Life’s good for deliveryman Doug Heffernan, until his newly widowed father-in-law, Arthur, moves in with him and his wife Carrie. Doug is no longer the king of his domain, and instead of having a big screen television in his recently renovated basement, he now has a crazy old man.
Doug and Carrie get free tickets to her firm's annual golf outing at a private club. They have four tickets and usually bring Deacon and Kelly, but with their recent separation, things have changed. Not wanting to lose out on the opportunity, Deacon meets an available gal, Leslie, who he brings along to complete the foursome. Doug and Deacon are having a great time, but unfortunately, Carrie is not feeling the connection with Leslie and makes an attempt to set Deacon up with another co-worker while at the golf course that she thinks she'd have a better time with. In the meantime, Deacon asks Holly to watch his kids over the weekend while he's gone but doesn't realize that Holly may be pining away for him.