking drugs for the problem. Don't take meds if you don't need them, but if you do it's not necessarily a big deal and doesn't mean you have to take them forever.