I think I will go by chronological order.
I know Adam Sandler is not the main character, but he is one of the three main characters, so that counts. He was also hysterical in this movie, so BACK OFF!
With that being said you can guess what #2 is,
The Wedding Singer
Adam Sandler and Drew Barrymore are great together.
Sandler and Nicholson are comic gold.
50 First Dates
Once again, Sandler and Barrymore make magic.
Everything after 50 First Dates has been mediocre. I haven’t even seen most of them.