#21: Freddie Prinze Jr. & Sarah Michelle Gellar
Together for 25 Years
Freddie Prinze Jr. and Sarah Michelle Gellar first met in 1997 while filming I Know What You Did Last Summer. They stayed friends for years before romance bloomed in 2000, when a missed flight led to an impromptu dinner — and the start of something lasting. They married in Mexico in 2002.

Over the decades, they’ve become one of Hollywood’s most beloved couples, known for their humor and loyalty. With two children and parallel careers, they keep family life grounded and private. Their enduring connection feels effortless — a mix of friendship, playfulness, and a deep understanding that has only grown stronger.
