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After a stressful day at the school, Donna comes home and is in no mood for Cleveland’s shenanigans. At The Broken Stool, the guys tease Cleveland about Donna running things. When he confronts Donna, She admits she had to develop a take-charge attitude to survive being a single mom but agrees to lighten up a little for Cleveland. Cleveland and Donna are robbed at an ATM with the thief taking their money and Donna’s wedding ring. While Donna struggles with the thief to protect her ring, Cleveland runs around helplessly. When the thief’s gun goes off and Cleveland is shot, Donna feels horrible and agrees to restrain herself more for Cleveland. At the Stool, the guys interpret Cleveland getting shot as him trying to be a hero and Cleveland is the man of the hour until Dan Rather and Tila Tequila discover the truth about Cleveland by playing the ATM camera footage showing Cleveland running around helplessly while Donna fought with the robber. Embarrassed, Cleveland decides he should quit pretending to be a hero and sets out to find the thief and get Donna’s wedding ring back. After striking out at a pawn shop and setting up a sting at the ATM he returns home where he finds Cleveland Jr. and Ernie laughing at his video. Cleveland has a burst of inspiration and has Jr. zoom in the video, finding the thief had a Last Call with Carson Daly hat and traces him to his house. When Cleveland is captured by the thief, Donna bursts in to the rescue and knocks the thief out cold. After admitting she followed Cleveland all over and that she cannot just sit by and do nothing, she makes it look like Cleveland took out the thief making him a hero again.

Meanwhile, Roberta sees a pair of $300 jeans she wants. When she asks Donna for the money she is rejected but Rallo admits he has the money but will not give her any. Roberta hints that it is a bad time to mess with her leaving Rallo confused. Later in the bathroom, looking in the trashcan, Rallo is shocked when he thinks Roberta is dying of an terrible disease but it turns out it is only her period. When Rallo comes to her to comfort her, Roberta decides to take advantage of the situation and asks for the money for the jeans she wanted. When Donna finds out that Rallo gave Roberta the money, she tells him that Roberta may be taking advantage of him. When he believes she is being insensitive to Roberta’s impending demise and tells her what he found, she enlightens him on what is happening. To get even, Rallo sells all of Roberta’s things on Craigslist to get his money back.
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Cleveland and Donna go on an overdue honeymoon to New York City. However, Cleveland suggests bringing his friends from the Stool, much to Donna’s chagrin, to help Coach McFall reunite with a woman from his past; Tyne Daly, whom he met when she began acting in 1968 (jobs). Despite his attempts to share a romantic moment with Donna, Cleveland is forced to rush all over, helping his friends out of tight spots: saving Tim the bear from a homosexual bar (which he entered due to thinking the bar was a bear bar as in for bears in the animal sense of the word, not the term for chubby gay males), get Lester out of trouble with Harlem for insulting the residents and rescuing Holt from his job for Donald Trump involving being caged, poorly dressed as R2-D2, and poked with a stick by children who payed (Holt later thanks Cleveland for stabbing Trump). Because of his neglectfulness, Donna becomes resentful. When Cleveland takes Donna and McFall to see Tyne, the latter is rebuked for his own neglectfulness.

Back at their hotel, Cleveland goes to apologize to Donna, just as she spitefully tries flirting with Robert De Niro. She refuses to reconcile with him. Then, McFall arrives, explaining that it was truly his fault that all this has happened. Therefore, the Browns decide to help McFall win back Tyne by giving him a makeover and proper gentlemen lessons. When they sneak onto the set of Saturday Night Live (Tyne was hosting), McFall could not find the proper words to say to her. Cleveland quickly has Donna type on the teleprompter the proper sentences for McFall, all the while, making a double-sided apology. Both couples then reconcile. As the gang prepares to return to Stoolbend, McFall comes running, having made Tyne angry. They then race off as Tyne, having became a massive She-Hulk, chases after them.

