About a Will-O-Ween – Despite not liking Halloween, Fiona attends Will’s annual party. Will attempts to show Marcus the joys of Halloween.
About a House for Sale – Will is told to sell his San Francisco home in order to solve his money issues. So he decides to find Marcus a brand new best friend.
About a Vasectomy – Will returns to San Francisco to sort out his finances after a surprising royalty check. Andy reveals to him that his wife Laurie might be pregnant and he needs Will’s help to find out. Meanwhile, Marcus’s new “friends” don’t sit well with Will and he attempts to convince Fiona that the kids are up to no good.
About a Rib Chute – Will is completely heartbroken when Sam receives a job opportunity she can’t refuse in New York, prompting Fiona and Marcus to try their best to comfort their friend. With her absence weighing on his mind, Will turns to Andy for his sage advice in figuring out how to best move forward.
About a Hammer – Will invites Sam to move in with him after she is forced to evacuate her apartment. Later, Will and Marcus build a tree house.
About a Birthday Party – Marcus is excited for his first ever big birthday party and Will agrees to help plan it. But complications arise when Sam asks Will to a gala at the hospital, creating a scheduling…
About a Boy’s Dad – Marcus’ dad makes a surprise visit. Meanwhile, Sam’s demanding work schedule leaves little time for romance.
About a Kiss – Will invites Sam to a game night hosted by Andy and Laurie.
About a Slopmaster – Fiona oversees a project for Marcus’ class. Later, Marcus goes on a shopping spree with Will.
About a Poker Night – Fiona intrudes on Will’s poker night. Meanwhile, Marcus goes on his first sleepover.