Carmen's brother is having a gay wedding at the Tangiers; Carmen's date (who never flips a wrist or says a sweet word to the boys) is Andrew. Milkshake is Dice's BF and plus one. Dice and Shake go on a short gambling kick before the wedding, but Dice's luck is in the toilet due to ATM fees and jumpsuit Elvis. They change casinos. Andrew promised Carmen to behave, so he gets rid of Elvis for a third time. But, Dice gets a nice return: captive audience for Shakespeare with his famous "my kingdom for a cock" speech.
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.
Dice tries to find work when he learns that Carmen is still receiving alimony payments and gets a meeting at the Tangiers Casino. But the meeting is for 7:30 in the morning, an impossible time to wake up for.
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.
At an all-time low, Dice loses one more thing: his identity. Season finale.