Rich socialite, Sandra Dee meets and marries photographer Bobby Darin and attempts to "train" him to be the perfect husband. Look for a very young Stephanie Powers as the devious friend .

Wealthy industrialist Robert Talbot arrives early for his annual vacation at his luxurious Italian villa to find three problems lying in wait for him. Firstly, his long-time girlfriend Lisa Fellini has given up waiting for him to pop the question and has decided to marry another man. Secondly, the major domo of his villa, Maurice Clavell, has turned the estate into a posh hotel to make some easy money while the boss isn't around. And, finally, the current guests of the "hotel" are a group of young American girls trying to fend off a gang of oversexed boys, led by Tony, who are 'laying siege' at the outer walls of the villa. Talbot, to his own surprise, finds himself becoming an overprotective chaperone.

Aspiring actress Lora Meredith meets Annie Johnson a homeless black woman at Coney Island and soon they share a tiny apartment. Each woman has an intolerable daughter, though Annie's little girl Sarah Jane, is by far the worse. Neurotic and obnoxious, Sarah Jane doesn't like being black; since she's light-skinned (her father was practically white), she spends the rest of the film passing as white, much to her mother's heartache and shame. Lora, meanwhile, virtually ignores her own daughter in a single-minded quest for stardom.