5. Ian McKellen, 73
When he's not dominating Middle Earth with his wisdom and powers, Ian McKellen is ruling the elderly British style set. The UK's most stylish knight can pull off smart English suiting with ease, but he keeps it light with stylish old-man choices like wide-brimmed hats and colorful accessories. These are moves that definitely work on steezy geezers, but might make a younger man look like a fool.