She also dated actor Josh Charles from 1999 to 2002.
Walking on the set of Wanderlust, Jennifer wears this beautifully layered jacket with a matching belt and leggings.
Honestly, next to her no-one stands a chance.
Todd, on the other hand, remained in Texas to finish high school.
Jennifer began her Hollywood journey with horror films Leprechaun in 1993.
A simple grey tank top and black pencil skirt with nude heels topped off with gold hoops never looked so good.