I catch myself buying stupid games and other crap on PSN everytime I arrive at home in the weekend drunk and turn on the PS3. Lastest stupid purchase: TV show king... the next day is like waking up next to a butt ugly girl with the WTF feeling. What did you buy online when out of your mind drunk or on drugs that you regret?
I've yet to do this mainly because I don't really drink, but I feel sorry for you and your bank account.
Oddly, I have better-than-average business skills even when wasted/stoned etc. Money is too valuable for me at the moment. I only buy something that really stands out=/
I never buy anything when I'm drunken. I fancy a lot, but always think that it's all gonna be shite for sure. Only thing I can't stop myself from buying is more alcohol.. untill the wallet is yawning emptyness at me :O ^^"
I downloaded "Crystal Defenders" on XBLA for my (now) ex-girlfriend because she loved FFTA2. (I bought her a DS last year, too). Stupid purchases, for certain - not drunk, but still stupid. I want my 800 points back, damn it!