Ryan Phillipe
Ryan Phillipe's journey to fame parallels Witherspoon's, with both making a mark through Cruel Intentions in 1999. While their on-set romance blossomed into a real-life relationship, complete with marriage and children, the couple eventually parted ways. Phillipe, however, remained a constant figure in the world of entertainment.
Decades after his initial breakthrough, Phillipe remains strikingly youthful. His portfolio includes projects like the thriller series Shooter, the neo-Western crime drama The Way of the Gun, and the critically acclaimed Gosford Park.