Like the million other threads that get posted like this (I know cuz I've read most of them!), I'm graduating next month and will be continuing to work in a law office and attending court on a fairly basis. Previously I've made-do with odd jackets, bargain slacks, bargain shoes, and a lot of Jos A Bank/Men's Wearhouse shirts. Basically, my closet would give most of you nightmares. But finally, I'm rebuilding my wardrobe from the shoes on up and have no plans to ever devolve into the abyss of crappy retail clothing ever again. I ordered some BB slim fit shirts to start, a Canali wool sportcoat (lovely; best thing I own), 3 pairs of Allen Edmonds shoes, and this navy starter suit, which I hope to pair with a charcoal one after I settle on a suit brand... Got this Benjamin Sartorial Classico in a 44L last week. The pants are obviously too tight (totally underestimated that 10lbs I put on over the winter, mainly in the seat/love handles) and will need to be swapped out for a safer fit, in addition to making a trip to the tailor. I'm just trying to figure out if this looks strange or bad in general. The g/f says it's fine, but she's so used to my atrocious dressing that I'm afraid she is desensitized to it. I have a big chest/shoulders/arms and (believe it or not) am a marathon runner; once I shed winter fad I usually walk around at 200-205lbs and 6'2". Basically nothing ever fits well. Any advice from similarly-sized guys would be great too! I humbly submit myself to the judgement of S/F. Thank you very much in advance.