This casual pairing of a red crew-neck sweater and a long sleeve shirt is very easy to pull together without a second thought, helping you look awesome and ready for anything without spending a ton of time searching through your wardrobe. A pair of black leather dress boots will bring a more polished twist to an otherwise straightforward look. We know it's always challenging to stay on-trend in extra cold, but this outfit is proof that it's quite doable. Outfit inspo like this will help you remain incredibly fashionable even in your 50s.