After moving in, Big Black suggests to Rob that they get a bulldog, to complete the new family. The two fly to Arizona on a private jet to pick up their new little puppy. To welcome their new family member, the guys host a party with a surprise appearance by Three Six Mafia.

On National Skateboarding Day, Rob attempts to get both Big Black and the bulldog "Meaty," on a skateboard, with mixed results. Later on the way to a skate demo in Orange County, the two get pulled over for "Ridin' Dirty."

Rob and Big Black travel to Vancouver to be "immortalized in a video game." After a day of motion capture in tight-fitting spandex and a game of skateboard hockey with the locals, they continue on to Kettering, Ohio to visit Rob's family. Fishing with Rob's dad, a quick jaunt to King's Island amusement park and shredding Rob's skate plaza are all stops on their whirlwind trip out of the Hollywood Hills.

Rob puts Big Black on a fitness program to help him lose some weight. They consult with a hypnotist and a nutritionist on their quest to make him a leaner, meaner, more finely tuned machine.

All Rob wants for his birthday is for Big Black to win a Wing Eating Trophy at the local hot wings restaurant. Big Black plans Rob's birthday evening, but In the midst of the birthday preparation, Meaty suffers from a mysterious "body odor" issue that must be addressed.

Rob and Big Black make some home improvements at their Hollywood Hills pad. Meaty temporarily derails their plans when he gets into the garbage and gets sick eating too many chicken wings.

When a dog psychic tells Rob and Big Black that Meaty needs a woman in the house, the two visit a Matchmaker to set up a blind double date. Unfortunately, the dates are not quite what the guys had in mind.

After Rob has a nightmare about dying, Big Black decides to brush up on his security skills to ensure that Rob feels safe. Big Black practices evasive driving, works on his Martial Arts moves and even shows his combat maneuvers on the paintball field.

Life in the Rob and Big household changes dramatically when the guys discover that their bulldog, Meaty, needs a little buddy. After a little research, Rob finds the perfect companion for his favorite puppy: a Mini-Horse. Owning miniature livestock turns out to be a little more than the guys bargained for, and drastic measures become necessary to accommodate the tiny horse.

An airbrushed van leads Rob and Big Black on a quest to travel through time with Rob's "Hyper-Dimensional Resonator." Big Black is skeptical, but Rob convinces him to travel to Montreal to visit a "time travel expert" named Dr. Z. When they return to LA, Big Black surprises Rob with his own, throwback version of Time Travel.

Rob is thrown deep into the "Dirty South" when Big Black invites him to Sylvarena, Mississippi, for the Boykin family reunion. The boys overdose on southern cooking, southern living, and Big Black's crazy Uncle Jerry.

Rob and Big Black call out Drama, Rob's cousin, for being a lazy assistant and decide to put him on "waivers" until he shapes up. When Drama is seemingly unfazed by the threat, Rob threatens Drama by interviewing a professional executive assistant as a potential replacement. On top of that, the guys struggle with an "aggressive mini horse." In the end, Rob and Big Black figure out a way to remind both Drama and Mini Horse how good they all have it in the Hollywood Hills.

Big Black reveals to Rob that he used to be a male stripper with the stage name "Black Lavender" for a brief time back when he had a full head of hair. The two decide it's time to resurrect Black Lavender for one last show at a Hollywood strip club, but not before they find him a brand new head of hair.

After five years away from professional skate competitions, Rob decides to enter the world famous Tampa Pro contest in Tampa, Florida. Rob and Big Black hit gator country with pals, Steve Berra and Bam Bam, and before the contest begins, the foursome head out to Tampa Bay for a little high-flying water adventure. Rob and Berra shake on a $5,000 side bet to see who places higher in the Tampa Pro, and Rob threatens to "make it rain" with Berra's money, if he wins.

Rob reinvents himself as Bobby Light, a self-proclaimed "one hit wonder, R&B sensation." With the help of his cousin, Drama, and The Chunky Boys (Big Black and Bam Bam), Rob hops into the makeshift recording studio in Big Black's closet and records a song called "Dirty Girl." Rob and Big Black decide to shoot a low-budget music video for their hot new song, but realize the video will not be complete until they fly Big Black's Uncle Jerry out to LA to take a starring role.

Rob and Big Black both add a new car to their growing collection of vehicles. In order to make room for the new rides, Rob plans to give away his old truck (the UAV) to the first skater that can beat him in a game of "S-K-8" and beat Big Black in a game of Rochambeau (Rock, Paper Scissors). Later, Rob is both shocked and bemused to find himself dubbed a "C-Lister" on the cover of the Wall Street Journal.

When Rob and Big Black discover a "mystery poop" floating in the pool, they turn into amateur crime-solvers, eyeing Drama, Rob's cousin/assistant, as the prime-suspect.

Rob and Big Black take a new-found hobby to the extreme when they discover turtle racing at a local bar.

Rob and Big Black think it's high time to show off their beloved animal by entering him in a mini-horse competition.

Rob and Big Black try to land themselves on the cover of a cereal box, but discover that the world of print modeling is not as easy to crack as they had hoped.

Smashing records is the name of the game when Rob picks up a copy of The Guinness Book and sets his sights on breaking every skateboarding record listed.

Big Black tries to convince Rob that there are hardships to being a big man in America.

A charitable ice cream man inspires Rob and Big Black to begin their own altruistic crusade, ranging from handouts at skid row to spending time with frisky seniors at an old folks home.

Big Black indulges Rob by following him to a "street shaman" who is promoting a new age therapy called "Sacred Geometry".

Big Black makes it his mission to find a nice girl for Rob to settle down with after Rob finds a forgotten pair of "dirty girl" gloves in his bedroom..