Inspired by @PeteOnEarth. I'm gonna do this with only movies in my DVD library. It's about 400 strong though, so that doesn't narrow it down a ton, but gotta start somewhere.
  1. About Time
    Okay, this game is already super hard and I'm not even through one letter! Gonna have to give some honorable mentions: Aladdin, Amelie, The Avengers
  2. Back to the Future trilogy
    HMs: Beauty and the Beast, Bringing Up Baby, Bye Bye Birdie
  3. Charade
    HMs: Can't Hardly Wait, Clue, Clueless
  4. Die Hard
    HMs: Dial M for Murder, Dick Tracy, Don't Tell Mom the Babysitter's Dead
  5. Empire Records
    HMs: Elf, Emperor's New Groove, Enchanted
  6. Frailty
    HMs: The Fall, Free Willy, The Fugitive
  7. The Goonies
    HMs: Girls Just Want to Have Fun, Gone with the Wind, Guardians of the Galaxy
  8. Harry Potter series
    HMs: A Hard Day's Night, Home Alone, How to Lose a Guy in 10 Days
  9. It Happened One Night
    HMs: Independence Day, IQ, Iron Man
  10. Jurassic Park
    HMs: Jurassic World, Jurassic Park 2, Jurassic Park 3 (I don't own a lot of J movies and I LOVE dinosaurs)
  11. Kindergarten Cop
    HMs: Kate and Leopold, Kissing a Fool
  12. The Little Mermaid
    HMs: Last Action Hero, The Lost Boys, Lucky Number Slevin
  13. Miss Pettigrew Lives for a Day
    HMs: Misery, Monsters Inc., Much Ado about Nothing
  14. The Negotiator
    HMs: Nick of Time, No Country for Old Men, North by Northwest
  15. Orange County
    HMs: Ocean's Eleven, Oliver and Company, One Fine Day
  16. Psycho
    HMs: Panic Room, Pee Wee's Big Adventure, The Princess Bride
  17. The Quick and the Dead
    It's the only Q movie I own.
  18. Rear Window
    HMs: Red Eye, Robin Hood: Prince of Thieves, Romeo + Juliet
  19. Sleeping with the Enemy
    This is the hardest letter by far! HMs: Scream, Singin' in the Rain, Sneakers, Some Like it Hot, Speed, Super 8
  20. Troop Beverly Hills
    HMs: Tangled, Terminator 2, Toy Soldiers, Toy Story, True Lies
  21. Unbreakable
    HM: Unforgiven
  22. Viva Las Vegas
    HMs: The Vanishing, Vantage Point, The Village
  23. Who Framed Roger Rabbit?
    HMs: Wait Until Dark, What Happens in Vegas, The Wizard
  24. X-Men First Class
    HMs: X-Men: Days of Future Past, X-Men, X-Men 2
  25. You Again
    Young Guns 1 and 2
  26. Zoolander