A navy and green long sleeve shirt and a white and red and navy plaid long sleeve shirt will convey this laid-back and cool vibe. Complete this outfit with snow boots to inject a hint of stylish casualness into this look. While it can be a bit of a juggling act to dress stylish in uncomfortably cold temperatures, it's combos like this that prove it's actually possible. Ideal if you're in search of some amazingly inspiring style for 20-something men.