Steps to recreate:
1: Talk to a cosmetic surgeon character (One that allows you to alter your body shape and gender), not a regular tailor
2: Select a costume you currently aren't wearing.
3: Select the Tailor tab.
Choosing the same costume as the one you are currently wearing won't cause the crash, if you need a work-around.
Edit: Tried to send a crash report, but I think the crash handler crashed. That's probably from using wine, though.