I'm guessing you're in your 20s? A suit which you need once or twice a month for work and the occasional shindig will be getable at Macy's. Do you have any suits at all now? I'm guessing some more, but you'll probably be best served with a simple, plain navy blue suit, or a charcoal grey suit. As long as the suit is pure wool, no polyester, then you'll do fine getting one off the rack (OTR). Just make sure it fits you perfectly at the shoulders. Then bring it to a trailer and have the sleeves shortened and slimmed, have the waist nipped in a bit, and have the trouser legs slimmed and shortened as well. Having a $300 suit that fits like a glove is better than dropping a grand on a suit that fits like crap.
I'm in my 30s. But work in advertising, so not much dressing up (except for client meetings) and never for "shindigs". I do have some suits, but all from either Macy's (Calvin Klien, DKNY) or Nordstrom Rack (Hugo Boss) and one Ludlow from J. Crew.
All except the J. Crew are a few years old, more of the boxy style.
I think y'all have convinced me. I'm going to try to "sell" my gift cards to my wife and then go to Suit Supply.