This laid-back pairing of a blazer and charcoal skinny jeans is a winning option when you need to look casually dapper in a flash. Our favorite of a myriad of ways to complete this ensemble is with brogue boots. As you can see here, it's very easy to look amazing and stay comfy come colder weather, thanks to this ensemble. Dressing inspo like this will help you remain incredibly stylish as you cruise through your 20s.