#2 Big Show in The Water Boy (1998)

While the world's largest athlete certain thrilled the WWE Universe with his feats in the ring, he was an equally gifted performer. Some of the Big Show's best moments in the WWE have come through jokes at his expense or him going all the way embracing his gimmick.
While he was still known as The Giant in WCW, Big Show appeared in the Adam Sandler comedy, The Waterboy. Adam Sandler plays a manchild who's a waterboy but is capable of great feats on the football field.
In the scene, Adam Sandler calls in to show to talk to his favorite wrestler "Captain Insano" to ask if he requires the services of a waterboy. Of course, when he reveals his age as 31, he has laughed at profusely. While this scene is comical, it proves to be a driving force for Sandler when playing football as he envisions people who have humiliated him and tears them down accordingly.