Actors That Can't Get Enough of Each Other

By Jessi Stickel on July 30, 2015

1. Jason Sudeikis & Jennifer Aniston

The first film Jason and Jennifer were cast together in was “The Bounty Hunter” (2010). Jason played Jennifer’s character’s clingy coworker. The following year Aniston played an unusual role of the sexual dentist in “Horrible Bosses” (2011) along with Sudeikis playing one of the hysterical lead roles of the movie. Only two years later the two actors starred in another movie together called “We’re the Millers” (2013). They played love interests in the leading roles of the film. The most recent movie Jason and Jennifer starred in “Horrible Bosses 2″ (2014). It takes at least a year and a half to two years to complete a movie, so Jason Sudeikis and Jennifer Aniston have been working on set together for approximately 6 consecutive years.

2. Adam Sandler & Drew Barrymore

These comedic actors always seem to be play characters that are romantically involved. Adam and Drew first landed the roles as a couple in the ’90s film “The Wedding Singer” (1998). Their characters fell madly in love as they were planning Drew’s character’s wedding to a different man. Six years later the two starred in another romantic comedy “50 First Dates” (2004).Sandler’s character falls in love with Barrymore’s character who has a brain disorder where she cannot remember anything that happened after her accident. Ten years later Adam and Drew found themselves playing love interests again in “Blended” (2014). Both of their characters were single parents to three children; however, they found each other on the same vacation in Africa and fell for one another. Both of their fans love watching the chemistry between these two on the big screen.

3. Adam Sandler & His Actor Buddies

If you are an Adam Sandler fan you may have noticed that many of the same people are featured in his films. Here are a few of Adam’s friends that he has worked with for many years.

Henry Winkler

The legendary actor Henry Winkler has played in several Adam Sandler films over the years like “The Waterboy” (1998), “Little Nicky” (2000), and “Click” (2006).

Peter Dante

From a jerk quarterback to a crazy redneck, Peter Dante has played all kinds of characters in Sandler’s films. Those films were “The Wedding Singer” (1998), “The Waterboy” (1998), “Big Daddy” (1999), “Little Nicky” (2000), “Mr. Deeds” (2002), “Eight Crazy Nights” (2002), “I Now Pronounce You Chuck & Larry” (2007), “Just Go With It” (2011), “Jack and Jill” (2011) and “That’s My Boy” (2012).

Allen Covert

Allen Covert has also played in quite a few of Adam Sandler’s movies including “Happy Gilmore” (1996), “Bullet Proof” (1996), “The Wedding Singer” (1998), “The Waterboy” (1998), “Big Daddy” (1999), “Little Nicky” (2000), “Mr. Deeds” (2002), “Eight Crazy Nights” (2002), “Anger Management” (2003), “I Now Pronounce You Chuck and Larry” (2007), “Bedtime Stories” (2008), “Just Go With It” (2011), “Jack and Jill” (2011), “That’s My Boy” (2012), “Hotel Transvilvana” (2012) and “Pixels” (2015).

Jonathan Loughran

Jonahthan Loughran seems to always play the dumb guy in the background that always seems to have crossed eyes. He has been in Sandler’s movies like “Bullet Proof” (1996), “The Waterboy” (1998), “Big Daddy” (1999), “Little Nicky” (2000), “Punch-Drunk Love” (2002), “Eight Crazy Nights” (2002), “Anger Management” (2003), “I Now Pronounce You Chuck and Larry” (2007), “Grown Ups” (2010), “Just Go With It” (2011) and “Jack and Jill” (2011).

Rob Schneider

Although Rob Schneider has had many movies of his own, he has been famous for being featured in many of Sandler’s films and being the random guy in the back saying “You can do it!” Some of these movies include: “The Waterboy” (1998), “Big Daddy” (1999), “Eight Crazy Nights” (2002), “50 First Dates” (2004), “I Now Pronounce You Chuck and Larry” (2007), “You Don’t Mess with the Zohan” (2008), “Bedtime Stories” (2008), and “Grown Ups” (2010).

