Want to inject your menswear arsenal with some off-duty dapperness? Dress in a sweatshirt and navy jeans. Grey athletic shoes are an easy way to add a little kick to the getup. With an ensemble like this in your winter arsenal, you'll manage to stay toasty and look stylish despite the extra cold temps. Those who wonder how to pull off cool off-duty outfits in your mid-20s, this pairing should answer your question.