5. Blazing Saddles
This Mel Brooks joint is easily one of the funniest movies of all time, and also one of the most overtly obscene. Taking place in the “Old West,” this movie tells the story of a corrupt political boss who, in an effort to ruin the town of Rock Ridge, appoints a black sheriff to the town. Rock Ridge’s presence is impeding the progress of the railroad, but Sheriff Bart soon becomes a formidable adversary to Governor Lepetomane and the owner of the railroad, Hedley Lamarr. Blazing Saddles has many iconic gags and memorable lines, the recreation of which are definitely not suitable for polite company.
4. Office Space
A cult favorite since its release on home video, this movie has spawned a lot of pop culture mainstays, namely the “mmm, yeah…” of Bill Lumbergh, or Milton’s plaint about his Swingline stapler. This movie is funny in an “a-ha!” kind of way, drawing on the frustration with the nine-to-five office job lifestyle, every ounce of which is exhibited through Peter, Michael Bolton, and Samir. Just mention “the copier scene” and anyone who’s seen the movie can relate to wanting to take out their aggravation on an ill-functioning piece of technology they’ve been forced to interact with at one point in their career.
3. The Blues Brothers
They’re on a mission from God, but that doesn’t stop Jake and Elwood from raising all kinds of hell. This film is a classic by any means, and features cameos from James Brown, Aretha Franklin, Cab Calloway, and Ray Charles – giants of Soul music, in this fittingly music-centric movie. The black suit & tie look with black fedoras has now become iconic, and the nigh-indestructible car (which apparently has superpowers because it was kept parked near a power station) is a character in its own right. A lot of the comedy in this movie is big and over-the-top, but there’s comedy in the subtle moments too, such as when Elwood inquires stiffly about the Cadillac the brothers used to own but is placated when Jake explains that he traded it for a microphone. Great movie – but avoid the sequel.
2. Monty Python and the Quest for the Holy Grail
A masterpiece of British cinema, this comedy is one for the truly nerdy. Chronicling King Arthur’s quest to attain the Holy Grail, and his acquisition of knights along the way, the journey is replete with zany characters, ridiculous situations, and danger every step of the way (sometimes with sharp, pointy teeth). This movie is the model of British humor, including the highest of the high-brow to the lowest of the low and levels of absurdity that border insanity. You’ll know you’re in good company if you ask a friend if a swallow can carry a coconut, and their response is to ask “African swallow or European swallow?”
1. The Big Lebowski
Of course this is on my list – it’s probably on yours, too. Endlessly quotable, the Coen brothers struck gold with this comedy film that’s since become a cult favorite. If you know what happens when you “find a stranger in the alps” or if you enjoy imbibing White Russians, chances are this movie has infiltrated your life in some way. There are so many bizarre, hilarious moments in this movie that it’d be pointless to attempt to fit them all into this post. It’s definitely the funniest movie in Los Angeles county, which puts it high in the running for funniest worldwide, and if you don’t agree, well, that’s just, like, your opinion, man.