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Filmmaker Quentin Tarantino brought in two of the biggest names in the film industry Brad Pitt and Leonardo DiCaprio together for his 2019 Western comedyOnce Upon a Time in Hollywood.Based in 1969 Los Angeles, the movie follows a Hollywood star [DiCaprio] and his stunt double [Pitt] as they navigate the swiftly changing landscape of the film industry, overshadowed by the looming threat of the Tate murders.
Despite their undeniable chemistry on screen, many have wondered why these two iconic actors hadn’t collaborated earlier. When asked about the same during an interview, theFight Clubstar offered a playful response, humorously suggesting the reason behind their prolonged absence from joint projects.
Brad Pitt’s Playful Response to Delayed Collaboration with Leonardo DiCaprio
In a conversation withExtraTVduring a premiere of the 2019 filmOnce Upon a Time in Hollywood,Brad Pittwas asked about the reason behind the delayed collaboration with Leonardo DiCaprio. The actor jokingly answered the question, saying that he had a“restraining order”against his fellow actor for a while.
“Yeah, I had a restraining order against him for a while,”he said before adding,“incident in ’94 we don’t like to talk about.”Pitt further suggested humorously that the acclaimed filmmakerQuentin Tarantinobrought them back together.
While theBullet Trainstar appeared to make a jest, speculation suggests that it may have something to do with Pitt’s exGwyneth Paltrow. The two started dating in 1994 and were together for about three years, before going their separate ways.
Paltrow has admitted in an interview that theTitanicstar tried making a move on her, but she turned him down.“Nope, never made out with Leo. He tried back in the day,”theSevenactress revealed during a conversation on theCall Her Daddypodcast.
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However, the Hollywood stars appear to have buried the hatchet and have shared a good friendship since their collaboration on the 2019 film. Both actors have openly lauded each other and expressed their mutual admiration.
Leonardo DiCaprio And Brad Pitt’s Friendship Naturally Got Along
BothLeonardo DiCaprioand Brad Pitt have been in the film industry for decades and were able to bond over their shared experience while working onOnce Upon a Time in Hollywood.In a conversation withThe New York Times, Pitt described their friendship as“pretty automatic.”He explained,
“I’ve always felt that you don’t understand the deal you’re making when suddenly you’re that lone gazelle on the plain and the herd’s gone, so to speak—And, you know, my friend here [he gestures toward DiCaprio] has been the same.”
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DiCaprio also echoed similar sentiments while talking toEntertainment Tonight, as he shared that the chemistry between the two“really came naturally.”The Oscar-winning actor said,
“We both live in Los Angeles and this is about the changing of the culture in the late 60s, and we understand these dynamics of these professional relationships that also turn into families.”
While DiCaprio and Pitt officially shared the screen for the first time in Quentin Tarantino’s 2019 film, the Hollywood stars also appeared in Martin Scorsese’s commercial short film,The Audition.It features DiCaprio and Robert DeNiro and Pitt had a brief cameo. However, neither of them has discussed their shared experience on the 2015 comedy short film.
Once Upon a Time in Hollywoodis available to stream on Hulu.
Laxmi Rajput
Senior Writer
Articles Published :3448
Laxmi Rajput is a Senior Writer at FandomWire, with over 3,300 articles published covering film, TV, and pop culture. With a degree in Broadcast Journalism and over three years of experience in content writing, she pivoted to entertainment journalism because let’s be honest, superheroes, sitcoms, and Netflix binges are way more fun. Laxmi frequently covers Marvel, Harry Potter, Star Wars, and popular TV shows, offering both fan-first enthusiasm and thoughtful analysis. Her work often dives into Marvel theories, revisits the genius of The Big Bang Theory, or unpacks the Netflix phenomenon of Stranger Things.
