This pairing of a varsity jacket and chinos is proof that a safe off-duty look doesn't have to be boring. Tap into some David Gandy stylishness and lift up your look with tan suede desert boots. In winter, when comfort is essential, it can be easy to settle for a less-than-stylish getup in the name of practicality. But this getup is a stark illustration that you totally can stay snug and remain stylish at the same time in winter. This combo should inspire anyone who had doubts about more polished outfits in his 20s.