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While most wo n’t straight off think of comedies when they get a line the nameClint Eastwood , this Hollywood legend ’s survey boast several acclaimed funny films . Fromall - time bully Westernswith director like Sergio Leone , Best photograph - get ahead films of his own , and enjoyable franchise such asDirty Harry , it ’s a testament to the sheer variety of Eastwood ’s yield that he ’s also appeared in several comedy of varied description . With roles include a singing cowhand and an orangutan - partnered crooked , Eastwood ’s funniness calling have cockamamie escapade , heartwarming character studies , and some underwhelming loge situation collapse .
Although some ofEastwood ’s worst movieswere comedies , there were also several vocation highs and creative successes among a few clunkers and commercial failure . While Eastwood ’s tough - guy reputation fromroles such as The Man with No Namehad a grainy bound to them , even those serious part included some witty one - liners and clever quips . As a specify figure of 20th - century movie theatre and beyond , it ’s significant to look back on Eastwood ’s often underappreciated funniness career .
11Pink Cadillac (1989)
Clint Eastwood as Tommy Nowak
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While Eastwood ’s collaborations with directors such as Don Siegel and Sergio Leone were some of Hollywood ’s most acclaimed originative partnerships , the same can not be pronounce for his work with Buddy Van Horn . As the manager of three film , all asterisk Eastwood , Van Horn ’s resume was less than telling as he bulge out with the orangutan - lead sequelAny Which Way you’re able to , then made the worstDirty Harrymovie , The Dead Pool , before topping things off with Eastwood ’s most egregious comedy , Pink Cadillac .
Sadly , Pink Cadillacended the duo ’s collaboration on a sour preeminence , as this pitiable legal action drollery left a heap to be hope . Telling the story of a bounty huntsman and a radical of white supremists chasing a woman who lam off in her hubby ’s prized pink Cadillac , there are few reason to watch this charmless photographic film . However , one interesting addition was a pre - fame Jim Carrey , who can be spot in a pocket-size role as a waiting room entertainer .
10Francis in the Navy (1955)
Clint Eastwood as Jonesy
Clint Eastwood advance his first credit moving picture role with a minor part of Jonesy inFrancis in the Navy . This black - and - white drollery starred Donald O’Connor in a double role and tell the story of a young deputy and his dream of joining the Navy . This forgettable , light-hearted funniness feel implausibly tame by today ’s standards , and the most significant thing about it was that it kvetch - started Eastwood ’s career in the movies .
Francis in the Navyfeatured classic misunderstandings , some light Latinian language , and even a verbalize horse by the name of Francis . It was some inoffensive , harmless fun that has minuscule to offer modern pic audiences and was an adorable representative of just how much funniness film have evolved over the seven decades . While lover of old comedies may encounter something enjoyable inFrancis in the Navy , it’snot on the button a must - find out film when it comes to Eastwood ’s filmography .
9Any Which Way You Can (1980)
Clint Eastwood as Philo Beddoe
Any Which way of life you’re able to is a comedy film boast Clint Eastwood as Philo Beddoe , a retired bare - knuckle fighter draw into another high - stake match by the Mafia . free in 1980 , the film unfolds with a admixture of legal action and humor , including a motorcycle bunch and an orangutan key Clyde .
Those storm to learn that Clint Eastwood star in a movie opposite an orangutan will be utterly shocked to bump out he also made a sequel . Any Which Way You Canwas the take after - up toEvery Which fashion But Loose , Eastwood ’s first adventure with his orange , primate fellow traveler Clyde , who got even more concealment clip here than in the former film . Through a series of misadventures involving running - In with the syndicate , cops , and motorcycle gangs , this truly is one of the most flakey releases in Eastwood ’s entire filmography .
With a meager 20 % rating onRotten Tomatoes , Any Which mode You Canwas Eastwood ’s lowest - stag film on the website . However , despite an confused plot and poor reexamination from critics , like the first film , Any Which way of life You Canwas a box office strike that gross $ 70 million against its $ 15 million budget ( viaBox Office Mojo . ) While cinephiles may count this a low point in Eastwood ’s career , the numeral do n’t lie .
8The Rookie (1990)
Clint Eastwood as Sergeant Nick Pulovski
The Rookiewas an overbudgeted and disappointing activity funniness take by and starring Clint Eastwood . As a chum cop storey that paired Eastwood with a young detective played by Charlie Sheen , despite having plenty of potential , it was sad to see the way this output waste the baron of its talented casting and crew . Withlittle alchemy between Eastwood and Sheen , the pair fumble through an sterile playscript as they judge to take down a German crime lord in business district Los Angeles through an investigation into an exotic railcar theft ring .
The success ofDie Hardtwo years before intend that slew of action at law movies tried to walk the fine note between quippy drollery and thrilling story , andThe Rookiewas a prime lesson of this stylus being imitated poorly . As a boxwood billet bomb calorimeter , viewers did not change state out to see this by - the - numbers buddy cop tarradiddle , and the film was overshadowed by the continued winner ofHome Alone , which was released just a few hebdomad prior .
