History Main / PrisonEscapeArtist

* In the postgame of ''[[VideoGame/Hades Hades]]'', Hades decides that Zagreus has been so good at escaping the underworld that he's good at exposing flaws in their security, "the kind of flaws that don't show up in reports." Zag is then just hired to do what he's been doing the whole game, in an official capacity.

* ''ComicBook/LuckyLuke'': The Dalton Brothers are this in most of the stories they appear in. They are best known for being TunnelKing but they have tried quite a few other methods as well: cut through the bars at the window with a file, use a broken file to make four extra doors (one for each brother) in the cell, make a hole in the wall with either dynamite or with their mattocks, set the prison on fire, hiding in the wagon with food (comic) of dirty clothes (cartoon)... In fact, this has become so much of a RunningGag, that the creators in some of the later stories will simply just skip the escape part since the readers already know how easy it is for them.

* One ''ComicBook/{{Iznogoud}}'' story had him hire a master criminal for his latest scheme, and conveniently he heard he was already locked up in the dungeons. Only when Iznogoud went to meet him, no one was in the cell. A guard informed him that they had locked up the thief several times and he always escaped effortlessly, and by now they've stopped even trying. The thief on his part had taken to also breaking ''back into'' his cell whenever he wanted a free place to sleep and get a meal.

-->''Scotty'': "What are ye standing around for? Do ye not know a jailbreak when ye see one!?"