Guest stars arrive in the tropical paradise for three miniplots: Joanna Pettet (who is courted by Curtis) and Joan Fontaine (playing an aging movie
star) are featured in two. For contrast, there is a little romance thrown in, between a 13-year-old piano prodigy (Brad Savage) and a sweet young thing (Olivia Barash) who socks him in the arm.
"Engaged to be Dumped" An aging actress (Fontaine) forges a friendship with Richard; "Fantasie Impromptu" a teen boy (Savage) experiences love for the first time; "Fiona" Curtis is pleased when Fiona (Pettet) accepts his advances.
Richard falls in love with his image of an old-time actress (Fontaine); a child prodigy (Savage)is smitten with puppy love; Curtis falls for Fionna, an attractive woman.
A child prodigy named Scott is easily drawn away from his piano when he is smitten with a girl named Fredi. To win her attention, he must compete athletically with one of Fredi's boyfriends.
Meanwhile, a veteran actress is afraid of losing her image as a beautiful star and so she tries to hide behind a swath of scarves. But a movie buff named Richard recognises her and tries to use his charms to help her.
Curtis, who is a loser with women, gets Fran to coach him on how to go about befriending women. Curtis meets and falls in love with Fiona, a ravishing woman, and conducts his courtship with lightning speed so much so his colleagues are worried as to whether he is doing the right thing.