Poopsie-whoopsie! Why did you make a floopsie-doo-dooski?
It should be illegal to make movies as terrible as Jack and Jill. This isn’t the usual sort of terrible where the cast and crew are merely incompetent at making a good movie – it’s the sort of terrible where they fully understand how to make a bad movie and are aggressively committed to making it as asinine, annoying, and offensive on the senses as possible. Well if Jack and Jill’s goal was to make one of the worst movies ever made, then they succeeded. May they never succeed at anything ever again.
Jack and Jill stars Adam Sandler as identical twins Jack and Jill, with the latter sibling being portrayed with drag and a wig that’s so fake-looking that I’m wondering which mannequin he took it from. The story follows the dreadful duo on a series of absurd adventures, some of which include inviting homeless people to Thanksgiving dinner, appearing on a game show, crushing a helpless horse under Jill’s weight, going to a Lakers game, and being stalked by Al Pacino. And when I say that, no, I’m not saying that it’s a character played by Al Pacino: I mean the actual, real, Academy Award-winner Al Pacino is in love with Adam Sandler in drag and is stalking her/him.
I don’t know what’s more disturbing; watching Al Pacino sexually harass Adam Sandler or knowing that both men willingly agreed to this.
Where do I start with this movie? What’s the worst part? Do I start with the screenplay, which is so childish and immature that fifth graders would be offended? Do I start with the performances, all of which are so obnoxious and distasteful that it makes The Room look artful by comparison? Or do I elaborate on its technical failings, all of which are so basic and amateurish that it makes The Hallmark Channel seem watchable?
Let’s start with the premise itself, in which the idea to have Adam Sandler playing gender-swapping roles is gimmicky at best and downright repugnant at its worst. For some comedic actors, they’re able to successfully play both masculine and feminine characters with finesse and flair, among my favorites being Jack Lemmon in Some Like It Hot, Dustin Hoffman in Tootsie, and Robin Williams in Mrs. Doubtfire.
Adam Sandler is not one of those actors. Simply put, he doesn’t have the training or the ability to act much beyond his own generic self. That’s why when Jack puts on a dress later in the movie and pretends to be Jill, there’s literally no discernible difference between Jill and the disguised Jack. It’s the same God-awful performance either way.
And seeing Adam Sandler dressed as a woman is truly an unpleasant sight to suffer through. While other gender-swapping roles put its actors through extensive makeup and costuming to make them look believable as women, Sandler just slaps on whatever outfit he bought from GAP and the lipstick and eyelashes he got from Ulta Beauty and calls it a transformation. It’s easily one of the laziest makeup and costuming jobs I’ve ever seen, and I’ve suffered through White Chicks.
But it isn’t just how Adam Sandler looks: his dialogue is just as insufferable and grotesque as the rest of his appearance is. Jill is disgusting, foul, whiny, and loud-mouthed to the point where you need earplugs to even attempt to listen to her. Sandler’s voice as Jill is so high-pitched and screechy that I’m shocked no windows in the theater broke every time Jill talked. Why Sandler chose this particular voice for Jill I have no idea. All I know is that I had to check my ears at the end of the screening to make sure they weren’t bleeding from all of the grated squealing they suffered through.
This begs a question that I, unfortunately, do not have an answer to: why was this movie made? Who was this movie made for? What purpose does it serve other than to test my patience and sanity? I cannot rationalize this movie for any reason whatsoever under any spectrum of thought. If it was supposed to be funny, why didn’t I laugh? If it was supposed to be endearing, why was I enraged the entire time while watching it? If it was supposed to be heartfelt, why did I drive my hands into my skull every time one of the characters spoke? If it was supposed to be sincere, why did the film reek of contrivance and laziness? And if it was supposed to be entertaining, why did I spend all 90 minutes fantasizing about strangling every single person I saw in the film?
While he was once known for starring in cheeky and amusing comedies like Billy Madison, Happy Gilmore, and The Wedding Singer, Adam Sandler has been making one string of bad decisions after another, whether it’s with the cheap and juvenile Grown Ups or the dull and uninspired Just Go With It. Jack and Jill confirms his downward spiral of insanity. For his own safety and well-being, he needs to be checked into a psychological ward as soon as humanly possible, and then his unfortunate viewers should seek counseling to process Jack and Jill in a healthy way.
After watching a trailer where he’s promoting Dunkin’ Donuts’ new Dunkaccino (hardee-har-har), Al Pacino demands that Jack burn all copies of it, warning him “This must never be seen by anyone.” He should have warned Jack and Jill’s producers instead and saved us all from the embarrassment.