I'm the guy that referred the OP here, so I'll apologize for all the enusing drama. I just saw him posting a suit thread on another forum and seeming really interested, but getting a lot of clueless suggestions, so I wanted to point him to some good advice (which jn3 and a few others offered for sure). So at least on his part I think it's pretty clear he wasn't trying to offend anyone with his description of his father, so try to go easy on the guy and the thread in general. I'll chime with some stuff that I said earlier when I was talking with him: Honestly, I think a first suit should be bought in person. I would take jn3's leads, go around and try stuff at the different stores and see what you like most. Be sure to stick to only a few recommended brands when shopping discount, it's just as easy to find crap. For example, a Filene's may carry top notch brands like Gianluca Isaia and Luciano Barbera, but may just as well carry cheap psuedo-Italian imposters like Naldini and Sartoria Menichetti. Keep a short list and don't stray from it at this point. While Brooks Brothers isn't the greatest, their Golden Fleece line is supposedly a pretty good value, and you'll at least get some service. Wait until you have a better idea of your measurements and what stylistic preferences you want before going the eBay route. That said, LAGuy (another Boston resident) did make a good recommendation with virtualclotheshorse.com. The owner is a member here and is both very knowledgable and helpful; I ordered a pair of shoes from him yesterday and he was very good about answering my questions. You might just take a look there. Stylewise, don't get too hung up on details at this point. The majority of suit pants come with pleats, for example, so you probably shouldn't pass up an affordable suit you like solely because the pants have pleats. As far as color goes, just a navy/gray suit should do. Patterns are fine if you just stick to the rule of thumb that the suit should look solid from a distance (i.e. a subtle blue windowpane would be fine, neon orange pinstripes would not). Since you said you have until June, don't feel rushed to buy this weekend. Read around the older posts, note down anything that interests you, remember that fit is probably the most important factor of wearing a suit, and you should be fine.