If you gravitate towards comfort dressing, why not wear a navy blazer with blue ripped skinny jeans? Get a bit experimental when it comes to shoes and dress up this getup by rocking a pair of dark brown suede chelsea boots. In the colder months, when warmth is prized, it can be easy to surrender to a less-than-stylish ensemble in the name of practicality. But this ensemble is a striking illustration that you can actually stay warm and remain stylish at the same time during the colder months. A no-brainer outfit proper for gents over 30 who like to dress casually.