Hi. Long story short, I'm trying to reinvent my current "style" so that I 1) look better and 2) feel better about myself so I can 3) get laid... Ok well not so much 3 but it would be nice. I'm 23 and tired of wearing hoodies and sneakers and just ready to have a more "grown-up" look. I'm going for a J. Crew/GQ modelesque look. Casual, I suppose? You know... nice shirt, tucked in, maybe a skinny tie, scarf, blazer/peacoat, oxford shoe, slim pant and all that jazz. The problem is I can't shop for myself. I always come out with something either black, red, or blue and and a tee shirt with a confused look on my face at how I just screwed up. I'm no good at matching and putting pieces together. For instance, I bought a nice pair of desert boots that I wear with Hollister jeans. Or these decent selvedge denim jeans that I wear with high-top adidas. C'mon... just garbage... So I'm asking for help here. Though I really have no idea what I'm even asking beside "How do I shop?" What are the essentials to a well dressed guy's wardrobe? Where do I begin? Shoes? Pants? Cry. I should literally just hire someone to make me look good. Any advice would be much obliged. I might just be overthinking everything, honestly. I do this for everything. How do you guys go about buying pieces for your wardrobe?