When Once Upon A Time In Hollywood premiered in 2019, it had a great selling point: For the first time, Leonardo DiCaprio and Brad Pitt would star in a movie together. It seems wild it took so long given the two are such massive stars and friends off-screen. It’s a reminder of how there are scores of actors out there who somehow have never worked together despite how alike they are.
Some are based on how much they look alike, while others off their similar star powers and careers. It helps when some of the duos are friends off-screen, yet it’s also interesting if they have issues with each other. Here are 20 duos who should finally make a movie together, and the pairing alone would make a terrific film.
20 Anne Hathaway And Natalie Portman Would Be A Sensational Pairing
Two young actresses who became Hollywood A-listers, Natalie Portman and Anne Hathaway, have balanced Oscar-winning turns with major blockbusters. Somehow, their paths have never crossed on screen, which is surprising given their backgrounds.
The two are both busy, but would make a terrific on-screen pairing in any sort of film.
19 Jim Carrey And Adam Sandler Could Combine Comedy Power
Through the late ‘90s and early 2000s, Adam Sandler and Jim Carrey were the kings of comedy. They even share a background in sketch comedy TV, yet have never been in the same film.
It’d be interesting if they both tried their hands at a drama, but it would be much more fun seeing them in a comedy. Watching these two try to out-mug each other would make for a comedy dream team.
18 Viola Davis And Regina King Would Deliver A Stunning Dramatic Showdown
For years, Regina King and Viola Davis were dependable actresses for numerous TV shows and small films. Recently, they’ve each hit the top as Oscar and Emmy winners of hit TV shows.
Seeing these two powerhouse actresses facing off on film would be stunning. They can both bring serious acting chops and make any drama an award-winning piece by joining together.
17 Brad Pitt And Bradley Cooper Could Use Their Real Friendship On-Screen
In several interviews, Brad Pitt has credited Bradley Cooper with helping him through some personal issues. Maybe it’s time that paid off on screen.
In many ways, Cooper is like Pitt, a handsome actor who’s moved into serious dramas, and they would be great on-screen together. If nothing else, it’d be nice for Pitt to pay back Cooper’s help by giving him an excellent on-screen push.
16 Any Combination Of Jennifer Lawrence, Brie Larson, And Emma Stone Would Be Fantastic
Okay, this may be a cheat as it’s a trio, not a duo. However, given how they’re all good friends, the fact that Jennifer Lawrence, Brie Larson, and Emma Stone have never found a way to work together seems impossible.
The three Oscar winners have long supported each other, and any combination of them on screen would be great. If somehow, all three of them were to share a movie, it would be one of the best star power projects imaginable.
15 It’s Time Cruise And Hanks Brought The Two Toms Together
Here’s another case of two actors who have never worked together over such long careers. Tom Cruise seems to not age as he continues to put out thrilling action roles. Tom Hanks is hailed as one of the nicest guys in Hollywood.
They may have different styles, but a movie uniting Hollywood’s two most famous Toms is something long overdue for a fun ride.
14 Gosling and Reynolds Would Be Fantastic As The Double Ryans
These two Canadian stars often joke about being mixed up at times. Ryan Gosling has gone from just a handsome face to a respected actor with a few Oscar nominations. Ryan Reynolds has become a hit as Deadpool and known for his funny style.
The two would have a blast on screen, especially in a comedy where they can trade insults. It would be sure to attract female viewers ready to fight on who’s the hotter Ryan.
13 Christian Bale And Ben Affleck Could Give Us A Battle Of The Batmen
The connection between these two is undeniable. Just imagine seeing the most recent big-screen Batmen going one-on-one. Christian Bale did work with Ben’s brother, Casey Affleck, in the thriller Out Of the Furnace but not Ben himself.
It would be fascinating if Affleck were to direct Bale in some drama, but a big-screen face-off would be better for a clash of the Dark Knights.
12 Amy Adams And Jessica Chastain Could Have Fun With Being Lookalikes
Amy Adams and Jessica Chastain have both joked about how easily they get mixed up for each other (and others) at times. Maybe it would be good to settle that by appearing together on screen.
They’re both very talented actresses who are capable of either high drama or a fun comedy. If nothing else, it’d be great seeing them proving they are actually two different people.
