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After Cleveland gambles away Roberta’s college fund, Kendra discovers that Cleveland was actually cheated out of his money and recruits Donna and Arianna for an undercover mission

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

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When Cleveland and Donna are mugged at an ATM, Cleveland is accidentally wounded in the tussle. By the time the story hits the local news, the attention goes to Cleveland’s head, but Cleveland’s version isn’t the whole story. Meanwhile, Roberta takes advantage of Rallo, who thinks that his sister is …

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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, …

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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 …

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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.

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Cleveland takes a group of delinquent teens under his wing, to the thanks of their frustrated parents. He and Cleveland Jr. create a new club to try and keep the kids on the straight and narrow. However, things don’t turn out so well.

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Summary: A substitute teacher (voice of Jane Lynch) annoyed by Roberta’s flirty arrogance gives her a fat suit and challenges her to wear it. And Cleveland Jr., who makes a rocket for the science fair, is helped by a new overweight girl in school. Meanwhile, Cleveland, Tim, Holt, Lester and …

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Cleveland visits his old high school to find out there’s no longer a baseball team team. Given one week, Cleveland attempts to raise money to re-build the stadium before the season begins. In an effort to get Cleveland Jr. to play baseball instead of joining the math club, Cleveland becomes …

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After having too much egg nog at the office party, Cleveland spills the beans about Rallo’s father. Cleveland tries to reconnect father and son in an attempt to save Rallo’s Christmas spirit. Meanwhile, Roberta becomes an animal rights activist and tries to save a reindeer.

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When Cleveland has “the talk” with Roberta, it scares Cleveland Jr. into taking a vow of chastity, but his sworn celibacy may not be all he had hoped for when he overhears Cleveland making fun of him. Meanwhile, Rollo shows an interest in attending church.

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Cleveland celebrates his first Thanksgiving with his new family and discovers a surprising secret about Donna’s Auntie Momma.

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Cleveland is upset when he finds out that Donna is still attending a single mothers’ support group.

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After Cleveland has “the talk” with Roberta, Cleveland Jr. becomes scared and takes a vow of chastity. Meanwhile, Rallo becomes a church greeter.

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Cleveland lands a new job with a little help from Tim the bear. Meanwhile, Rallo and Roberta plan to get Cleveland Jr. in touch with his feelings.

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Attempting to get Cleveland Jr more friends, Cleveland invites the neighbor kid over to the house. However, when he overstays his welcome, Cleveland has a rough time trying to get him to leave

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Cleveland, wanting to make his new stepdaughter like him more, asks her to accompany him to the school’s father/daughter dance. All goes well until Cleveland has a mishap with the family pet and ruins his chance.