Wait, what? Getting a job is a key to being "broke" and stylish? Yes. If you're broke, getting a (low-paying) retail job won't afford you all the clothes you want to buy, but it will keep your fresh. A lot of retail jobs will give you a couple free garments—so you can have a basic company-approved wardrobe—when you start. Plus, you'll most likely receive a discount of 30 percent or more. Some companies even offer 50 percent off a certain amount of items per month, or specifically on sale items. You won't make much scratch, but you'll look cooler than most.