Halloween: The Curse Of Michael Myers is the only entry in the series where Michael Myers and Dr. Loomis both appear but share no scenes. While Halloween may have kicked off the slasher movie boom of the 1980s, the series was slow to cash in on that same thread. Creators John Carpenter and Debra Hill had little interest in a sequel but reluctantly agreed to make 1981's Halloween 2. That entry was a hit but it also killed off both Michael and his nemesis Dr. Loomis (Donald Pleasence) in the fiery finale.
When asked to make another sequel, Carpenter and Hill tried to make it an anthology instead, with Halloween III featuring a story involving cursed masks. That 1982 sequel proved to be a disappointment, and while rival franchise Friday The 13th was pumping out nearly annual sequels, Halloween was dormant for many years. Halloween 4: The Return Of Michael Myers did what it said on the tin and brought the slasher back to life, and when it was a success, Halloween 5: The Revenge Of Michael Myers was rushed into production for a 1989 release.
Related: What Happened To Dr. Loomis In The New Halloween Timeline?
This rush resulted in a muddled story and confused tone, with Halloween 5 ending on a bizarre cliffhanger where Michael is broken out of jail by the mysterious Man in Black. The movie was another box-office dud and didn't return until Halloween: The Curse Of Michael Myers in 1995. This sequel had the unenviable task of wrapping up loose ends from Halloween 5 - Man in Black included - in addition to the studio and producers clashing over everything from story to levels of gore. It's now considered one of the worst Halloween movies, and also sadly marked Donald Pleasence's final time with the series as he died before its
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