Legit is about a comedian, Jim" and his misguided attempts to become legitimate in life. He is encouraged in his quest by his best friend Steve, and Steve's brother Billy.
Jim Jefferies, taking his first baby steps toward legitimacy and trying to do a good deed, treats his close friend Billy — suffering from advanced stage Muscular Dystrophy and confined to a wheelchair — to a debauchery filled road trip to a whorehouse in Las Vegas.
Jim and Steve decide to break Billy out of his adult care facility to party for one more night but their plan goes awry when they are forced to take Billy’s mentally challenged roommate, Rodney, along for the ride.
In an effort to do something nice for Steve, Jim invites him along to a gig in Omaha — but once they get on the plane Jim gets embroiled in a battle with another passenger about plane etiquette and a middle seat.
Jim, Billy, and Steve are attacked in their home by two men who think they are drug dealers. The two men are put on trial as Steve, Jim, and Billy recall the events and testify against them.
After missing out on a role because of his weight, Jim turns to his good friend Andy Dick for some career advice, acting lessons and physical training. Jim ends up ruining the trainer.
While running an errand with Steve and Billy, Jim discovers Janice has become a hoarder, forcing her husband Walter to live outside. In a misguided intervention, Jim uncovers more family secrets.
Jim’s house is swarmed by paparazzi after he beds a celebrity. To sneak her out of the house, he talks her into crawling into a suitcase and taking a ride in the trunk of his car.
Jim goes to volunteer at Billy’s adult care facility but his attempt goes wrong when Rodney escapes and Jim pisses off disabled patients by hitting on an attractive nurse that they all love.
