|Reserved for the worst criminals in the Old West, this prison outfit sports a heavy iron ball and chain attached to the wearer's leg, restricting movement. However, the wearer can use the colossal ball to smash objects and inflict massive structural damage.|
— In-game description[src]
Freeing Tennessee Edit
Main article: Jailhouse Blues
In this mission, Sly must use the costume to help his ancestor, "Tennessee Kid" Cooper break out of prison. He uses it to roll across laser grids, break open doors, activate switches or locks, and boost Tennessee forward on a melting pot.
The Toothpick 5000 Edit
Main article: Grand Key Larceny
During this mission, Sly has to take part in a race called the Toothpick 5000. He must use the costume and roll on top of the ball to complete the race. He must be careful to not run into dynamite or the explosives being thrown by the Jackalope guards.
Fighting Toothpick Edit
Main article: Operation: Gold Digger
Sly must use the costume to defeat Toothpick on the train. He uses it to deactivate laser floors and activate the switches to the whistle. After getting dizzy from creating spinning whirlwinds, the boss will get dizzy and allow Sly to use the ball to knock him into the furnace to whack him with his cane.
- Sly got the Jailbird Costume in the cutscene where he was imprisoned by Sheriff Toothpick.
- This is Sly's DLC costume in PlayStation All-Stars Battle Royale.