13 Pairs of Actors Who Love Working Together

Updated on November 12, 2019
Rachel M Johnson profile image

Rachel M. Johnson is a lover of all things pop culture. She's been writing about music and entertainment online for over two years.

In Hollywood, it is often surprising that some actors enjoy repeatedly working together, since there are so many people in Tinseltown vying to catch their big break. Some huge movie stars really love collaborating, and this list highlights some of the biggest names and dream teams to do so.

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Silver Lining's Playbook. Serena.
Silver Lining's Playbook.
Silver Lining's Playbook. | Source
Serena.
Serena. | Source

Bradley Cooper & Jennifer Lawrence

Hot A-list actors Bradley Cooper and Jennifer Lawrence have sizzling onscreen chemistry that helped make 2012's Silver Linings Playbook a smash hit. Lawrence won the Academy Award for Best Actress for her performance, and was only 22 at the time. The pair would go on to star in an additional three movies together: American Hustle, Serena, and Joy. American Hustle received widespread acclaim from critics, and was nominated for ten Oscars.

Of their collaboration, Lawrence gushed, "I mean, any male role is going to make me think of Bradley because in my opinion, he's the best, and I love working with him." The actor then responded with, "I respect her so much as a professional, as an actor, and I think she's the best there is. And I just learn from her. You always want to work with people that are better than you."

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Pineapple Express. This is the End.
Pineapple Express.
Pineapple Express. | Source
This is the End.
This is the End. | Source

Seth Rogen & James Franco

Comedic dream team Seth Rogen and James Franco have starred in an impressive 9 films together since first sharing the screen in the short-lived but beloved 1999 series, Freaks and Geeks. At the time, Rogen and Franco were 17 and 21, respectively, and it didn't take long for the two to bond. Even after the show's untimely cancellation, the duo remained friends. They once again joined forced in the 2008 stoner comedy Pineapple Express, which focuses on a process server and his drug dealer as they flee from a hit man and corrupt officers after witnessing a murder.

The movie became a box office success, and would prompt the two to continue their movie-making together. With other joint films like The Interview, This is the End, and Sausage Party, it's hard not to laugh when a duo is having as much fun as Rogen and Franco are. As Rogen simply put it, "We keep working with the same actors over and over again, because we're friends with them...It's easier to be funny...When you're with your friends you laugh more."

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Zoolander. Starsky & Hutch.
Zoolander.
Zoolander. | Source
Starsky & Hutch.
Starsky & Hutch. | Source

Ben Stiller & Owen Wilson

Ben Stiller and Owen Wilson are often considered to be one of the top comic duos of the 2000s. The pair have appeared in a whopping 12 films together, their first being in 1996's The Cable Guy. Of the constant comedic pairing, Joel Stein of Time remarked, "Stiller updates Lou Costello with an agitated every man quality, while Wilson does the smartest dumb guy ever." The duos most famous films include Zoolander, Meet the Parents, Starsky & Hutch, and Night at the Museum.

Fans seem to love seeing Stiller and Wilson together, and their endearing friendship is always fun to watch. Their most recent appearance together was Zoolander 2, and it's clear they don't plan on ending their collaboration any time soon. Of the friendship, Stiller expressed, "We just enjoy each other's company and have fun working together. As long as people seem to allow us to work together, I think it will kinda keep going."

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The Wedding Singer. 50 First Dates. Blended.
The Wedding Singer.
The Wedding Singer. | Source
50 First Dates.
50 First Dates. | Source
Blended.
Blended. | Source

Adam Sandler & Drew Barrymore

Audiences everywhere fell in love with the dynamic pairing of Adam Sandler and Drew Barrymore in the 1998 romantic comedy The Wedding Singer. The two starred as the lovable Robbie Hart and Julia Sullivan for the film, and critics everywhere praised the chemistry of the leading stars. 6 years later, the duo would reunite and star in 2004's 50 First Dates, and it was Barrymore who proposed doing the film with Sandler. They would win Best On-Screen Team for their roles at the MTV Movie Awards.

Their final joint venture to date was the 2014 comedy Blended. Though the film was heavily criticized, fans rejoiced at the reunion of Sandler and Barrymore. Of their enduring connection, Barrymore told Ryan Seacrest, "I respect Adam, I always have. We've always had this very platonic, wonderful love and appreciation for each other...and I appreciate what he does."

