Chelsea Blue plays a reporter who spends two days with Snoop Dogg, a professional pimp with a harem of "bitches" that rely on him for shelter and guidance. Snoop tells Blue that pimpin’ is a gift, and one must be born with it. He offers her some pimp wisdom, such as: "Rule number one: Always get the bread and put your head inside a bitch's head." He adds, "All men are pimps, some good, some bad...."

But not only does Diary of a Pimp cover Snoop’s philosophy, it also includes some wild group sex scenes and a three X-rated music videos.

In one memorable session, India, Nikki Fairchild and Shyla Stylez begin by washing Snoop’s Hum-Vee stretch limousine while wearing G-string bikinis. Then a clown with an attitude problem walks up to them and Fairchild asks, "Are you a clown?"

"No, I'm the national security advisor," he quips.

Stylez replies, "Fuck you clown boy."

Then all three girls blow the clown, and take turns riding him in the clown suit. Clown Boy proceeds to pound Stylez and Fairchild doggie-style and India shoves a dildo up her ass before this pre-nom for Most Outrageous Sex Scene is over.

Another notable is the skillfully shot outdoor encounter with Dee, Holly Hollywood, Mia Smiles and Ice D’Angelo that features simultaneous standing doggie-style footage with Hollywood and Dee wearing strap-ons to bang Smiles and D’Angelo. The exceptional camerawork elevates this to pre-nom status for Best All-Girl Sex Scene.

Also worth a look is the group boff in which Kiwi, Cashmere and Honney Bunny meet Brian Pumper and Manuel Ferrara. It ends with Pumper draining his balls on Kiwi’s tits and Ferrara spraying Bunny’s hair. There is also a mini-gangbang with Flick Shagwell, a poolside orgy and a multi-racial, three-on-one anal with Mr. Marcus as the lucky stud. Snoop’s songs "Doin’ It Too" and "Pussy Like This" are enough to give this a pre-nom for Best Music and the whole show for Best Ethnic-Themed Video.