11 Jared Leto And Joaquin Phoenix Together Would Be No Joke
Joaquin Phoenix has reached the top of the Hollywood ladder, winning the Oscar for Joker. Supposedly, Jared Leto, who played the Joker in Suicide Squad, wasn’t happy with Phoenix’s take. So maybe it’s time they settled it on screen.
Okay, a Joker vs Joker battle is unlikely. Yet, seeing two actors as method as Phoenix and Leto together would be a serious movie-going experience as they try to out-act each other.
10 Denzel Washington And Will Smith Need To Finally Combine On Screen
Denzel Washington has been a steady Hollywood icon for over 30 years. Will Smith is one of the most successful box office stars of his time. But somehow, these two popular actors have never shared the screen together.
It was to happen in 2012, but that fell through. It’s long overdue for these two heavyweights to meet up on-screen.
9 Henry Cavill And Matt Bomer Could Be Two Super-Men
Here’s another case of some celebrity doppelgangers who haven't been on screen together. Matt Bomer has been rumored to take on the role of Superman when Henry Cavill bows out. It helps that he and Cavill look much alike, and they’ve even mocked their resemblance.
Even if it’s not a DC movie, seeing Cavill and Bomer sharing the screen would be fun.
8 Leonardo DiCaprio And Jake Gyllenhaal Could Be Amazingly Offbeat Together
Leonardo DiCaprio has elevated himself from just a handsome leading man to an Oscar-winning icon of cool style. Jake Gyllenhaal has also gone from hunk to an actor known for his quirky projects. Together, they could be terrific on-screen.
The two are friends and can use that chemistry for any project. A drama is good, but it’d be fun seeing them in a comedy to pay off on their friendship.
7 Chris Evans And John Krasinski Need To Do More Than A Commercial
Technically, they have worked together in a recent Super Bowl commercial. Yet, that wasn’t enough for Chris Evans and John Krasinski. Krasinski was a candidate for Captain America but admitted Evans played the role much better than he could have.
With Evans leaving Cap behind and Krasinski proving himself as a writer/director, the time is right for them to do a film together finally. It’s one road trip fans would love to take with them.
6 Elijah Wood And Daniel Radcliffe Could Bring Their Fake Feud To Life
These two are a lot alike and not just in looks. They’re each famous for a big-screen franchise and both capable actors to boot. Somehow, they’ve never crossed paths on the screen, which seems like a missed opportunity.
The duo has mocked being in a “feud” and are eager to work together.
5 Keanu Reeves And Matthew McConaughey Would Be The Essence Of Cool
We’re in the middle of a “Keanussaince” as Keanu Reeves is riding high from John Wick to the upcoming Cyberpunk 2077 video game. So it’s time to put him with the guy who had enjoyed his own renaissance, Matthew McConaughey.
Each man can show off the essence of cool and make any project together stand out as a terrific ride to enthrall viewers of all kinds.
4 Margot Robbie And Jaime Pressly Can Take Advantage Of Their Resemblance
Margot Robbie and Jaime Pressly are alike in more than looks. Each got famous for an early role but went from “hot blonde” parts to award-worthy performances. The two are notable for how they’re near doppelgangers despite the age difference.
Having them on screen would be a fun way to mock the resemblance but also provide a fun dynamic to use for a movie.
3 Meryl Streep And Helen Mirren Would Be An Acting Clash Of Titans
Meryl Streep is the most honored actress in history with 21 Oscar nominations and three wins. Helen Mirren is a Dame and Oscar winner herself who’s a British acting icon. Yet, these two have never made a movie together, which would be terrific.
They’re each amazing actresses who can get wicked if they want to, so having them together on screen would be a terrific acting duel.
2 Angelina Jolie And Charlize Theron Would Sizzle Together
These two ladies are very much alike in balancing compelling dramas with big-budget action pieces. Angelina Jolie and Charlize Theron each possess a fantastic charisma that can’t be beaten and would be a terrific combo on screen together.
An action movie with these two as rivals would be fantastic as Jolie and Theron have the charisma to make any film a standout.
1 Julia Roberts And Sandra Bullock Would Be Unstoppable On Screen
It seems incredible that in over 25 years, Hollywood has yet to get its two biggest female box office stars in the same movie. Julia Roberts and Sandra Bullock have proven themselves with scores of hits and each is an Oscar winner. Having these ladies on screen together would be great.
Whether a comedy or a drama, just the sight of these great talents would be a dream matchup to spark a big hit.
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