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A cult classic for fancy lads everywhere, Cabin Boy was met with a frothy blend of confusion and hostility upon first release, but has aged like a fine flagon of wine. From Chris Elliott and Adam Resnick, co-creators of the influential deconstructed sitcom Get a Life, Cabin Boy is one of the most surreal comedies ever released by a major Hollywood studio.
After graduating from finishing school as a well-bred "Fancy Lad," Nathanial Mayweather (Chris Elliott, There's Something About Mary) prepares for a trip to Hawaii. But his plans are dashed when he mistakenly boards The Filthy Whore, a fishing boat manned by a ragtag crew of salty shipmates, and soon becomes the vessel's hapless Cabin Boy. On his journey, he woos the feisty but beautiful Trina (Melora Walters, Magnolia) and encounters a host of eye-rubbing curiosities including an amiable shark man, a savage ice monster, a tobacco-chewing cupcake, and a six-armed seductress (Ann Magnuson, Love at Large) who relieves Nathanial of his virginity, much to the displeasure of her 30-foot salesman husband (Mike Starr, Dumb and Dumber).
Inspired by classic seafaring yarns like Captains Courageous, Cabin Boy has grown in reputation over the years as a truly offbeat cult comedy-fantasy with Ray Harryhausen-like special effects, a hilariously oddball performance by Elliott, and a treasure chest of eccentric supporting players including Brian Doyle-Murray, Brion James, James Gammon, Andy Richter and Russ Tamblyn, plus a seminal cameo by Elliott and Resnick's old boss David Letterman as an antagonistic sock-monkey vendor.