Out of all of Adam Sandler's comedic efforts, Billy Madison still stands as his most profoundly weird and dare I say, surreal.
Many of Sandler's worst comedies, such as Jack and Jill and Grown Ups are comedies that fail due to how horrifically lazy and uninspired they are. From their premises to their jokes and gags and their overall execution, those movies just have nothing to offer in terms of inspired humor or even just surface-level entertainment. Billy Madison may be absurdly idiotic and juvenile, but the movie isn't lazy or uninspired.
Many of the jokes and gags in this film are supremely strange, such as Billy making a call to an old schoolmate he used to bully and apologizing to him, then later on, that same guy comes back at the end of the film to save Billy from the film's antagonist, Eric, by shooting him in the ass with a sniper rifle. This movie does genuinely feel like an inspired piece of alternative comedy that totally works for me.
And the film manages to avoid what many of the worst Sandler comedies indulge in, which is trying to trick the audience with moments of phony sentimentality as a way to convince them into believing that the film has an emotional core. Billy Madison knows exactly what kind of movie it is and it makes no apologies for how stupid or ridiculous it gets and I both respect and appreciate that.
Billy Madison is a childish, bizarre, and kind of dark comedic film at times which is what makes it unique from most of Sandler's other films. It's an acquired taste for sure, this movie certainly wouldn't turn any Sandler haters into believers. But in comparison to most of Sandler's other comedies, Billy Madison is one that stands out.
"Hey Billy, who would you rather bone, Meg Ryan or Jack Nicholson?"
"Jack Nicholson now, or 1974?"
"'74"
"Meg Ryan."
