66. Bridgette Wilson
Wifey Of: Pete Sampras (American Tennis Player)
Oh, Veronica Vaughn. Any loyal fan of great cinema will fondly remember Wilson's breakthrough role as the tough third grade teacher and Spanish Armada buff in Billy Madison, a film widely regarded by critics as one of the greatest achievements in the history of cinema. After achieving such incredible highs, the 1990 Miss Teen USA champion married tennis legend Pete Sampras in 2000. She has largely remained out of the spotlight since then, accepting only the most exclusive of roles (e.g., Gabriela Betancourt in a 2003 episode of CSI: Miami).