For a look that's classy and gasp-worthy, reach for a grey plaid blazer and blue dress pants. Let your outfit coordination skills truly shine by completing this ensemble with a pair of brown leather derby shoes. Keep this look in mind come warmer weather, and rest assured, you'll save a ton of time crafting what to wear on more than one morning. If you're making it through your late 20s, take inspiration from getups like this to take a more mature approach to your style.