9. Last Action Hero
This 1993 action comedy wasn’t a big hit in theaters but IMO Arnold parodying himself as an action film character pulled into the real world by young fan with a magic movie ticket was adorable. To see Arnold’s character “Jack Slater” fumble around in a world where the good guys get shot and the bad guys can win was endearing. Plus, it had a ton of cameo appearances from Arnold’s wife, Maria Shriver to Sharon Stone.
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