If I had to pick one it'd be Braveheart or Usual Suspects or Stripes. Childhood+ I've probably watched a million times: Indian Jones, Star Wars, Ghostbusters 1 & 2, Alien movies, Beetlejuice, The Great Outdoors, Uncle Buck, Spaceballs, Uncle Bob, Police Academy(s), Caddyshack(s), Terminator 2, Adventures in Babysitting, The Breakfast Club, Ace Ventura, Happy Gilmore, most Adam Sandler and Jim Carrey movies, People Under the Stairs, Poltergeist, The Shining, Bram Stoker's Dracula, Speed, Half Baked, How High, Lethal Weapon(s), Point Break, Scrooged, Norm Macdonald movies, Die Hard(s), CliffHanger, most Van Damme or Segal movies, James Bond(s), Belly, Menace to Society, White Men can't Jump, Last of the Mohicans, Jurrasic Park, Bourne Identity(s), Pulp Fiction, Reservoir Dogs, Scarface, Fire in the Sky, and probably more that I'm forgetting, but more recently:
The Departed, Shottas, Dark Knight, Notorious,
and