1. The Truman Show 2
    Truman emerges from the Seaside, Florida dome only to find he is in a much bigger The Truman Show dome.
  2. Tootsie 2
    The Tootsie character in the soap opera, Southwest General, takes up acting and gets a role where she has to disguise herself as a man who is disguising himself as a woman.
  3. Hamlet 2
    Horatio and Fortinbras fall in love. So like Brokeback Mountain but in Denmark and no cowboys.
  4. Star Wars: Episode 5.5: Lando and Chewy
    Slice of life drama about the three hour conversation that Lando Calrissian and Chewbacca have as they are flying to Tatooine to rescue Han Solo. Like My Dinner With Andre but in the cockpit of the Millennium Falcon.
  5. E. T. 2: Waiting for E. T.
    Elliot waits and waits and waits for ET to return, but he never does.
  6. When Harry Met Sally...Again
    Harry and Sally both completely lose their memories and meet each other three or four more times all over again.
  7. Groundhog Day 2: Talk Like a Pirate Day
    Phil Connors finds himself repeating Talk Like a Pirate Day over and over and he never escapes and the weather is always sunny. And a bottle of rum.
  8. My Dinner With Andre 2
    Wallace Shawn and Andre the Giant have dinner and talk about The Princess Bride. This would be a great movie; I mean it. Anybody want a peanut?
  9. Armageddon 2
    Exactly the same as the first movie but with a different asteroid. As you can see, this franchise could go on forever and ever. Money in the bank.
  10. Memento 2
    The same footage as in the first Memento, but in chronological order.
  11. Ocean's 5,438
    Danny Ocean robs a Las Vegas casino with 5,438 other conmen.
  12. Lord of the Rings 4: The Silmarillion
    47 hour long movie in which Ian McKellen is dressed as Gandalf and reads the Silmarillion from cover to cover.
  13. Seven 2
    Like Seven but a comedy about the Seven Virtues. And Morgan Freeman plays God, of course.
  14. Ferris Bueller's Day On
    It's the next day, and Ferris goes to school. Then he comes home.
  15. Indiana Jones and the Keys to the Pharmaceutical Cabinet
    Indiana lives in a nursing home and goes on a quest for the secret keys to the pharmaceutical cabinet so that he can euthanize himself.
  16. Still Another 9 1/2 Weeks
    It's 30 years later and Kim Bassinger and Mickey Rourke are having sex with food in front of an open refrigerator again. And then their grandchildren walk in.
  17. Toy Story 4
    Bonnie is 18 and throws all the toys away and they all end up floating in the Great Pacific Garbage Patch.
  18. Back to the Future 4
    Marty and Doc Brown accidentally go back to November 5th, 74,000,055 BC and have to achieve 1.21 gigawatts of electricity and 88 mph using only lava and velociraptors. And there is a chase scene around the clock tower on stone skateboards.
  19. Star Wars: Episode 5.6: Chewy Goes to the Bathroom
    In which Chewbacca goes to the bathroom on The Millennium Falcon and we finally have an answer to the age-old question of how he keeps the shit from sticking to his fur.
  20. Edward Rooney's Day Off
    It is the next day after Ferris Bueller's Day off and Edward Rooney plays hookie in Chicago with his friends.
  21. Wall•F
    A delightful animated comedy about Wall•E's lesser-known robot coworker.
  22. Inception 2
    Two hours of Leonardo DiCaprio playing with his kids in the back yard while a top spins on the counter and Marion Cotillard pounds on the windows.
    Suggested by @gwcoffey