This combination of a grey turtleneck and grey wool dress pants is a surefire option when you need to look incredibly elegant. A pair of black leather derby shoes can integrate nicely within a great deal of getups. Can you see how super easy it is to look on-trend and stay snug when colder weather hits, all thanks to outfits like this one? If you're in your 20s, take inspiration from combos like this to add more maturity to your personal style.