Before critiquing, please read... This is the first time I post any pic of myself on this forum. What I'm wearing in the pic is pretty basic and admittedly pretty average for folks around my office. I'm looking to step up my game and realize I need clothes of better quality and fit. I figure suggestions would be somewhat vague without setting a baseline, so I'm posting what I happen to be wearing today. I'm 5'9" and weigh 160 lbs. The shirt is a button-down Polo (size M), the jeans Old Navy boot cut (33x32). Belt and shoes are black, although that may not be obvious from the poor-quality iPhone picture. What I'm looking for are specific suggestions, not just "Burn it all!" (although I can appreciate that sentiment). Here are the problems I already see with this outfit:

- The jeans are at least one waist size too big for me, which explains why I tightened the belt so much.
- There's quite a bit of extra fabric in the shirt, so it's blousing in an unflattering way.
- The shoes are square-toed.