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How to Lose a Guy in 10 Days. Fool's Gold.
How to Lose a Guy in 10 Days.
How to Lose a Guy in 10 Days. | Source
Fool's Gold.
Fool's Gold. | Source

Kate Hudson & Matthew McConaughey

Kate Hudson and Matthew McConaughey made hearts melt across America as a writer and advertising executive trying to one-up each other in a relationship in 2003's How to Lose a Guy in 10 Days. Hudson described first meeting the actor prior to filming, having said, "Our first meeting was on How to Lose a Guy. We met at Paramount and it was just easy, we talked and laughed, he was great and we had the best time, and it sort of stayed like that." The movie became a beloved rom-com and box-office success.

Five years later, the dream team reunited with 2008's Fool's Gold. Though the film was ultimately panned by critics, fans were excited to see the two once again play love-interests on movie screens. Hudson has nothing but praise for McConaughey, having expressed, "He is one of the most passionate and dedicated actors I've ever worked with. He's completely authentic."

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Crazy. Stupid. Love.Gangster Squad.La La Land.
Crazy. Stupid. Love.
Crazy. Stupid. Love. | Source
Gangster Squad.
Gangster Squad. | Source
La La Land.
La La Land. | Source

Emma Stone & Ryan Gosling

In 2011, Emma Stone and Ryan Gosling first took the screen together as love interests in Crazy. Stupid. Love. Their hilarious and sexy seduction scene in the film helped mark the beginning of their collaboration. Of their connection, Emma Stone said in a 2012 interview, "I immediately felt a kinship with him. I just really like hearing his viewpoint because I know that it's never going to be tainted. He's very much his own person." In 2013, the duo reunited onscreen in Gangster Squad, also starring Sean Penn. Though the mobster movie received mixed reviews, their chemistry remained present.

The two stars faced off for a third time as romantic foils in the hit movie musical La La Land in 2016. Their easy-going connection captivated audiences, and the film was nominated for a whopping 14 Academy Awards. Stone would win for best actress. Of her experience on the film, she told Ellen DeGeneres, "It makes it very easy when you know someone. To learn with someone you don't know must be terrifying. But with him, I was just sweating all over him and felt fine about it."

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The iconic scene from Titanic.Revolutionary Road.
The iconic scene from Titanic.
The iconic scene from Titanic. | Source
Revolutionary Road.
Revolutionary Road. | Source

Leonardo DiCaprio & Kate Winslet

Respected actors and close-friends Leonardo DiCaprio and Kate Winslet captivated (and broke) hearts everywhere with their gut-wrenching portrayal of Jack and Rose in the 1997 epic Titanic. Their on-screen chemistry was undeniable, and Leo praised his co-star in an interview that year, saying, "She's such a terrific person in general that our chemistry naturally happened on screen. We just like each other as people." Their friendship only grew stronger throughout the years, as the two blossomed into A-list actors.

They would join forces once again in the 2008 film Revolutionary Road, and their background and friendship helped make filming easy for the duo. Winslet won a Golden Globe for her role, and praised DiCaprio in her acceptance speech, emotionally expressing, "Leo, I'm so happy I can stand here and tell you how much I love you and how much I've loved you for 13 years. I love you with all my heart, I really do." The pair’s withstanding friendship is truly touching to fans and audiences alike.

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Pretty Woman.Runaway Bride.
Pretty Woman.
Pretty Woman. | Source
Runaway Bride.
Runaway Bride. | Source

Richard Gere & Julia Roberts

The co-stars first appeared together in the 1990 box office hit Pretty Woman. Julia Roberts portrayed a prostitute with a heart of gold Vivian Ward, and Richard Gere as rich businessman Edward Lewis. The duo would once again share the screen in 1999's Runaway Bride, with Roberts as a woman who's ran out on three weddings and Gere as the New York reporter tailing her. Both films were box office hits.

In a recent interview with Entertainment Tonight, the actor revealed that the two still speak regularly nearly 28 years after their first film. "[I still talk to her] all the time. I spoke to her three or four times a day. I would call her right now." The actors openly express their connection to one another, and that Pretty Woman impacted their lives deeply.

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Sweeney Todd: Demon Barber. Alice in Wonderland.
Sweeney Todd: Demon Barber.
Sweeney Todd: Demon Barber. | Source
Alice in Wonderland.
Alice in Wonderland. | Source

Johnny Depp & Helena Bonham Carter

We have Tim Burton to thank for the wonderfully-weird on-screen pairing of Johnny Depp and Helena Bonham Carter. The actress had been married to the director from 2001-2014, and starred in many of her husband's films. Another longtime Tim Burton collaborator is Johnny Depp, so it was made perfect sense that Depp and Carter shared the screen frequently. Together, the two starred in many films including Alice in Wonderland, Sweeney Todd: The Demon Barber, Corpse Bride, and Dark Shadows.

