Yes. Yes. Yes!
I can identify with much of what you wrote. I have a great emotional need to wear clothing that makes me feel fab (including underpinnings), and I too have spent an obscene amount of money--even though I have gotten bargains where possible and have not just spent willy-nilly.
I didn't have the money, but I had to be honest with myself and admit that it was extremely unlikely that I would ever have the money...and I needed proper, life-affirming clothing NOW. So I looked at it as any other expense and went ahead with it, even if it meant racking up some debt in the short term.
I'm glad that you gave yourself permission to view your underwear situation as a true emotional *need* and that you took care of it accordingly.