Buy It Now: Gap, $42
What Douchebags Wear: Salmon-colored pants, sometimes with critters on them

Leave the Nantucket Red pants for the wannabe yacht-bros and go blue. The bright blue pant is to city slickers what faded red trousers are to preps. It's essentially like the Crips and Bloods, except a lot less violent, and instead of Tupac versus Biggie it's Vampire Weekend versus um... older Vampire Weekend? Anyway, the takeaway is these pants say "F you I'm from the city. Deal with it." Wear them with everything else, and with pride.