Film
Zoolander
Ben Stiller's ridiculously beautiful, ridiculously stupid male model gets brainwashed into an assassin by a villainous designer, and the whole thing runs on pure, committed idiocy. It's a spoof of vanity and fashion-world nonsense that somehow becomes one of the most quotable comedies of its decade. Watch it for the walk-off, the gasoline fight, and Will Ferrell doing career-best unhinged.
If you liked this
Anchorman: The Legend of Ron Burgundy2004
Same DNA: a vain, dim-witted man of a ridiculous profession, played completely straight by people who clearly find their own stupidity hilarious. Ferrell at his most gloriously self-satisfied.
But If Zoolander's non-sequitur humour didn't land for you, this leans even harder into it.

Austin Powers: International Man of Mystery1997
The spy-movie answer to Zoolander's fashion-world satire — deadpan idiocy, a preening villain, and jokes that are dumb on purpose and proud of it.
But Some of the innuendo-heavy humour has aged into 'of its time' territory.

Tropic Thunder2008
Stiller turns the satire on Hollywood itself, skewering actor vanity with the same gleeful commitment he brought to modelling. Sharper and meaner than Zoolander, in a good way.
But Broader and more chaotic — less one big joke, more a barrage of them.

The wildcard
Something you would not have found on your own.
Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb1964
Both are farces about idiot men entrusted with world-ending power by systems too vain and stupid to stop them — Zoolander just moved the control room from the Pentagon to a runway.
Kubrick's Cold War satire is, structurally, the same joke as Zoolander: a vain, not-very-bright man is handed catastrophic power he cannot handle, and the world nearly ends because of male ego.
But Black and white, slower, and genuinely satirising nuclear annihilation rather than fashion week — the stakes are played for real dread underneath the laughs.

More like this (8)
DodgeBall: A True Underdog Story2004
Stiller playing a preposterous villain again, this time opposite Vince Vaughn in a sports-movie parody that's just as committed to its own nonsense.
But Lower budget, lower ambition — comfort food rather than a comedy landmark.

Talladega Nights: The Ballad of Ricky Bobby2006
Ferrell again sending up a hyper-masculine subculture from the inside, with the same gift for turning genuine stupidity into genuine joy.
But NASCAR culture might mean less to you than fashion culture — the satire needs a target you recognise.

Blades of Glory2007no page yet
Figure skating gets the Zoolander treatment: absurd rivalry, absurd costumes, absurd commitment from everyone involved. Pure dumb-fun sibling energy.
But Thinner plot than Zoolander, and it knows it — this is mostly there for the set pieces.
Best in Show2000
Christopher Guest's mockumentary aims the same deadpan absurdity at competitive dog shows instead of catwalks, and finds just as much vanity and delusion.
But Quieter and drier — no big villain plot, just a parade of brilliantly sad characters.

The Other Guys2010
Stiller and Ferrell reteam as a buddy-cop pairing that's really about ego and self-image, wrapped in an action-comedy shell.
But Less quotable, more plot-driven — it's a cop movie first, comedy second.

Mystery Men1999
A cult superhero spoof with the same appetite for gloriously dumb villains and heroes who are far less impressive than they think they are.
But It flopped for a reason — the jokes are patchier and the pacing sags in the middle.

The September Issue2009
Everything Zoolander exaggerates for comedy — the vanity, the cutthroat politics, the sheer self-importance of fashion — turns out to be barely exaggerated at all.
A documentary following Anna Wintour and Vogue's staff assembling a single issue — the real fashion machine, complete with genuine egos, absurd stakes, and Mugatu-level intensity over hemlines.
But It's a slow, observational documentary with no jokes, no plot twist, and no assassination subplot — just real people taking clothes very seriously.

JCVD2008no page yet
Same subject — a beautiful, not-so-bright man defined entirely by his image, unsure who he is underneath it — played for pathos instead of pratfalls.
Jean-Claude Van Damme plays a fictionalised version of himself, a fading action star trapped by the dumb image that made him famous, in a film that's melancholic where Zoolander is manic.
But It's genuinely sad in places, low on jokes, and asks you to feel for a man Zoolander would've mocked mercilessly.
People
Cast
Ben StillerDerek Zoolander
Owen WilsonHansel
Christine TaylorMatilda Jeffries
Will FerrellMugatu
Milla JovovichKatinka
Jerry StillerMaury Ballstein
David DuchovnyJ.P. Prewitt
Jon VoightLarry Zoolander
Judah FriedlanderScrappy Zoolander
- Alexandre ManningBrint
Asio HighsmithRufus
Directing
- Ben StillerDirector
- Amy SayresFirst Assistant Director
- Eva Z. CabreraScript Supervisor
- Maggie MurphySecond Assistant Director
- Bradley MorrisSecond Second Assistant Director
Writing
- Ben StillerCharacters
- Drake SatherCharacters
- Ben StillerScreenplay
- Drake SatherScreenplay
- John HamburgScreenplay
- Narges TakeshStory Editor
Production
- Dennis WidmyerArt Department Production Assistant
- Edward E. GiddensAssistant Accountant
- Linda 'Sam' GlynnAssistant Location Manager
- Matthew SpiegelAssistant Production Coordinator
- Monica LevinsonAssociate Producer
- Jeanne McCarthyCasting
- Juel BestropCasting
- Kathleen ChopinCasting
- Nadia Lubbe SimonCasting Assistant
- Blythe CappelloCasting Associate
- Celia D. CostasCo-Producer
- Edith HagigiExecutive Assistant
- Adam SchroederExecutive Producer
- Joel GallenExecutive Producer
- Lauren ZalaznickExecutive Producer
- Sylvia FayExtras Casting
- Rick TropassoFirst Assistant Accountant
- Jerry JaffeLocation Manager
- Ben StillerProducer
- Scott RudinProducer
- Stuart CornfeldProducer
- Maggie KusikProduction Accountant
- Adeline ColangeloProduction Assistant
- Lizz GrantProduction Coordinator
- Jose CabreraProduction Secretary
- Michelle DuntonScript Researcher
- Celia D. CostasUnit Production Manager
Recommended by
Tropic Thunder, Anchorman: The Legend of Ron Burgundy, Popstar: Never Stop Never Stopping, Austin Powers: International Man of Mystery, The Manchurian Candidate, Talladega Nights: The Ballad of Ricky Bobby, DodgeBall: A True Underdog Story, Mystery Men, Funny Face, Idiocracy, Kingpin, OSS 117: Cairo, Nest of Spies, Wedding Crashers