“I’d say you’d need to start looking at brands or models that interest you, seek them out on Pinterest and identify the looks you’re after.  Here you can be as bold as you like, but I wouldn’t go full peacock unless that is your personality. Your clothes shouldn’t be making up for your deficiencies. For example, why go bold if you’re a classic introvert.  I’d say with streetwear you can dial back the logos, the heavy brand motifs, that’s no for me personally. I like a lot of Reiss and Belstaff stuff because they’re not so ostentatious. You’ll stand out if the clothes are fitted. There’s a tendency for casual wear to ignore the tailored/fitted rules that run doyen over the suit industry. 

Personally I’d say some rules from suit wear transcend into streetwear. I.E decent fit, white tee goes with everything, remember to go casual if the occasion merits it. If you’re unsure always phone a friend or venue and ask what the dress code is.”