Actually, I meant wearing a beanie for a while to iron out your hair and make the overgrown parts stick out less conspicuously, not wearing it around to hide bad hair.

Fedoras can look cool, but like other uncommon headwear, it can be a major fail if it fits you less than perfectly. I suppose if you decide to wear it, you should also stick to the old custom that it's impolite to wear indoors, so I don't think it's a good option for hiding bad hair.