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Cleveland and Cleveland Jr. teach Donna and the kids their tradition of celebrating Black History Month. However, when Rallo learns about his heritage at school, he provokes Cleveland into a battle royale with neighbor, Lester.

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Rallo gives Cleveland Jr. tips on how to woo the girl of his dreams; Cleveland challenges her boyfriend to a rap battle.

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Donna puts Cleveland on a new diet; Quagmire visits Stoolbend to deliver some upsetting news.

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Cleveland is wounded when he and Donna are mugged at an ATM; Roberta takes advantage of Rallo when he thinks she is dying of an illness.

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Cleveland and Donna road trip to the Big Apple for an overdue honeymoon, and to Donna’s dismay, Cleveland allows the Stoolbend gang to tag along to help Coach McFall rekindle a long lost romance. Although, when Tim finds himself in a compromising situation and Lester’s language gets him into trouble, Cleveland is forced to choose between his wife and his friends.

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Cleveland teaches Junior responsibility by challenging him to get a job, and to his own delight, Cleveland Jr. lands a job working at The Stool. However, when Cleveland Jr. starts commenting on the number of beers his father consumes and sets limits on the guys’ time at the bar, a feud erupts between father and son. Meanwhile, Roberta competes with Lacey (guest voice Ashley Tisdale), the rich girl in school, and gets more than she bargained.

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Holt admits to Cleveland that he wishes he had a special someone in his life. Cleveland, determined to help his friend, introduces introduces him to a cat-loving redhead who ends up being more than Holt can handle. Meanwhile, Cleveland Jr. and Rallo anticipate the “birth” of Rallo’s pet fish.