I'm sensing a pattern here, and this is a road (if I can just mix metaphors for a sec) I've been down myself (and almost everyone here, too, I'd imagine):
Pause. Breathe. You probably want to hold off a bit on all these *might be's* and *almost*s and *with a little tailoring*.
Pause. Breathe again. Check out Uniqlo's web site. For the forty bucks you would have spent on an old ripped Z Zegna, you could grab, during one of their many sales, a new, slim, modern, perfectly good blazer that fits and is returnable if it doesn't. Same with their oxfords and chambrays: $20 on sale, and they will look better than any almost-fitting *baller* shirt from the thrift. (They will certainly fit better).
Take another breath. Pause. Reflect. Realize the internet is vast, the finds posted here are unlikely, you won't grab a cartfull every time out.
When you grab something, think: "Could I sell this to someone else? Would they go apeshit over it and do a little dance? Why or why not..." Apply these same rules to yourself. ("Am I to go apeshit over this piece?". Probably not....).
Psychology is not in your favor. Just by driving to the store, being in the store, having read the illustrious thrift thread, the very act of looking for something: these all skew your judgment. It has helped me to imagine I already have a basket of Kiton floating above my cart's squeaky wheels. I've already found so much amazement! Will this next thing push it over the edge? (If yes, grab it. If not, put the ten bucks back in your pocket. That's one half of a Uniqlo shirt right there; this all ads up; don't piss it away!)
When buying for yourself, don't just buy for the label inside. No one can see it, and if they could, they wouldn't know or care. Learn to recognize the quality pieces, or just what wows you or looks objectively good on you in the mirror.
Pause. Breathe. Consult Spoo or Brianpore or the Nataku-- they're all very friendly. Rage at futuremyth, at his plentiful cups that runneth all the way fucking over -- but don't empty your pockets in a rage. The stuff you see is not as good.
Except that one time a month when it is.
Then you buy. Then you photograph. Point. Cheer. Yell. Profit.