This combo of an olive denim shirt and black ripped skinny jeans has a very casual and approachable kind of vibe. Infuse an extra dose of refinement into your look by rounding off with a pair of black leather chelsea boots. As you can see here, it's extremely easy to look on-trend and stay snug when colder weather comes, thanks to this look. Outfit inspiration like this will help you remain incredibly stylish as you move through your 20s.