go to a tailor and yell him/her your problem, theyll fix it for just a couple bucks. buy denim from uniqlo, buy anything from uniqlo, they have very cheap basic tees in many earth tone colors. you can buy cheap hoodies here http://www.t-shirtwholesaler.com/Gildan_G185.htm#.VtY4m5MrInW (if you dont know what colors to get i can comment) also you should invest in some nice strapback hats. if you wanna get very very basic hats (you can customize these) http://www.amazon.com/gp/product/B007OX78SS?psc=1&redirect=true&ref_=ox_sc_act_title_3&smid=A1ZGBA3DMDU1A (i can help you with colors for anything if you dont know what colors are "streetwear") http://www.amazon.com/dp/B00L5MIKTK/ref=wl_it_dp_o_pC_nS_ttl?_encoding=UTF8&colid=3OXF8ZTAFVG1&coliid=IB3CLOCVCIOX8&psc=1 . iif you have 400-500$ you can even try to buy something from supreme, theyre ss16 season just kicked off and they have lots of stuff. also palace drops next week i believe and they never fail to impress. if you need more help with how to start off use this guide https://www.reddit.com/r/streetwear/comments/3zaccy/waversacks_2016_guide_to_streetwear/ . reply if this helped :)
you can always get a meme polo hat, s hats, heres a link to some plain cheap hats that you can customize yourself