A dark brown leather bomber jacket and a white print crew-neck t-shirt are the perfect way to introduce effortless cool into your day-to-day casual repertoire. Complete this getup with white plimsolls and ta-da: the outfit is complete. This getup is a smart pick if you're piecing together an amazing transition look. Those who wonder how to sport edgy off-duty outfits as you go into your 30s, this pairing should answer your question.