All actors need to find their industry footing somewhere, and not every beginning is glamorous. Long before the dashingHenry Cavillbecame a household name in theDCEUas Superman and in Netflix’sThe Witcheras Geralt of Rivia, fans will be surprised to learn that Cavill once starred in a lesser-known project that continues to raise eyebrows today—a fairy tale musical!
Fun for the whole family, 2006’sRed Riding Hood, directed byRandal Kleiser, is a modern retelling ofCharles Perrault’s beloved fable. This lesser-known production brought together the 23-year-old Henry Cavill, playing the Hunter, with an unexpected mix of talent,including a member from NSYNCand a star fromPitch Perfect.While the movie may not have reachedthe heights of Cavill’s later career milestones,Red Riding Hoodoffers a silly glimpse into his early days as an actor before he put on the red cape.

Henry Cavill Stars Alongside NSYNC’s Joey Fatone in ‘Red Riding Hood'
Henry Cavill steps into the role of the “Hunter” inRed Riding Hood.Unlike more traditional adaptations,Kleiser’sversion leans heavily on parody,carving out a unique niche in the world of fairy tale retellings. The story follows Red (Morgan Thompson), a young girl entrusted with the task of delivering a special package to her grandmother, who finds herselffaced with a most unpleasant stalker.The catch is, Red must realize her assignment isn’t as much about getting the package to Grandma (Lainie Kazan)as it is about carrying on the legacy that has been passed.The Hunter, charmingly handsome and resourceful, helps Rednavigate the dangers of the forest and her journey to defeat the big bad wolf.Cavill easily pulls off the heroic, comedic flair, offering a fresh take on the archetypal fairy tale hero. Adding to the film’s gleeful nature wasJoey Fatone, best known asa member of the iconic boy band NSYNC.Fatone plays a key supporting role, contributing his distinct singing talents.His presence in the musical is a natural fit as he plays the “Wolf"with pizzazz and an extra layer of playfulness.
Red Riding Hoodalso markedthe acting debut ofBen Plattbefore his breakthrough role playing the skilled illusionist Benji ApplebauminPitch Perfect. Though Platt’s appearance as the “Boy Scout” is very brief, he performs a promising start to his soon-to-be stardom, much like Cavill’s involvement in such an unconventional project, which sharply contrasts with the serious roles he would later take on.

Despite a Box Office Flop, ‘Red Riding Hood’ Remains Family-Friendly and Campy
At the time, Henry Cavill was still establishing himself in the entertainment industry. He had alreadyappeared in supporting roles in filmslike 2002’sThe Count of Monte Cristoand 2003’sI Capture the Castle. However, his spotlight moment had yet to arrive. InRed Riding Hood, Cavill’s portrayal of the Hunter demonstrated his ability to bring his signature charisma to a role, even in a low-budget production. Although the film’s childish tone didn’t demand dramatic depth,Cavill was able to explore his versatilitythat would boom into the MCU universe.
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Red Riding Hoodwasn’t a major hit with critics or moviegoers.Its campy style was more off-putting to fairy tale lovers,as the humor often comes across as forced. Limited distribution and minimal marketing further weakened its reach. Despite this, the film has sincegained a small cult followingamong Henry Cavill and NSYNC fans. In interviews, Cavill has spoken about the importance of his early experiences in shaping his craft. Flops still opened doors for him tobuild a name for himself in the competitive Hollywood industry.
A blend of music, fantasy, and parody elements,Red Riding Hoodcan still be appreciated for its offbeat eccentricities. The story does fail to stir belly laughs seen in similar trope movies likeRobin Hood: Men In Tights;however, it is adelightful escape into a whimsical world.Moreover,Red Riding Hoodhighlights the creative risks both Cavill and Fatone took. These early roles provide a fascinating glimpse into the evolution of one of today’s most recognizable stars. Henry Cavill’s role inRed Riding Hoodmay not be as iconic as Superman,but it represents an essential part of his journey.

Red Riding Hoodis available to stream on the Roku Channel in the U.S.
Red Riding Hood
WATCH ON ROKU CHANNEL
