Ed and Carol move out of friend zone into dating but discover they don't inspire each other in the bedroom. Mike and Nancy buy a purebred dog but must sue the breeder for fraud. Eli finds a source for terrific pies that sell really well.
Ed's cousin Benny arrives in Stuckeyville to shoot a documentary on the only bowling alley owning attorney he knows. His friends either reveal their quirks like Mike and Nancy or do elaborate skits for the film as does Phil and Eli.
Ed and Mike fulfill a long time dream by purchasing a race horse. Warren puts off college following Carol's advice which angers his parents. Eli has a disagreement with Jennifer, his pie supplier, and is mistaken for a faith healer.
A historian discredits Stuckeyville's founder and his Revolutionary War hero status so Ed takes it to court. Nancy wants Mike to list everything he doesn't want their daughter to know. Ed becomes obsessed with a man from Carol's past.
Ed represents Doug who is being sued by his father for school tuition after he quits school. Molly becomes intrigued by a new guy Ted but is still seeing Sean. Mike and Nancy devise a test to pick Sarah's guardian among their friends.
Carol is offered a writing job in New York leaving Ed with a decision to make. When he decides he will move with her it causes ripple effects. Mike feels the need to audition for a new best friend and Stuckey Bowl's employees are worried.
A curvy former classmate (Madchen Amick) distracts Ed as he prepares to join Carol in Manhattan for Christmas; Mike and Nancy hope to encourage the construction crew to finish rebuilding their house in time for Christmas.
Ed gives advice he soon regrets regarding pre-nups to Mr. Mazula. Carol is under a lot of pressure between wedding planning and publishing deadlines until Molly steps in. Mike crumbles when he takes on more decision making.
Ed's ex-wife Liz shows up and needs extensive legal help from Ed which makes Carol uncomfortable. Toby, a student in Carol's writing class, makes a concerted effort for Carol to start dating him despite her engagement to Ed.
Ed's ex-wife Liz returns with a business idea to interest Ed and gives him an valuable gift which concerns Carol. Eli's attempt to save the community center leads to a radio job. Gunther, an exchange student, makes a move on Nancy.
Ed is concerned about his image after he, Carol, and Liz are robbed at gunpoint. Eli mishandles a listener request and Jennifer feels his radio job interferes with their relationship. Mike deals with the fallout when he parents have a problem.
With Ed and Carol's wedding happening soon Lloyd and Stella reappear. Lloyd has tax problems and expects Ed to fix it. Stella starts things back up with Warren and Carol disapproves. Mike and Nancy compete to see who is sicker.
Ed is inspired to have a circus themed wedding and Carol agrees. Molly and Nancy try to stop it with second thoughts occurring mid vows. Mike takes one last bet. Warren and Mark do a hilarious homage to Ed's courtship of Carol.