You can look stylish and classic whatever your shape within reason and whatever your budget. Black will always be classic and well tailored clothes will always look a cut above the rest. I cannot walk down any high street or through any mall these days without being inundated with a sense of style. Everywhere we look there are shops desperate to dress you well. The fact that you don’t choose to go in them is not the point. Therefore turning up for your first date in a comfy sweatshirt or sports top may make you feel relaxed but it shows absolute contempt for your date who has spent the best part of the last two hours getting ready.
The first thing for men to remember is that a woman will judge you by looking straight down at your shoes. You may not see what the fuss is about but she may as well be looking straight past your shoes, all the way down to hell. The fact is, the truth is in the detail. You have washed and scrubbed up well, but casting a more detailed glance over you and the small discrepancies are soon revealed.