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In a movie career reaching back to the 1990s , Ben Stiller has played several hilarious characters . compare to some of his generation , Stiller ’s comedic part is much less optic - trip up . He does n’t often toy loud , showy characters . rather , Stiller has portray slew of awkward , loveable losers . He ’s also brilliant at play it straight , allow another actor to give up big , zany performances .
Some of Ben Stiller ’s funniest performances have created funniness classic , such asTropic ThunderandThere ’s Something About Mary . His often understate way does n’t always get the attention it deserves immediately , but audiences finally come to realize how authoritative his lineament are to their movies . Stilller has been consider some time off from move in the preceding few years , but he still has a stellar comedic legacy .
Ben Stiller reportedly lines up his first lead function in six year in a Modern drollery from Blumhouse ’s Exorcist sequel theater director David Gordon Green .
10Hal L
Happy Gilmore (1996) & Hubie Halloween (2020)
Cast
Ben Stiller has a minor use inHappy Gilmore , but Hal L is a scene - stealing comportment . Stiller has also play memorable cameo inAnchorman 2 : The Legend Continues , Tenacious D in the Pick of Destiny , and more movies , but none have been as funny as his abusive carer inHappy Gilmore . Hal runs the retirement house like a sweatshop , exploiting the elderly residents for gimcrack labor so that he can sell hand - made quilts .
Hal launch the retreat habitation like a sweatshop , tap the elderly occupier for cheap DoL so that he can betray hand - made quilts .
Ben Stiller was originally supposed to be uncredited inHappy Gilmore , but his character earned a lot of wonderment very quickly . Hal L even returned for a scene in another Adam Sander flick , Hubie Halloween . In the Netflix repulsion - drollery , Hal shows that he is just as cruel and brash as ever . With Sandler confirmingHappy Gilmore 2,a mint of fan will be hop to see Hal one more clip .
9Walter Mitty
The Secret Life of Walter Mitty (2013)
The Secret Life of Walter Mittyis the most visually ambitious movie Ben Stiller has manoeuver , but it connect on most of its big swings . The story follows a continuing woolgatherer who fantasise about the life that he has always been too afraid to live for himself , preferring to pass his fourth dimension bounce between his apartment and his office . The Secret Life of Walter Mittyis adventuresome and uplifting in all the correct home .
The Secret Life of Walter Mittyuses humor to make its protagonist more superimposed and lovable , and it succeeds in both areas .
Walter Mitty is n’t as curious as some of Stiller ’s other characters , purely becauseThe hole-and-corner Life of Walter Mittyhas more on its mind than comedy . Still , he can get a jape whenever the script call for it , either as the butt of someone else ’s jest or using some affable dialogue . The Secret Life of Walter Mittyuses humor to make its protagonist more superimposed and lovable , and it succeeds in both area .
8Alex
Madagascar (2005), Madagascar: Escape 2 Africa (2008) & Madagascar 3: Europe’s Most Wanted (2012)
TheMadagascarfranchiseis bursting at the seams with zany characters , and Ben Stiller ’s Alex is one of the more grounded personalities . Between King Julian ’s clownish prank and the spy - spoofing penguin , there are enough eccentric in theMadagascarmovies who can get a jape . The challenge for the four chief characters is that they have to be funny while also hold the plot of ground and allow an worked up magnetic core which audiences can interrelate to .
Alex ’s human relationship with Marty is both suspect and sweet , and Stiller and Chris Rock make a good team .
Alex is a pampered zoo lion who surcharge up the love and adulation of the public , but he is quickly pushed out of his comfortableness zone when his friends trail him outside of Central Park Zoo . He is often funniest as the square manwhile Melman terror uncontrollably or Marty bolts off like a ball of vigor . Alex ’s relationship with Marty is both funny and angelic , and Stiller and Chris Rock make a expert squad .
Custom image by Yailin Chacon
7Larry Daley
Night at the Museum (2006), Night at the Museum: Battle of the Smithsonian (2009) & Night at the Museum: Secret of the Tomb (2014)
Ben Stiller is often at his best when he ’s surrounded by uncanny and wacky characters , so theNight at the Museumfranchise utilizes his skillset to paragon . Larry Daley initially wants nothing more than to do his job and go home , but he quick discovers that the museum ’s exhibition leaping to life during the Nox shift , and he has to deal with a rampage dinosaur skeleton , pettifog miniature figurine , and historic figures who have arrive to lifespan .
Ben Stiller is often at his best when he ’s wall by eldritch and silly characters , so theNight at the Museumfranchise utilizes his skillset to perfection .
TheNight at the Museummovies each introduce a few more character reference for Larry to deal with , as best he can . This supporting mould is stacked with comedic natural endowment , including Robin Williams , Owen Wilson and Steve Coogan . Stiller is hilarious as the invariably aggravate Larry , whether he is in a smack fight with a monkey or chasing Neanderthals across Manhattan . dark at the Museumputs an average character reference into an over-the-top situation , and this suits Stiller down to the ground .
6Gaylord “Greg” Focker
Meet the Parents (2000), Meet the Fockers (2004) & Little Fockers (2010)
Although the enfranchisement ’s quality drop off a cliff afterward , Meet the Parentsis still a great comedy movie , showcasing one of Robert De Niro ’s respectable comedy performances . He plays the stern , grouchy father of Gaylord " Greg " Focker ’s girl , so Greg has to gain ground his blessing before proposing . De Niro strike up a screaming moral force with Ben Stiller . He plays his role with the same seriousness as any of his mobster characters .
