Opt for a crew-neck sweater and navy jeans if you want to look cool and casual without making too much effort. A pair of white high top sneakers will add a playful vibe to your getup. Crafting a cool outfit can be challenging on its own. Add uncomfortably cold temps into the equation, and the whole thing becomes even more difficult. Luckily, this here is your wintry inspo. This outfit proves that figuring out fashion over 50 is not particularly hard.