For a look that's nothing less than GQ-worthy, marry a blue blazer with grey dress pants. Complete this outfit with a pair of brown leather tassel loafers and the whole look will come together wonderfully. As you can see, it's super easy to look amazing and stay comfortable come chillier weather, thanks to this outfit. Just because you've reached your 40s, doesn't mean you shouldn't look fashionable, and this ensemble demonstrates exactly that.