Wear what you want that is appropriate to whatever situation you are attending, that fits you. I honestly never really give any thought about what to wear accept is it appropriate. Clothes that are too tight or too loose does not fit you. For example, the only jeans I wear are Wrangler 34 x 36, they are the only size and brand that looks good on me. The only long dress shirts I own are Roundtree and York 16 1/2" x 34 fitted shirts with cuffs... because I like cufflinks. Find a brand and size that works for you and stick with what works. Everyone's body is different, so if you can't or don't want to tailor clothes, then you need to spend a lot more time trying things on to make sure it fits you. You really don't have to spend a lot of money... you just have to be smart. I've bought really nice suits at second hand stores that if you bought them new, you would pay $800, of $75, then I take them to my tailor, spend another $75 to get it to fit properly and now you own a $800 suit for $150.
The only other advice I will give is to spend the money to get good quality shoes. IMO Johnson-Murphy are decent, nice looking shoes that are a balance between cost and quality, but you are still going to spend at least $150 for a pair of these, if you are lucky enough to find something that fits you, and is stylish in an outlet store. Shoes are VERY important, and it's the first thing anyone notices about you.
I do not wear jewelry other than my college ring and a watch, and cufflinks it I'm wearing a long sleeve shirt... the watch I wear is a nice Swiss Army watch that I have owned for 20 years, it's nothing fancy, but it looks good and I like it. But getting a nice watch is something that always makes you look better. Some guys can pull off jewelry, I'm just not one of them. Too many men keep time with their cell phones, when I'm out and about I keep my cell phone in my pocket, and if you have a cell phone, make sure it's not cracked. If you crack your cell phone, spend the $100 and get that fixed. Pulling out a cell phone with a cracked up cover is a bad look.
Finally, make sure whatever you are wearing is AGE appropriate. Nothing looks worse than a younger guy dressing like a middle-aged man, or a middle aged man wearing something that a college kid would wear.