4. Matthew McConaughey & Kate Hudson

Actors Matthew McConaughey and Kate Hudson first played the perfect couple in “How to Lose a Guy in 10 Days” (2003). Both meeting each other with the wrong intentions, Kate’s character was dating Matthew’s character to get ahead at work, and Matthew was trying to win a bet at her expense. However, in the midst of  everything they end up falling in love. Five years later the two found each other on the same set again as lovers in the adventure film “Fools Gold”(2008).

5. Jason Segel & Cameron Diaz

The former “How I Met Your Mother” star Jason Segel and “Charlie’s Angels” actress Cameron Diaz first appeared in “Bad Teacher” (2011) as flirty co-workers. Three years later the two played a married couple in “Sex Tape” (2014). It was announced that “Bad Teacher 2″ will be in production soon; however, the only cast that has been released so far is Cameron Diaz. I would say there is a pretty good chance Jason Segel will star in the movie sequel as well.

6. James Franco & Seth Rogen

The real-life best friends Seth Rogen and James Franco first starred together in the comedy “Pineapple Express” (2008). James’ character was Seth’s character’s drug dealer and the two eventually became best friends while running from shady police. Three years later they were cast in the same movie again in “The Green Hornet” (2011). Rogan starred in the movie, however, James was just featured as a small role. Two years after that the two both had leading roles in “This Is The End” (2013), where the world was ending and a group of friends had to try to survive and make it up to heaven. One year later, Rogen and Franco starred in the comedic movie “The Interview” (2014).

7. Seth Rogen, Jonah Hill, Jason Segel, & Jay Baruchel

This real-life group of friends always seem to appear in each other’s films. They all appeared in the comedy “Knocked Up” (2007) as Seth Rogen’s character’s best friends, co-workers, and roommates. Six years later all the actors starred in “This Is The End” (2013) along with James Franco. These guys are sure likely to stick together!

8. Jonah Hill & Russell Brand

The hilarious Jonah Hill and Russell Brand were first featured in the film “Forgetting Sarah Marshall” (2008) together. Two years later they both landed a lead role in the comedy “Get Him to the Greek” (2010) where Hill’s character is hired to get the out of control rock star (Brand) to Greece.

9. Owen Wilson & Ben Stiller

Believe it or not actors Ben Stiller and Owen Wilson have been cast in over 10 films together including “The Cable Guy” (1996), “Meet the Parents” (2000), “Zoolander” (2001), “Starsky & Hutch” (2004), “Meet the Fockers” (2004), “Night at the Museum” (2006), “Night at the Museum: Battle of the Smithsonian” (2009), “Little Fockers” (2010), “Night at the Museum: Secret of the Tomb” (2014), and upcoming “Zoolander 2″ (2016). These actors complement each other fairly well, and have made some great films together.

10. Bradley Cooper & Jennifer Lawrence

The handsome Bradley Cooper and very popular Jennifer Lawrence have been seeing a lot of each other at work the last four years or so. Their first film together was “Silver Linings Playbook” (2012). They have also starred in the films “American Hustle” (2013) and “Serena” (2014). The actors are starring in an upcoming movie later this year called “Joy” (2015) along with Robert De Niro.

Follow Uloop

Apply to Write for Uloop News

Join the Uloop News Team

Discuss This Article

Get Top Stories Delivered Weekly

Back to Top

Log In

Contact Us

Upload An Image

Please select an image to upload
Note: must be in .png, .gif or .jpg format
OR
Provide URL where image can be downloaded
Note: must be in .png, .gif or .jpg format

By clicking this button,
you agree to the terms of use

By clicking "Create Alert" I agree to the Uloop Terms of Use.

Image not available.

Add a Photo

Please select a photo to upload
Note: must be in .png, .gif or .jpg format