Will Smith & Jada Pinkett-Smith – 23 Years

Will and Jada are among Hollywood’s leading and most respected celebrity couples today, but they had their fair share of struggles getting together. Will was riding high on the wave of wealth and success with his hit program ‘The Fresh Prince of Bel-Air’ when she auditioned for the part of Will’s girlfriend.

Jada didn’t get it and Will was also married to Sheree at the time, the two felt drawn to each other, and once Will was a single man again, they began dating. Through two decades of tabloid gossip and unfounded rumors, Will and Jada have remained each other’s pillar of strength and support.