7City Heat (1984)
Clint Eastwood as Lieutenant Speer
While you ’d call up that watcher would have turned out in droves to see Clint Eastwood and Burt Reynolds share the big projection screen together in a chum - crime - comedy , the solvent were a lackluster release with zero cultural relevancy . City Heatstarred the pair as two law hatchet man investigating a murder in 1933 Kansas City . AlthoughCity Heathad a few funny mo , it ’s hard to argue with illustrious photographic film criticRoger Ebert’sassertion that it was “ a complete , shocking mess ” as he pondered “ How do takeoff like this get made ? ”
As apoor addition to the legacy of both Eastwood and Reynolds , most film fan have softly accord to forget that disappointing comedy was ever made . Reynolds himself suppose he recognize during the filming that the film was going to go bad and expressed regret that “ Warner Bros. will never let Clint and I act together again ” ( viaLos Angeles Times . ) It ’s unfortunate that Reynolds ' assertion came true because , give the right-hand material , these two could have made a fantastic comedic duo .
6Paint Your Wagon (1969)
Clint Eastwood as Sylvester Newel/“Pardner”
AsClint Eastwood ’s first and only reave into the earth of movie musical , it ’s not difficult to understand why the actor notoriously hatedPaint Your Wagon . Despite starring opposite the Hollywood caption Lee Marvin , this story about two prospector partners in a amber mining township who share the same married woman never quite reached the heights needed to become a success . put out just as the musical had gone out of fashion , at 154 minutes in length , this was an wearying and overlong musical drollery that was especially suspect .
Paint Your Wagon was Clint Eastwood ’s first and last foray into the melodic genre . Here why he hates the motion picture and why the experience was so bad .
With a slow - move narrative that never quite bugger off off the ground , perhaps the best affair to do out of Paint Your Wagon was that it was later uproariously parodied in an episode ofThe Simpsons . Eastwood was truly a westerly movie legend , but when the tough - guy persona of The Man with No Name was traded for a motion picture about singing cowboys , he was less than restrain . WhilePaint Your Wagonwas not a dreadful movie , it feels all outdated today .
5Every Which Way but Loose (1978)
Clint Eastwood shocked film rooter worldwide in 1978 when he star in an offbeat funniness that you ’d be forgive for thinking you imagined in some strange pyrexia dream . But no , Every Which Way But Loose , the movie starring Eastwood opposite an Pongo pygmaeus name Clyde , was in fact a real movie . Not only this , but it was a bang at the box office , and viewer turn out in drove to see once gruff and intimidating The Man with No Name provide a few laughter in an uncharacteristically light adventure .
As the release thatremains Eastwood ’s biggest flick to this twenty-four hours , Every Which Way but Loosewas a PG farce comedy that the entire family could enjoy . There was something endear about a valet and his imp traversing the American West in search of his lost passion , all while being pursued by police force and a motorcycle gang out for revenge . Every Which Way but Loosemay not have been the most thought - provoking moving picture in Eastwood ’s back catalogue , but if you could turn your nous off for a minute , it works absolutely as a mindless , lighthearted entertainment .
4Kelly’s Heroes (1970)
Clint Eastwood as Kelly
Clint Eastwood was the leader of a bunch of American GIs try on to rob a Gallic bank of their Nazi gold inKelly ’s Heroes . As an enjoyable World War II heist film , this genre - bending story was also a pointed irony on the nature of modern military efforts and smartly immingle scene of heist capers with a true field of battle war picture . While some of the liquid body substance may palpate dated today , look back onKelly ’s Heroes , it ’s clean this was a well - perform , lighthearted adventure that showcased Eastwood ’s often undervalued comedic skills .
FeaturingEastwood alongside notable names like Don Rickles and Donald Sutherland , Kelly ’s Heroestook inspiration from genuine - life train robbery and was even have as one of Channel 4’s100 Greatest War Films of All Time . With plentitude of zip and a well - constructed tale , those who doubt Eastwood ’s comedy certification want to check outKelly ’s Heroes .
3Honkytonk Man (1982)
Clint Eastwood as Red Stovall
Honkytonk Manwas one of Clint Eastwood ’s most low - key and quietly affecting motion-picture show , as it equilibrize upbeat comedy with poignant sentimentality . With a screenplay by Clancy Carlile , who adapted his own novel , Honkytonk Manstarred Eastwood as a traveling T.B. - suffer western vocaliser , Red Stovall , who has been given the hazard to make it crowing at the Grand Ole Opry in Nashville , Tennessee . play along by his adolescent nephew Whit Wagoneer , the pair go on a series of misadventures as they make their way to Red ’s fully grown audition .
As one of the more personal efforts in Eastwood ’s body of workplace , Honkytonk Manwas adequate part rummy and endear as Red and Whit bonded through apportion experience . A lawful hidden gem of the eighties , Honkyton Manwasn’t a hit at the box office and present Eastwood ’s lowest - gross moving picture for over a ten . Despite this , everything aboutHonkytonk Manworked , and those who have seen it will acknowledge it as an accomplished , finger - good comedy .
2Bronco Billy (1980)
Clint Eastwood as Billy “Bronco Billy” McCoy
Clint Eastwood played a modern - Clarence Shepard Day Jr. cowboy trying to keep his scramble traditional Wild West show alive inBronco Billy . With a mix of action , drollery , and dramatic event , it ’s clean that this was one of Eastwood ’s most personal films as a star and a managing director , as he sure as shooting connect deeply with Bronco ’s conflict , having also spent a career in the realm of the Wild West . While there were plenty of gag inBronco Billy , there were also serious undertone as he struggle to pay his bunch and keep the show go .
With a horse sense of warmth , temper , and nostalgia , Bronco Billyharkened back to an earlier era as it celebrated American innocenceand was shamelessly kitschy . While the film was n’t a major boxwood office success , it prove off Eastwood ’s comedic talents and proved that he was a much funnier actor in more grounded cloth with an emotional core , rather than in the wacky antic of his high-risk comedy .
Custom image by Yeider Chacon.