IfMeet the FockersandLittle Fockerswere as funny as the first movie , Greg Focker might have become Ben Stiller ’s funniest type of all .
Greg Focker is a big money of nervous energy as soon as he sets understructure in his girlfriend ’s parents ' star sign . He has a use of saying and doing thing which cause a tantrum , and his attempt to make things better invariably end up backfiring . IfMeet the FockersandLittle Fockerswere as comical as the first movie , Greg Focker might have become Ben Stiller ’s funniest character of all .
5Ted Stroehmann
There’s Something About Mary (1998)
There ’s Something About Marystarts off by providing some backstory about the characters in their teenager years . Rather than using younger actors , Ben Stiller and Cameron Diaz just act as their own office , but while Diaz just alter at all , Stiller is given big pair and a terrible , shaggy-haired haircut . This visually sums up his character . Ted Stroehmann is awkward and uncomfortable in his own organic structure .
Ted is always making a fool of himself , but late down he ’s a kind-hearted guy .
There ’s Something About Maryis one of thebest R - rated comedies of the 1990s , pop out with the excruciating but hilarious panorama in which Ted somehow manages to trap his privates in his zipper . Even when he grows up , Ted is just as awkward and clumsy , unintentionally queer every chance he gets with Mary . Ted is constantly making a fool of himself , but deep down he ’s a kind-hearted guy .
4Chas Tenenbaum
The Royal Tenenbaums (2001)
Ben Stiller ’s only collaboration with Wes Anderson produced one of the director ’s secure movies . Anderson is know for sticking with his performers , include Owen Wilson , Bill Murray and Jason Schwartzman , but new side can periodically bring their own approaches to his highly stylise works . Ben Stiller is n’t a typical Wes Anderson - dash comedic histrion , but he is brilliant in The Royal Tenenbaums .
Ben Stiller is n’t a typical Wes Anderson - style comedic actor , but he is superb inThe Royal Tenenbaums .
Each member of the overachieving Tenenbaum crime syndicate deals with their unorthodox rearing in their own way of life . Chas taste to beat to a extremely regimented parenting method acting for his two boys . He posture them after himself , perchance as a way to live vicariously through them to restore his disoriented youth . Together , they make an odd trio with the same tracksuits and permed haircut , and the same infantile sensation of mirth when Royal Tenenbaum start to show them a in effect clip .
3White Goodman
Dodgeball: A True Underdog Story (2004)
White Goodman is far from Ben Stiller ’s typical style of case . While Stiller excels at playing awkward straight men , White Goodman is a loudmouthed gym bro with an immense ego . The grapheme seems ready - made for someone like Will Ferrell or Jack Black who would be more accustomed to play splashy roles . Stiller is surprisingly effective as the Globo Gym CEO , however , partly because his short statue give White a hilarious Napoleon complex .
While Stiller excels at playing awkward true piece , White Goodman is a loudmouthed gymnasium bro with an immense ego .
White Goodman would n’t be as peculiar if he were fiddle by a more physically enforce actor . He needs to be the type of quality who Vince Vaughn could easily swat away if he want to , but White is flank by much bigger teammates and protected by his immense business conglomerate . His success has inflated his egotism to the stage that he has an oil house painting of himself wrestling a bull in his office , but Stiller injects a lead of insecurity and loneliness into his eccentric . Dodgeball 2is in development , but it has n’t been confirmed whether Stiller will yield .
2Derek Zoolander
Zoolander (2001) & Zoolander 2 (2016)
Zoolanderis one of Ben Stiller ’s funniest and most quotable comedies , pairing him up with frequent cooperator Owen Wilson for a celebrity satire that hits all the right notes . Stiller play Derek Zoolander , a self - obsessed manful example who populate in a world where male models are the hottest celebrities around . He is irredeemably stupid , to the point that he and his friend get into a fun gas battle .
Derek ’s ego make his empty - headed action even funnier . He is ring by lackey who treat him like royalty , so he falsely believe he is levelheaded .
There have been countless comedy movies which have stress to get laugh out of how unknowledgeable the character are , butZoolanderis a swing above most of these . Derek ’s ego makes his empty - head action even funnier . He is surrounded by sycophants who cover him like royal house , so he falsely believes he is intelligent . Derek Zoolander is also one of Ben Stiller ’s right character because he shares the screen with Stiller ’s father . Jerry Stiller plays Derek ’s domain - aweary broker . Sadly , Zoolander 2didn’t live up to the original .
1Tugg Speedman
Tropic Thunder (2008)
Tropic Thunderhas plenty of show - stopping comedic character , including Tom Cruise ’s surprisingly screaming studio executive and Robert Downey Jr. ’s pompous method histrion . Tugg Speedman project himself as a more grounded Hollywood personality , but he proves to be just as obsessed with success and figure of speech as anyone else . Tugg ca n’t handle being anything other than the hottest histrion on the scene .
Since Ben Stiller is also the atomic number 27 - writer and conductor ofTropic Thunder , the character of Tugg Speedman could be seen as his own wily self - parody .
Since Ben Stiller is also the cobalt - writer and music director ofTropic Thunder , the grapheme of Tugg Speedman could be seen as his own slick self - parody . Tugg is an actor who desperately crave respect and critical plaudits , but he has been typecast as a vapid legal action hero . This could be Stiller ’s path of poking playfulness at his own attack at more serious piece of work , when audiences really want to see him as a comedic player .
