Choose a grey crew-neck sweater and black skinny jeans for equally dapper and easy-to-style outfit. Clueless about how to complement this look? Rock a pair of plimsolls to bump up the wow factor. So as you can see, it's super easy to look awesome and stay comfy when colder weather hits, thanks to this outfit. You can take cues from ensembles like this if you're 30 and you want to take a more mature direction in your personal style.