Baby, it's cold outside

The rule is, whatever the weather, a gentleman never leaves home without a jacket. Think about it: a jacket can save you from a horrible outfit. And it can save you from an unexpected downpour. Should your boss call for a meeting, it will most definitely carry over your usual jeans-and-shirt ensemble. And should you suddenly get lucky, it's an instant date japorms.

When buying jackets, always make it a point to try it on. Keep in mind that it should be a grab-and-go kind that will go with most of the clothes in your closet. While buying a size larger is a common practice—onga naman, you'll need space for your t-shirt—you must know that the bigger the size, the bigger you'll look. But not in the way you're thinking, bro. Oversized jackets will drown you if you're vertically challenged to begin with.