Boots, knee socks, basketball shorts, t-shirt, hoody :large-adult-son:

No but seriously, learn basic color theory look at the wheel, see what works together and what clashes, keep a healthy stable of neutral colors to build on as well

Make sure you go for a proper fit too. Don't go for "athletic fit" if you don't have the athletic fit :thicc-trump:, not because it looks bad (it's usually not flattering) but because it can literally cause you discomfort and even pain if you're twisted into the wrong position by your clothes for too long. Try on different fits from different companies, don't trust size labels. I've noticed brands getting sloppier and sloppier in their measurements over the years.

A well-fitting button-down that can be worn tucked in or untucked makes most guys look good. Having multiple pairs of shoes to rotate through can make them last much longer. Having shoes specifically for exercising will ensure they wear in a manner consistent with the thing you do for exercise. A nice pair of black dress shoes goes well with black, blue, charcoal, or even khaki colored pants. If you're wearing suit and tie, try to have a little bit of contrast. Wear a charcoal shirt with a black tie, red tie on black, that sort of thing. A matching pocket square helps make you look nice for the inevitable friend weddings that will populate your twenties.

As far as I can tell, it's probably prudent to avoid all manner of weird hats in your twenties. As you get older you can start getting away with Kangols and stuff. It makes you look eccentric if you're dressed down and don't overdo it with the hat. When you're young people might think you're trying too hard. But depending on the rest of your wardrobe, you can try pulling it off. Ask for advice from your friends. Don't be afraid to get some tips.

Also don't feel obligated to dress up if you're just going out to target and throwing things into a basket and showing them to a robot before scrambling out like a mischevous goblin, having spoken to no man or woman living. I've seen how the zoomers dress these days. Pajama pants aren't a big deal. Pandemic made everyone stop giving a fuck I think. I don't know. I've never been super good at hip cool kid fashion :grillman:

Last but not least do read the care labels, it makes a difference. I usually just wash everything in cold water to be safe, it usually does the job. Get a sports detergent to soak your sweat-stained clothes in before washing them as well, they'll last longer and look and smell and feel a lot better.