top of head, but theres way more IM sure:
The Matrix
The Matrix Reloaded
The Matrix Revolutions
The Animatrix
The Patriot
Braveheart
Troy
Donnie Brasco
Batman Begins
The Dark Knight
The Dark Knight Rises
The Last Samurai
Toy Story
Toy Story 2
A Knights Tale
The Silence of the Lambs
Sin City
The Fifth Element
Terminator 2: Judgement Day
Catch Me If You Can
Pretty much any Marx Brothers film
At least 4 or 5 Jerry Lewis films
Pretty much all Mel Brooks films
Lord of the Rings/Hobbit movies
28 Days Later
28 Weeks Later
Dead Silence
Gone in Sixty Seconds
The Green Mile
The Dark Knight
Saving Private Ryan
Mirrors
The Descent
30 Days of Night
Gosh this is tough… Having worked in a video store… not My all time favourites. But movies that can be watched over and over again… To see bones being broken, or hear some classic comedy lines… All I remember is with my brother, we would watch lots of action and comedy together… Usually these titles are re-watched
Night at the roxbury
Hotrod
Happy Gilmore
Billy Madison
Waterboy
Bloodsport
Scarface
Double impact
Heat
Dodgeball
Delta force (chuck Norris)
I have seen A Night at the Roxbury (and Wayne’s World for that matter) way way more than 5 times. I’m so glad I’m not alone!
Other movies I’ve seen 5 or more times:
Original Star Wars trilogy (I’m talking VHS, pre-1997 “digitally remastered” release)
The Wedding Singer
Amelie
Gattaca
I Heart Huckabees
Honorable Mention (since you have to watch it if it’s on tv):
Shawshank Redepmtion
And then of course all Disney and Disney/Pixar movies (Snow White - Finding Nemo) from my childhood. Plus this one old Disney movie that I am pretty sure only my family watched called the Gnomemobile.