Larry has a big idea that elicits promising feedback from a number of prospective investors—until a string of Larry-esque missteps undermines the plan, at least temporarily.

An African American family named the Blacks is displaced by Hurricane Edna and end up moving in with Larry and Cheryl; plus, Larry invents the perfect excuse for missing parties, gets into a conflict with a dry cleaner and steals flowers from a car-crash memorial.

Larry brings his many quirks and neuroses to the stage after he is cast in a major Broadway production. Meanwhile, as their 10th anniversary approaches, Larry reminds Cheryl of a special 'present' she promised him when they were engaged.

Larry and his manager Jeff's investment in a restaurant leads to laughs when it comes to settling on a chef. Meanwhile, Larry gets into his usual assortment of problems—this time involving Christmas tipping, a manger scene, cell phone miscommunication, the 'nanny from hell,' betraying the confidence of rapper Krazee-Eyez Killa, committing a 'penis faux pas,' and even using his mother's death to escape some unsavory invitations.