For future reference this could all have been asked in our handy NOOB threads. Take a 1 week (or longer) break from this forum. Take a picture of what you are wearing forseven days, and then after that week come back and post the pictures of what you've worn in the WAYWT While you aren't visiting this forum do the following: Day 1, Seperate clothes into 2 camps 1- clothes you like/wear 2- clothes you don't like/wear Day 2, Construct what you feel are your best and worst fits and write a paragraph as to why. Day 3, Window Shop online. Don't spare any expense, don't be practical... construct a head to toe outfit of pieces you don't own but would own if you could afford/could find etc. Day 4, Determine what changes could make your worst fit better. Day 5 Determine what changes could make your best fit better. Day 6 Browse both WAYWT threads and pic atleast 3 posters whose style you admire. Day 7 Post your 7 fits (all at once, preferably small pictures that don't jam up the page) and brace yourself for constructive and not so constructive criticism. Keep posting after that first weeks worth of posts. You'll learn alot from people's response. If it sucks they'll let you know, if its mediocre but okay no one will likely say much, if its great you'll hear. Everyone is going to mention the following as well. LURK. My best advice is don't buy anything for 3 months. Don't buy a single thing clothing related that isn't a necessity (underwear, socks...). Really figure out what you've got as far as a foundation goes, and take some time to come up with a blueprint for what you want to look like in 3-6 months. It isn't an overnight thing. after paying attention to clothing long enough your own taste will sort of come. You may not find yourself having anything resembling a personal style or aesthetic but you'll know what you like and dislike, and you'll make fewer regrettable purchases this way atleast IMO.