This boot is trim and stylish, and doesn't look goofy like a lot of other Chelsea's I've seen.I wear a 9.5 dress shoe and ordered a 9 in this boot. It fits perfectly snug. Break in period wasn't long. There was a little pressure on my toes but that's fine - Dress shoes and boots should be tighter and not looser: if it's too loose, you run the risk of looking like you have disproportionally large feet.The color of this boot is great (brown) and the leather shines reasonably well with Saphir.Excellent for use on a motorcycle.For my first Chelsea boot I'm very pleased.In the future, I'll need to stich the inner elastic to tighten it around my upper ankles.