Effortlessly blurring the line between cool and off-duty, this pairing of a bomber jacket and a crew-neck t-shirt will easily become one of your go-tos. A pair of blue canvas low top sneakers is a savvy pick to finish this outfit. As this look is a good illustration winter doesn't have to mean dressing like a marshmallow. After thirty, you probably want to start dressing like a grown-up. In this case, ensembles like this prove useful as a source of inspo.