Jen, the poster above is linking SRS, not FFS. You might not have the same argument for facial surgery. Here's my stance. I can stand in court with big blown up pictures of myself and say to a jury "ok, imagine you are me, right? I just explained to you for three hours how and why I transitioned, right? So you see me here before you, right? Ok, THIS is a picture of me before surgery. Now, imagine me in the same clothes. Was I justified in spending the $ and asking for a tax deduction? What would you do if you were me?" and like put it back on them. Um, not that a jury would decide or anything.
With that said, I deducted FFS on my taxes, all like $34K of it (didn't include the housing stay, just the cost of procedures, hospital). I got audited the year
after FFS, but not the year of. I also deduct electrolysis on my taxes, not so much anymore, but like $15K worth in the first 3 years of transition. I say go for it, but try to find a tax accountant who will support you, less likelihood of an audit on a preparer filed return with huge deductions