Cruel Intentions - (1999) Director: Roger Kumble Stars: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon Kathryn makes a bet that her step-brother, Sebastian, won't be able to bed Annette (a virgin, who wants to wait until love). If he loses, Kathryn gets his Jaguar, if he wins, he gets Kathryn.
In 2001 Reese Witherspoon played Elle Woods in the sleeper hit Legally Blonde. Pretty, pink and not quite so blonde. Elle Woods went on to become one of the most memorable screen lawyers of the new millennium and even inspired a musical.
If you haven't read this classic, be sure to check it out this year! It's currently being made into a movie, starring Reese Witherspoon and Oprah Winfrey. Read it before you see it! https://en.wikipedia.org/wiki/A_Wrinkle_in_Time_(2018_film)
Jill Green (Reese Witherspoon): one of Rachel's two sisters, who arrives at Monica and Chandler's in "The One with Rachel's Sister", thinking Rachel still lives there. Their father has cut off Jill's supply of money and sent her to stay with Rachel.