How to Lose a Guy in Ten Days - Andie's Disappearing Drink
In the scene right after Ben and Andie go to the New York Knicks game and Andie has been asking for a diet drink because she's thirsty, Ben walks Andie to her cab. Right as Andie is at the cab she hands Ben her cup. They continue to talk and as Andie gets into the cab, she again hands him the same cup.
Andie did get two different drinks but this is a slip up. After she leaves in the cab and it drives away, you seen Ben holding only one cup. If she gave him the diet and the regular, then he would have had two. Good slip up.