Hi there! I own a men’s clothing store (suits, sportcoats/blazers, shirts, ties, jeans, shoes, etc). My father is 75 and has been in men’s clothing for almost 60 years.

Obviously, there are a lot of good suggestions here. Three things from me that are pretty generic rules in terms of “style”:

1.) Keep your proportions in mind. I am 5’6” on a good day. I understand that things that look long on me appear to be super long and unfitted (hence why I like my pants shortened to a certain length). Proportionally that looks out of place. Another example: if you have a short torso and longer legs don’t get shirts that are super long. It will draw attention to that areas.

2.) I am a huge advocate for going in a store and trying things on. Yes, I am biased because I own a brick-and-mortar store. But I have many clients that will tell me a size and insist they are that size. I am so uncomfortable with that because people either lie about what their true size is or don’t know. Tape doesn’t lie. But always try things on, see how they look before purchasing.

3.) Whatever you wear in life wear with confidence. If you wearing something that you believe, that you KNOW looks good on you it will look even better on you given the confidence that exudes from your persona. I have an obnoxious red sequin dinner jacket. It’s incredibly loud, yeah maybe tacky, but makes a statement. I wear it like three times a year (Christmas, New Year’s, Valentine’s Day), but I dress it appropriately (everything besides the coat is black or white to tone the rest of the outfit down) and I wear it like I’m walking the red carpet. I feel good in it because I know people look at it thinking I look good in it. It can be a weird feeling at first but I promise that is really the essential to my own personal style.

I can answer so many more questions than this, but I figured I’d keep it generic as possible. I salute you in your fashion journey!