After Alex disappears, George tries to rebuild his relationship with Tessa and he introduces her to his new dog. When Sheila Shay discovers that there's a dog on the loose in Chatswin, she dedicates herself to tracking this canine fiend and it's up to Tessa and George to protect him. Meanwhile, Dalia shuns Dallas after her break-up with Daddy Altman.
When empty nest syndrome hits the Shay household, Sheila and Fred take in a foster kid named Victor who they believe to be a mini-Ryan. Jealous of the new Ryan, Lisa decides to make his life difficult and reveal him as a con. Meanwhile, Tessa puts the breaks on George's friendship with Dalia.
Tessa becomes concerned when George lets himself go after his break-up with Dallas and she calls on George's dad to help him move on. His father's advice and blatant attempts rub George the wrong way. Meanwhile, Tessa discovers that Ryan is coming home to visit and that he's bringing home his new girlfriend.
When Dallas sees George at the dog park, she recruits Dalia to negotiate her territory in Chatswin, while Tessa has to represent George's interests. Tessa notices that Lisa is spending a lot of time with Ryan's girlfriend, June, and Fred is worried that Sheila is distancing herself.
George is shocked when he meets up with Noah after his release from a court mandated anger management program and tests his friends new calm demeanor. Tessa meets a new age band at the park as she ditches "senior tanning", however appearances are deceiving.
George and Tessa make a pact not to get sucked into Chatwin's allure, but George cannot help himself while Tessa goes in the opposite direction.
When Tessa drags Malik and Lisa to a college party, she meets a male version of herself and becomes enamored. They see eye-to-eye on everything and it's almost the perfect relationship. Meanwhile, Dallas enlists a matchmaker to set her and Dalia up, but the matchmaker convinces Dallas to date herself and she decides to get back to basics with a new look.
When Lisa decides to propose to Malik, Tessa isn't sure how to support her friend and turns to George for advice. After Lisa's proposal doesn't go as planned, Tessa steps up and is inspired to fight for Ryan. Meanwhile, George believes his girlfriend Nora might be rude to her employees.
When Dallas's mother passes away, she recruits Tessa to take a trip to the South with her to attend the funeral. During the trip, Dallas confronts her rivalry with her sister and her feelings toward her mother. Meanwhile, George, Noah and Fred go on a grouper that results in a stalker for Fred.
Songs: Meredith Brooks -- Bitch
When Tessa takes a young social outcast under her wing, she decides to mentor her protegee for the Miss Chatswin pageant to make a statement to Chatswin society. The pageant rivalry between Tessa and Dalia comes to a head and Tessa finds herself stooping to Dalia's level to win. Meanwhile, George, Noah, Fred and Victor go on a boy's weekend camping trip where Fred accidentally loses Victor in the wilderness.
When Dalia fails to get into the only college she applied to, Dallas is on a mission to help her find her calling, however, Dalia takes it upon herself to find a sugar daddy. Meanwhile, George forces Tessa to double date with him and a hot mom and her son that they met during her college tour.
When Tessa takes over planning Lisa and Malik's wedding, she struggles with the limited budget and loses sight of the romance. Meanwhile, June confronts Tessa and warns her to stay away from Ryan, Malik's family decides to boycott the wedding and he enlists George's help to walk him down the aisle, and Sheila offers Lisa some pearls of wisdom.
When Tessa joins a knitting circle, George is a little surprised by the age gap between Tessa and her new friends. Still reeling from his one-night stand, George decides to put pen to paper and writes a song dedicated to his muse. Meanwhile, newlyweds Malik and Lisa can't seem to get along.