Go for a simple but casually dapper look by putting together a light blue dress shirt and skinny jeans. Tobacco suede chelsea boots will give an extra touch of style to an otherwise utilitarian ensemble. Rest assured, this combo will keep you toasty as well as looking dapper in this unpredictable fall weather. As a 30-something man, you want to start dressing in a more elegant manner. If that's the case, outfits like this prove useful as a source of inspiration.