After an encounter with blue-skinned, six-armed Calli that results in his first sexual experience, Nathaniel again meets Trina, who becomes attracted to him immediately. Greybar and Skunk suggest to Nathaniel that a woman named Calli ( Ann Magnuson) can help build his confidence. Nathaniel tries to get closer to Trina, who constantly rejects him. Not pleased with another passenger on board, the fishermen decide to strand Trina and Nathaniel on the island they're sailing toward.įinally reaching the island, the crew searches for components to fix their boat.
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After she is pulled up in a net, Nathaniel becomes smitten with her. Nathaniel spots a beautiful young woman named Trina ( Melora Walters) swimming in the ocean. It is revealed by Skunk ( Brian Doyle-Murray) and Big Teddy ( Brion James) that the shark-man is known as Chocki ( Russ Tamblyn), the offspring of a male viking and female shark, who can be trouble because he can like one person one way, but then hate them in the other. After falling into the water he is saved by a "shark-man." After nine days, Nathaniel is pulled back in and tells what happened. He also realizes he might be going insane after sighting Kenny's ghost and seeing a floating cupcake (voiced of Jim Cummings) that spits tobacco. Nathaniel, quickly runs out of supplies begins consuming salt water and suffers extreme sunburn after confusing cooking oil as lotion. With only one island in the entire area, the crew decide to set sail there.Īfter failing all the chores he is assigned, the fishermen decide to give Nathaniel another chore that involves dragging him on a floating raft for a week.
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Without a cabin boy, Greybar forces Nathaniel to do the chores in return for taking him to Hawaii, as well as teaching him how to become a better, more mature, person. The ship is caught in a fierce storm and Kenny is knocked overboard and drowns. However, the crew reaches Hell's Bucket, a Bermuda Triangle-like area where weird events occur. Nathaniel unsuccessfully tries to convince each fisherman to set sail to Hawaii, but convinces Kenny into doing so. It is not until the next morning that Captain Greybar (Ritch Brinkley) finds Nathaniel in his room and explains that the boat will not return to dry land for three months. He thinks the ship, The Filthy Whore, is a theme boat. Nathaniel makes a wrong turn into a small fishing village where he meets the imbecilic cabin boy/first mate Kenny ( Andy Richter).
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After annoying the limo driver who is taking him to board the boat, he is forced to walk the rest of the way.
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After graduation, he is invited by his father to sail to Hawaii aboard the Queen Catherine. Nathaniel Mayweather ( Chris Elliott) is a snobbish, self-centered, arrogant, despicable, loathsome virginal man.