Film / Jack and Jill

The worst movie of all time, in terms of total Razzie awards.

Jack and Jill is a 2011 comedy film starring Adam Sandler. The film tells the story of Jack Sadelstein (Sandler), a successful advertising executive enjoying life with his career and family including his wife Erin (Katie Holmes). But when he learns that his annoying twin sister, Jill (also Sandler), is coming over for the Thanksgiving holidays, and when she decides to stay in town a bit longer, this results in getting Jack to get Al Pacino to date her so he can get Jill out of town, to less than satisfying results.

This film provides examples of:

  • All Love Is Unrequited: Jill does not return Pacino's feelings.
  • As Himself: Al Pacino.
  • Attractive Bent-Gender: Sandler tries to pull this off in playing Jill, but ends up making Jill look like his transvestite twin brother more than his twin sister.
  • Behind the Black: There's a scene where Norm MacDonald's character goes on a date with Jill. Because he finds Jill repulsive, he decides to hide in the bathroom. When Jill comes looking for him, she opens the stall door to find it empty and leaves... only for the camera to pan up and show MacDonald hanging from the overhead light.
  • Continuity Nod: The hobo from Happy Gilmore makes an appearance.
  • Covers Always Lie: Mexican promotion for the movie made a big emphasis on famous comedian Eugenio Derbez appearing on the movie, when his role wasn't too big.
  • Game Show Appearance: For some reason, Jill becomes a contestant on The Price Is Right... and gets knocked out by the Big Wheel.
  • Half-Identical Twins: Well, that's what happened when the same actor plays both opposite-gendered twins.
  • Informed Attribute: The Jill we're told about is a sweet, bighearted woman who loves seeing her brother succeed. The Jill we're shown is mean, manipulative, loud-mouthed and obnoxious.
    • Perhaps intentional to show just good she is at manipulating people that she can delude them into thinking she has merits that aren't actually there.
  • Informed Judaism: The Sadelsteins.
  • Leaning on the Fourth Wall: Debatable, but at the end of the film we see Al Pacino act in the new Dunkin' Donuts commercial; after seeing his spot, he orders the film be burned and that no one ever sees it again. He might not have just been talking about the commercial...
  • Not So Different: The Sadelstein twins have more in common than Jack wants to admit. Jack's son points it out during the cinema scene.
  • Product Placement: This is an Adam Sandler movie, after all. Justified, such as it is - Jack works as an ad executive.
  • Screw the Money, I Have Rules!: Jack disguises himself as Jill so Al Pacino can spend time with "her" and agree to appear in the commercial. Eventually, Jack realizes he's gone too far and runs off, to which Al asks if she'll come back if he agrees to do the commercial, to which Jack replies "forget the commercial!" Of course, Al Pacino does end up doing the commercial after all... and then wants all copies destroyed.
  • Spiritual Successor: To Adam Sandler's recurring Saturday Night Live skit "GAP Girls", which featured him in (far more convincing) drag.
  • Toilet Humor: Double check.
  • Twin Banter: Jill insists that she and Jack have a secretive gibberish vocabulary that only they understand. It seems that it's yet another of Jill's eccentricities as Jack doesn't understand it, until the climax, where it is revealed that it does exist; Jack just forgot about it.
  • Twin Telepathy: Averted. Jack makes it clear that he and Jill don't have that whole twin telepathic communication. It doesn't stop Jill from trying to attempt it, though.