This semi-casual pairing of a tobacco crew-neck sweater and a dress shirt is very easy to pull together in next to no time, helping you look amazing and prepared for anything without spending too much time going through your wardrobe. To bring a bit of depth to this look, opt for dark brown leather tassel loafers. This one is an excellent pick when it comes to a knockout look that will take you from summer to fall. This combination is a practical illustration over-50 gentlemen can still very well turn heads.