Dice is tasked with getting his girlfriend's brother a wedding gift, but he gets distracted at the casino and loses $100,000, which he then desperately tries to win back.

A sex quiz reveals that Dice and Carmen merely "sizzle" in bed, so Dice makes it his mission to get her to "boil." Meanwhile, actor Adrien Brody asks Dice if he can shadow him as part of his research for an upcoming role.

Dice gets upset when a plaster mold of his penis goes missing from an art show. Meanwhile, after Dice accidentally dings Criss Angel's Lamborghini, the "Mindfreak" sets out to use his magic against him.

Milkshake uses a fake name at a steakhouse to sound "mobbed up." Meanwhile, Dice gets fired as the manager of his sons' heavy metal band and is replaced by a slick Hollywood agent.

Season 1 ends with Dice's place at the top of his crew being threatened when his old buddy Bobby the Mooch returns to town with newly acquired wealth. Dice's jealous behavior causes him to lose his best friend, so he fights to win Milkshake back.