- Selfish and bitter Ellie Simpson takes advantage of Tattoo's attraction to her niece Donna May to try to make the girl a country-music star; and gangland killing witness Holly Ryan seeks refuge from his would-be killers in an orphanage.
- "Tattoo's Romance": To Roarke's annoyance, Tattoo takes it upon himself to grant a fantasy that Roarke has already rejected twice. Ellie Simpson brings her niece, Donna May Calloway, to the island so that Donna May can become a country-music star. But Ellie has ulterior motives -- which Roarke knew, thus his previous rejections -- and persuades her somewhat reluctant niece to pretend to return Tattoo's romantic interest in her, in the hope of getting him to plead Donna May's case with starmaker Colonel Hank Sutton. Tattoo falls in love with Donna May and thus becomes easy prey for Ellie's manipulations. Ellie even tries to destroy Roarke and Tattoo's friendship by suggesting that Roarke made a pass at Donna May. But Ellie doesn't count on Donna May finally growing tired of her aunt's cruel machinations. Donna May blows the whistle on the whole thing, sending Ellie away in a fit of temper, and confesses the truth to Tattoo. And though Sutton didn't like Donna May as a singer, he feels she is a talented songwriter, which was more in line with the young woman's dreams all along. "Handy Man": Holly Ryan wants nothing more than to hide from gang boss Spider Sloat, whom Holly witnessed committing murder. When a longtime friend of Holly's turns traitor on him, forcing him to flee Sloat and his cronies by leaping off a yacht and swimming for it, he winds up at a small island orphanage badly in need of maintenance and repairs. The headmistress, Emily Perkins, reluctantly accepts him as a handyman, but begins to regret it when she catches him teaching the children to gamble. But before she can dismiss Holly, Sloat catches up with him, and Emily and her charges are caught up in a wacky scheme to save him from being done in by the gangster.
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