I've made a lot of changes to my personal style throughout the years. Some things have stayed the same, I've had a beard going on about... 12 years now, and I don't intend to shave ever again really. Mix of preference and style for that. For clothes, I guess I dress like like casual section of a J Crew catalog... Denim basically every day occassionally slacks but rarely because I just own more jeans than slacks, walking sneakers (Nike, Adidas) or dress-down shoes (Cole Hahn, Ben Sherman, etc), button-up shirt, and this time of year usually a sweater or half-zip, or light jacket over. USually wear some sort of patterned socks. Adult haircut, one of those things that blends into my beard.
If you have the money, I'd recommend checking out a clothing service like Trunk Club, through Nordstrom. They match you up with someone who helps shop for you, you don't have to keep the clothes they send you, but they end up sending you styles and clothes that work for you, with good brands / good quality, and it helps get you started with a handful of solid outfits. Then you can mix and match and add items on your own discount shopping.
I started using it about ~5 years ago give or take, and it really helped me figure out what looks worked for me, what brands, cuts, and styles worked for me, what clothes to look for in which sizes, what worked and what didn't. Now I still will get a delivery once every 3 or 4 months, but most of the time I head to Nordstrom Rack, TJ MAxx, or another off-the-rack place and just look for the shirts, jeans, trousers, shoes, etc, that I know work for me in the sizes that work. It's really helped.
It's expensive when you start out because you're going from nothing to a solid wardrobe, but you only have to pay for what you want to keep... ANd a good move is to send stuff back and then go on Ebay, Amazon, or into a store like Nordstrom Rack and find those same clothes they sent you, but for 40% off.