If you gravitate towards laid-back style, why not take this combo of a henley sweater and black skinny jeans for a spin? If in doubt about what to wear in the footwear department, stick to a pair of low top sneakers. If it's one of those dull autumn days, what better to cheer it up than a dapper getup like this one? This outfit shows how to dress stylishly and look good in your twenties.