Harrison Ford and Calista Flockhart — 22 years
Harrison Ford and Calista Flockhart first met at the Golden Globe Awards in 2002 when Ford was 60 and Flockhart was 38. They spent 7 and a half years together before Ford proposed to Flockhart during Valentine’s Day weekend in 2009. The couple later got married that same year in Santa Fe, New Mexico, and they’re parents to one adopted son.