I would recommend always trying on dress shoes. I can order any Nike, Puma or Asics online as their shoes are consistent. With dress shoes, I haven't found a pair of Hugo Boss that have ever fit me. I have a pair of Cole Haan shoes that have the Nike insoles, but they are still a size larger than a regular Nike fit. ecco shoes are fairly good, but you'll need to drop a size or two.
As for square tips, they are fine. I own round tips and square tips and they both look good. Tassles look ridiculous and I don't understand why people dress shoes with laces anymore. Laces don't look bad, but they don't serve a purpose anymore. To quote the commercial, I guess people like tripping.
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