That was over 16 years ago in 2005.
Today he is 55, and has starred in 69 movies in total, 34 since The Longest Yard was released.
In The Longest Yard, I think Adam Sandler looks:
The Longest Yard scores 6.2 out of 10 on The Movie Database.
Adam Sandler's first acting role was as 'Schecky Moskowitz' in Going Overboard, released in 1989 when he was 22.