This casual combination of a grey crew-neck sweater and blue jeans is very easy to pull together without a second thought, helping you look awesome and prepared for anything without spending too much time searching through your closet. White and navy leather high top sneakers are guaranteed to give a dose of stylish casualness to this look. Figuring out a cool outfit can be a bit of a juggling act on its own. Add cold temps into the equation, and the whole thing becomes even more difficult. Fear not, this here is your winter inspo. This pairing looks great on gentlemen over 40.