I'm new to fashion (at 50 no less). My biggest challenge right now is money. Having learned the lessons of fit and quality, and being a shorter guy, most off the rack clothing does not work for me. I have signed up with J. Hilburn, been measured etc, to get some quality clothing. But at those prices, I may buy a couple things a YEAR from them. Same thing with most online stores, or the really good menswear stores. The amount of money I have to spend in a month on clothing is something like 50-100 bucks. Heck, a really good pair of shoes is going to be at least $150 (some would say more). A good sport coat is going to run me $500. You quickly see my issue. At such a rate, I can afford to buy maybe 8 things a year. Right now I have only one pair of shoes, no sport coat (I lost weight recently, my whole old wardrobe is gone) and a handful of shirts and 2 pair of trousers. I live in the Chicago suburbs. I am just wondering how I can find good clothing at decent prices. I've heard a lot of people saying places like Mens Wearhouse is terrible. I get they are not top notch, but the two pair of pants I have are from there and they are actually very very nice. (I do thing a lot of their stuff is overpriced for the quality). I could really use some help on some options to maximize my dollar. I have tried to find some thrift shops in the area and have had no luck with that either. I admit I am not big on buying used clothing, and even so, being smaller, not a lot would fit anyway.