Time for a historical strip shedding a bit of light on Leo the Boss’ relationship with Rocco the Hammer, way back when…
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[A very young Leo the Boss is seen with Rocco the Hammer.]
Leo the Boss: "Why are we here, Mr. Rocco? Is today something special?"
Rocco the Hammer: "Today, will be the start of your adulthood."
[Rocco the Hammer takes a fedora out of a box and places it on Leo's head.]
Rocco the Hammer: "I now present you, Leo, with your first fedora."
[The hat is way too large for Leo.]
Rocco the Hammer: "...you may have to grow into it."