Cleveland Cross-Dressing

**Cleveland Cross-Dressing** is a running gag in *The Cleveland Show*, where Cleveland Brown dresses as a woman.

## Occasions

### Da Doggone Daddy Daughter Dinner Dance

A cutaway gag features Cleveland Brown dressed as Halle Berry, winning an Oscar, in an imitation of Halle Berry's 2001 Academy Award acceptance speech.

### The Curious Case of Jr. Working at the Stool

Cleveland admits to Junior that he often dresses as a lady to swindle out-of-town businessmen out of their money. Shortly afterward, a businessman comes in and announces he inhereted a large sum of money. Naturally, Cleveland puts on a wig and some lipstick and seductively dances over to him.

### The Brown Knight

Cleveland dresses as a woman with a purse to lure a mugger into his trap. He stands outside an ATM at night for a long time but nobody comes. Eventually, he gives up and heads home. Later, Junior helps him track down the location of the mugger and Cleveland runs to the location. He gets halfway there before noticing he's still in the dress. He alerts his past self about this via *24*-style split-screen and his past self changes into his regular clothes, causing Future Cleveland's clothes to magically poof into his normal attire.

### Cleveland Live!

A cutaway gag features Cleveland dressed as a 15th-century aristocratic woman.

### How Cleveland Got His Groove Back

The Guys build a car and Lester tells Cleveland that it's for a drag race. Upon hearing Lester use this term, Cleveland jokes that he'll dress like a woman to compete in the race.

### Another Bad Thanksgiving

A cutaway gag features Cleveland dressed as Shirley Wilson from *What's Happening!!*.

### Yemen Party

Cleveland wears a burka and goes in disguise as a Muslim woman named "Fatima" to trick Donna and her friends into thinking he's a woman just like them. "Fatima" complains about how her husband treats her and gains much sympathy from the other women and then tells the other women that they should stop complaining about their husbands and appreciate how much nicer they are to them. This works on Donna and she invites "Fatima" over to dinner, which she accepts. It's not until Cleveland rings the doorbell that he realizes his mistake. Throughout the dinner, Cleveland and "Fatima" constantly excuse themselves from the table, so that they can change into each other's outfits and only have direct conversations when they're out of frame from Donna.

### The Way The Cookie Crumbles

Cleveland, LeVar, Tim, Lester, and Holt dress as women to trick Barry into giving them their stolen money back. However, Barry only swindles them again and tricks them all into losing their disguises too, having to trudge home naked and wearing barrels.

### Who Done Did It?

After spending a year in prison, Cleveland loses touch with reality and by the time he's found innocent and bailed out, he is putting on makeup, wearing his hair in a bun, and tying his shirt into a knot, as he fearfully sings "What a Wonderful World" and cries, implying that he's getting dressed up to get raped by another prisoner. When his family comes to set him free, Junior tells him that he looks pretty and Cleveland stands there, permanently scarred and claims that he's not going to recover.

### Wide World of Cleveland Show

In the Japanese version of the show, Cleveland dresses as a pile of shoes and Rallo notes that they're mostly women's shoes.

### The Hangover: Part Tubbs

Donna leans on the fourth wall when she tells Cleveland that he always gets into crazy hijinks every week, many of which include him wearing dresses. Cleveland adds "or burkas", referring to his aforementioned persona of "Fatima" from "*Yemen Party*".

### Squirt's Honor

Cleveland and Donna have to make up for their hotel bill by becoming maids, which means both of them have to wear pink maid uniforms. Cleveland cleans the room of a perverted businessman, who mistakes him for a woman from behind and grabs his ass.

### Crazy Train

In another meta-reference to this gag, Cleveland returns a bag full of his mom's clothes to LeVar, saying that a couple of hijinks with his friends got cancelled.