When the eccentric couple divorced in 2014, Carter was jokingly asked who got custody of Johnny Depp in a Playboy interview. Her response? "Oh, Tim can have him! They get the same poo jokes. Nothing will separate them."

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Talladega Nights: The Ballad of Ricky Bobby.Step-Brothers.
Talladega Nights: The Ballad of Ricky Bobby.
Talladega Nights: The Ballad of Ricky Bobby. | Source
Step-Brothers.
Step-Brothers. | Source

Will Ferrell & John C. Reilly

Hilarious comedy duo Will Ferrell and John C. Reilly have made audiences laugh with their side-splitting performances in 2006's Talladega Nights: The Ballad of Ricky Bobby and in 2008's Step-Brothers. The latter has since become a cult comedy classic and left audiences wanting another film from the two. Their prayers have been answered, as Ferrell and Reilly will reunite as Sir Arthur Conan Doyle's legendary detective and his friend/confidante, in Holmes & Watson.

On their frequent collaborations and friendship, Reilly had expressed in an interview, "We just really hit it off. I feel like I've known him since we were kids...He's just a very decent guy."

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Baby Mama.Sisters.
Baby Mama.
Baby Mama. | Source
Sisters.
Sisters. | Source

Tina Fey & Amy Poehler

Tina Fey and Amy Poehler's friendship goes back even before their days on Saturday Night Live, where the two co-hosted the "Weekend Update." The funny gals actually met back in 1993 when they were both struggling comedians, and it was Tina who convinced Amy to join SNL in 2001. They co-hosted their segment from 2004-2006, and Fey cast Poehler in 2004's Mean Girls, where she hilariously portrayed Regina George's "cool mom." The two would return to SNL together where Fey portrayed Sarah Palin and Poehler Hillary Clinton.

The comedy leading ladies starred in 2008's Baby Mama and most recently 2015's Sisters. On top of collaborating in film, they also hosted the 71st Golden Globes together. Of their enduring friendship, Poehler gushed, "I think that Tina and I are chosen sisters. I think we are chosen family, so I think it's been fun to experience that thing I never got to experience in real life."

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The pair during their 1997 Oscar's win.
The pair during their 1997 Oscar's win.
The pair during their 1997 Oscar's win. | Source
Source

Ben Affleck & Matt Damon

Ben Affleck and Matt Damon's touching 1997 Oscar's acceptance speech for Best Screenplay has become iconic, with the young actors gushing, "I just said to Matt, losing would suck and winning would be really scary, and it's really, really scary." The two became endearing to the public for their fresh, invigorating energy. They would go on to develop the best bromance in Hollywood, and would appear together in films such as Jay and Silent Bob Strike Back, Chasing Amy, and The Third Wheel.

Most recently, the two will be joining forces to tell the story about the ex-cop who reportedly rigged the McDonald's Monopoly game to win $24 million. The A-listers' friendship has spanned for more than 35 years, and over 20 in Hollywood. Of their unbreakable bond, Damon has said, "We were both in love with the same thing--acting and film-making. I think we fed on each other's obsession during really formative, important years and that bonded us for life."

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Sleepless in Seattle.You've Got Mail.
Sleepless in Seattle.
Sleepless in Seattle. | Source
You've Got Mail.
You've Got Mail. | Source

Tom Hanks & Meg Ryan

Tom Hanks and Meg Ryan are synonymous with 90s romantic comedies, though they actually only starred in three films together. Contrary to belief, the duo first appeared in 1990's Joe Versus The Volcano, which was a minor box office success and has since become a cult classic. 1993's Sleepless in Seattle helped skyrocket the two as romantic leads, and became a critical and commercial success, grossing over $220 million worldwide. The film is now a beloved rom-com staple.

The original dream team would pair up once again, starring in 1998's You've Got Mail. The movie received positive reviews and grossed an impressive $250 million. Their most recent reunion was in Ryan's directorial 2015 debut Ithaca. Hanks executive-produced and made a cameo in the film. Of the gesture, Ryan expressed, "He's just so dear. He so did not have to do that...It was such an act of friendship. I love him so much."

Who's your favorite dynamic duo? Let me know in the comments below!

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    © 2018 Rachel M Johnson

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