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In Season 1, Donny was sent to prison for 2 years for a crime Earl committed, and appears to be wearing a gray jumpsuit.
Sketches taking place in prison on The Benny Hill Show have the British arrow-covered uniforms. Some gags are milked out of it, such as Benny standing in a line with other inmates, whose arrows, both on the right and the left, all point toward him, while the arrows of his own uniform point upwards, toward his face.
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The stripes and the orange jumpsuits turn up on The Powerpuff Girls (1998). Whenever Mojo Jojo is in stripes, he gets a special striped brain cover.
A likely culprit for creating the iconic burglar image may actually be a children’s book from the 1970s, loosely based on the aforementioned poem, Burglar Bill. Released in 1977, this Burglar Bill was a children’s book by Allan Ahlberg and Janet Ahlberg, and focused on the titular character as he finds a baby and reforms his ways. In the book, the titular figure is illustrated wearing each element of the classic outfit: the domino mask, the striped shirt, the loot bag, and even the cloth flat cap. When he meets another burglar, she too is wearing the domino mask and striped shirt, instantly recognizable as a burglar. The general issue fatigues in Oz are grey with the prisoner's number on them. The prisoners in Emerald City get to wear civvies. Today, uniforms generally serve the practical purpose of providing a means to differentiate inmates from civilians and staff as well as to distinguish custody levels. In California, for example, orange jumpsuits are reserved for new inmates who haven’t yet been classified. Those in the general population wear some variation of blue, white and grey—for men, jeans or blue scrubs-like pants and shirt, as well as white t-shirts and grey sweatshirts. Women wear the same basic clothing—blue and white shirts and blue, chambray or denim pants. Inmates working on the perimeter—including those outside the prison gates—wear a green jumpsuit. Mrs. Beakley, when she's imprisoned in "Billionaire Beagle Boys Club", is given a prison striped dress. The prison uniforms that we see today are the product of the prison system evolution. The penal corrective techniques were harsh and brutal before the prison reform movement. Instead of rehabilitating and reforming prisoners, they focused on corporeal and traditional punishments. Prison uniforms were a way to shame and embarrass these men and women.In Everyday Heroes, Jane and her cellmates wore the all-orange baggy shirt and trousers, as did J.P. Wunsch and his henchmen. In Portal, Chell is wearing an outfit very reminiscent of prison garb, which makes sense because she is imprisoned in a "research facility" as a human lab rat. In the sequel, she is wearing largely the same jumpsuit, undone to the waist to reveal a white undershirt.
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