Lifespan: 2011
Reminds us of: Black Homer Simpson

Everyone's got their signature look, we get it. But sometimes a grown-ass man has to make a decision about how to deal with age. The "Gangster's Paradise" star seems to have subscribed to the "if it ain't broke" school of thought. The only problem is that thinning vertical braids (often pulled through a hole in a fedora) are most definitely broke.