Now that we've shopped for the fashion fiend, let's talk about the man about town. He's all about wearing the greatest and latest — with a cool twist. Let's impress him with a slouchy beanie in a refreshingly bright hue, kickass leather sneaks, a punchy card case, and crazy cuff links. Of course, he'll think of you every time he totes this Kenneth Cole Canvas Messenger Bag ($98); such an essential for his everyday life. Be sure to check out all the PopSugar Network's 2009 holiday gift guides!