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http://www.comicbookresources.com/article/deadpool-director-producer-would-love-cross-over-with-spider-man

>Spideypool fans will be pleased to know that the "Deadpool" film's creative team is very open to the idea of a big screen crossover with Sony/Marvel's Spider-Man. The pair have become notable frenemies in the comics, after numerous run-ins over the years that have led to an ongoing "Spider-Man/Deadpool" comic. While speaking to Superhero Hype, "Deadpool" director Tim Miller and producer Simon Kinberg entertained the notion of a possible Deadpool/Spider-Man film meeting.

>“Simon and I have been trying to build bridges,” said Miller.

“I would love to see it," added Kinberg. "Both of us are close with [Marvel Studios president] Kevin [Feige], we respect and love Kevin. If it were even remotely possible, we will find a way ’cause we’d would love to see it.” But don't take this as assurance that it will definitely happen. While Kinberg admitted that he would love to see DP meet Spidey, he made sure to stress just how hard that would be to accomplish. "I just don't know if it would be possible," said Kinberg.

>The difficulty lies in the fact that while both characters are Marvel Comics characters, their film rights are owned by totally different movie studios. Deadpool is owned by 20th Century Fox while Spider-Man is shared by Sony Pictures and Marvel Studios. When you factor in Spider-Man's already complex movie rights, it's possible that three movie studios would have to sign off on a crossover between the two characters for it to ever happen. And in addition to that, there's Deadpool's reputation as an R-rated character and Marvel Studios' insistence that they have no plans to ever make R-rated Marvel movies.