A black plaid shirt jacket and a white crew-neck t-shirt will inject your day-to-day styling collection this relaxed and dapper vibe. You can get a bit experimental in the footwear department and tone down this outfit by wearing beige athletic shoes. Seeing as temps are dropping, this look seems a viable idea for in between seasons. Wondering how to nail casual dressing as you drift through your 20s? This combination is a practical example.