A sharp combination of a navy and green plaid long sleeve shirt and navy jeans will bring confidence and you'll carry yourself with more self-assurance. If you wish to effortlessly dress up this outfit with a pair of shoes, why not complement this outfit with a pair of brown leather casual boots? Dressing warmly is the key to surviving cold temps, but this look is a shining example that this can also be done with style. A fail-safe option pairing appropriate for young gents.