Meanwhile, Roberta, Junior and Rallo, who were suppose to be babysat by Terry, stowaway on the trip. Roberta manages to get them a free hotel room by claiming to be the guest on the Maury Povich Show claiming that either Clevland Jr. or Rallo is the father of their child. They go to the owner of MTV and Roberta asks him for her own reality show. He agrees to give the three of them their own show, however when they come back the next day to ask about filming he reveals that they were really being filmed for a prank show where he tells someone that he is going to give them their own show. Roberta is still excited at being on T.V. and asks when it will be shown. The man reveals that it was on last night and literally no one watched, because no one watches T.V. anymore. He then disappears. At the end of the episode, the trio had missed the limo home.

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Cleveland Jr. is in need of a job. After failed interviews with a slaughterhouse where Ernie works (the workers there mistook Cleveland Jr. for a cow) and a just-now obsolete newspaper company called The Daily Splash, it is revealed he is proficient with cleaning up after the customers in the The Broken Stool. He is given a job of a bar tender by Gus and helps the bar owner with improving his business and making drastic changes to the bar’s atmosphere.

Cleveland finds that the changes to the bar have negative effects on him and his friends, so he proceeds to get Cleveland Jr. fired for being too young to work in the bar. His son is quick to find that it was his father who made the call, and begins gaslighting as an act of revenge; he sabotages his father’s clothes, replaces the beers with nonalcoholic substitutes, and shaves his father’s mustache while he sleeps; the loss of his mustache results in Cleveland’s voice sounding more softer and unattractive towards Donna. Cleveland’s physician Dr. Fist claims that Cleveland has a disease that revolves around his plight. In the end, Cleveland is impressed by his son’s schemes, and both forgive each other. Also, it is revealed that Dr. Fist had pretended that Cleveland had the disease on Cleveland Jr.’s behalf.

Meanwhile, Roberta is feuding with Lacey Stapleton, a wealthy rival. In order to become more popular than Lacey, Roberta enlists the aid of Rallo to pose as an adopted child from Africa. Unfortunately, Lacey’s mother asks Roberta to bring her “son” to a charity fundraiser, where she is pestered with questions over where her “son” came from, to which she cannot answer. Luckily, Rallo saves her the embarrassment by acting like a true African.

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leveland and his family are at Stoolfest. The former receives a call from Holt, who is shopping with his mother. Given that he’s a momma’s boy, he misses the festival and poker night. Cleveland encourages Holt to tell his mother that he’s a grown man. Unfortunately, Donna sees him through the window, apparently, strangling his mother before dragging the corpse out. Cleveland then decides to get to the bottom of this. With the police putting a wire on him, he convinces Holt to take him to the body. When he springs the trap with the police, it turns out that the “body” that Holt killed was actually his sex doll, Kimmy.
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While Ms. Eck, Roberta’s new teacher, encourages her to change her appearance to learn an important lesson, Cleveland Jr. befriends the disguised Roberta only to fall in love with her afterwards. Meanwhile, Cleveland receives help from the guys in order to invent the perfect infomercial product.

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After a nostalgic flashback to the glory days as his high school’s baseball all-star, Cleveland visits his Alma Mater to find out there’s no longer a team. Principal Wally gives Cleveland one week to raise money to re-build the stadium before the season begins. Cleveland then steps in as head coach and dusts off his retired jersey in an attempt to convince Cleveland Jr. to play ball instead of joining the math club.

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When Cleveland fills in as Santa Claus at his office holiday party, he has one too many egg nogs and lets the truth slip about Rallo’s father. With Rallo’s admiration for his dad destroyed, 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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Cleveland celebrates Thanksgiving with his new family, with his parents due to arrive. However, his mother Cookie disapproves of Donna for not falling for Cleveland 25 years ago. His father LeVar “Freight Train” Brown downright hates Cleveland, but had left his mother twice for a waitress. Things become hostile until Donna’s Auntie Momma arrives. Cleveland soon discovers, while taking out the trash, that Auntie Momma is a male cross-dresser after he sees “her” urinating while standing. He tries to tell Donna but refrains because she would be crushed if the truth was revealed. LeVar becomes smitten by Auntie Momma.

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Cleveland is upset when he finds out that Donna is still attending a single mothers’ support group in order to have a good time. Cleveland Jr. meanwhile runs for student council president with Rallo as his advisor. Ladies’ Night is the sixth episode of The Cleveland Show. This episode aired November 15, 2009 on Fox in the United States.

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