Try pairing a long sleeve shirt with light blue ripped jeans for a modern twist on casual street menswear. If you're wondering how to finish, a pair of white high top sneakers is a safe option. Figuring out a cool look can be a bit nerve-racking and time consuming on its own. Enter extra cold temperatures into the equation, and the whole thing becomes all the more difficult. Fear not, this here is your winter inspo. After all, when do you dress casually if not at 20?