Sarah Michelle Gellar and Freddie Prinze Jr. – 17 Years
One of the cutest couples of the late ’90s was Sarah Michelle Gellar and Freddie Prinze Jr. They met in 1997 while filming the thriller I Know What You Did Last Summer, and a few years later they were celebrating the beginning of their union.
After starring together in the live-action comedy film Scooby-Doo, they retreated from the spotlight. The couple has two beautiful children together, a daughter and a son. Sarah recently guest-starred in the sitcom The Big Bang Theory, while Freddie appeared in a short film titled Killer Skin.