The simple details on a shirt matter in menswear. Minor things like fabric variations can speak volumes to people who notice your individual style. So things like paisley elbow patches and speckled chambray shirts can easily spell the difference between bold and boring. The best dressed guys look absolutely comfortable in their clothes, no matter how expensive or affordable they are. The key to style is noticing things that other people don't. Develop a discerning eye for the kind of stuff you think your less stylish friends would sleep on, and rock it like you've had it for years. When they ask where you got a fly shirt or cap, just reply: "oh, this old thing?"