The lead role was originally offered to Johnny Depp, but he declined due to scheduling conflicts. Joseph Gordon-Levitt later replaced him, despite offers to star in other movies such as Guardiani della Galassia (2014) and Godzilla (2014). In 2006 when Rodriguez first started putting together ideas for "Sin City 2", he considered Depp for the part of Wallace, the lead character of "Hell and Back", which he was hoping to adapt as one of the film's three segments. The idea to adapt "Hell and Back" was scrapped, however, and Rodriguez chose to adapt "Just Another Saturday Night", "A Dame to Kill For", and the never-published "The Long, Bad Night" instead.

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