When Eddie and Joy pay a visit to his parents in Florida, Eddie discovers that his parents are planning to divorce in order to qualify for medical insurance. Eddie refuses to accept the idea and tries to convince his mother that it's a bad decision to put his father back on the market.
After Kenny's ex-wife kicks him out of their house, Eddie invites Kenny to stay with him and Joy. Eddie quickly realizes that Joy is a lot nicer when Kenny is around, so Eddie tries to get Kenny to stay with them longer, but Kenny's annoying habits have Joy trying desperately to reconnect the estranged couple.
Joy's fun and beautiful new friend Eileen also happens to be Eddie's ex-girlfriend. At first, the friendship doesn't seem to be a problem until Joy invites Eileen over to the house and Eddie gets himself in trouble by reminiscing a little too fondly about the past. Meanwhile, Kenny thinks he's doing something nice for his new girlfriend by babysitting her kids, but doesn't realize she may be using him.
When it is realized that Eddie is grouchy because he isn't sleeping well he gets treatment. Unfortunately Joy can't sleep without him snoring so now she is the grouchy one.
When Eddie and Joy befriend Stephen (guest star Nealon) and his wife Simona, Eddie clicks with them right away, which causes Joy to feel left out. In an effort to win Joy over, Eddie coaches their new friends on her all her likes and dislikes. Meanwhile, Kenny starts a new job as a supermarket sample salesman only to realize that sample distribution can be a competitive biz
When Allison's boyfriend Doug is hospitalized, she rushes to his bedside only to be surprised with a proposal. No one is more surprised by their daughter's engagement than Eddie and Joy who plot to put the brakes on wedding planning. Meanwhile, Kenny tries to get Eddie's car repaired without success.
Eddie and Joy make the wrong impression on a newlywed couple while on vacation and Joy goes out of her way to try and convince the young bride that wedded life is bliss and not how they made it seem. Meanwhile, Kenny and Doug start spending time together, and Allison becomes jealous of their new friendship.
When Joy and Eddie experiment with role-playing to spice up their love life, they realize that pretending to be someone else isn't as sexy as being themselves. Meanwhile, to supplement his income, Kenny tries finding lost dogs to collect the reward money.
With Eddie's brother, Charlie, and his new boyfriend, Terence, coming to visit, Eddie isn't exactly looking forward to a weekend of wine-tasting and antiquing. Much to Eddie's surprise, though, he hits it off with Terence as they both opt to watch football over participating in the planned weekend activities. When Charlie breaks up with Terence, Joy sides with Charlie and ends up questioning her relationship with Eddie.
When Joy goes overboard planning Ally and Doug's wedding, Eddie convinces them to elope. Kenny agrees to officiate the ceremony, but when Joy finds out about their plans she persuades Eddie to help her stop the wedding.
When Eddie and Joy try to live without complaining, Eddie finds that repressing his true feelings makes him sick. Meanwhile, Kenny creates problems for parents when he works as a mall Santa.
When Joy urges Eddie to get a check-up from their doctor, Simona (Susan Yeagley), Eddie becomes enamored with her and her husband, Stephen (Kevin Nealon), and their seemingly perfect life. Joy becomes annoyed when Eddie becomes ardent about taking Simona's advice, even though Joy has been nagging him for years, and decides to prove to Eddie that Simona isn't as perfect as she seems.
Joy feels inferior for not finishing college, so she decides to hit the books and earn her degree. Although she passes her classes, Eddie isn't satisfied with her grades, and he decides to take matters into his own hands, which leads to Joy getting kicked out of school.
When Joy gets angry at Eddie for forgetting her birthday, she decides to cash in on all the coupons he has given her over the years for massages, pedicures and chores. Meanwhile, Kenny convinces Eddie that he needs to surprise her with a handbag in order to be forgiven. Unfortunately for Eddie, Joy decides to return the handbag and finds out the hard way that it's a fake.
When Joy suspects Eddie of keeping secrets from her, she decides to launch an investigation. Eddie turns to his friends Kenny and Karl for advice, and decides to give Joy a fake story in hopes of appeasing her.
Joy and Eddie decide to get separate beds after years of putting up with each other's sleep habits. Meanwhile Eddie's new principal turns out to be a former student with an agenda.
Eddie and Joy's free-spirited daughter, Ally, returns from a trek in the Ecuadorian rain forest with her new husband, Doug. When Ally and Doug decide to set up camp in a trailer in the Starks' backyard, they ultimately ruin Eddie's plans for installing a Jacuzzi. Meanwhile, Eddie and Joy attempt to overcome their dislike of Doug and accept him as a member of the family.
When Joy loses her job at the travel agency, she must use her best assets to find work elsewhere. Meanwhile, Eddie takes Doug to his favorite restaurant.