Jules connects with her new shrink, Glenn, until she discovers her unorthodox treatment method. Meanwhile, Ellie gets jealous over Glenn and Jules relation and a bet between Laurie and Travis leads to a sweet sibling-like moment. While Bobby, shows his frustration over Jules and Grayson relationship.

Jules tries to spend some time with Travis before he leaves for college because she has trouble coping when he is set to leave. Meanwhile, Laurie teaches Bobby how to surf the internet, while Andy tries to deceive Ellie with a little help from Grayson.

As Jules adjusts to living on her own, Grayson unwillingly becomes the new object of her constant attention; Travis turns to Bobby for advice on how to redefine himself at college; and Ellie is determined not to be friends with her new nanny.

Grayson decides it's time to tell Jules the truth about Laurie and himself. Jules is determined to project her anger toward someone, but has trouble choosing whom. Meanwhile Laurie professes her love for Smith, Bobby is obsessed with seeing a street performer swallow a sword, and Andy gets Travis to doubt Kylie's devotion.

Bobby decides it's time for him to stop relying on Jules' financial help, but when she discovers what he's given up, she comes up with a plan to continue supporting him; Ellie thinks she's the smartest member of the cul-de-sac crew, but the gang is determined to prove her wrong.

Jules' dad comes to visit. Jules is determined to connect with her dad - so much so that she gives in to dressing up for Halloween, his favorite holiday. Meanwhile, Grayson hits it off with Jules' dad, Bobby wants back in as baby Stan's guardian, should anything happen to Ellie and Andy, and Laurie reminds Travis how much fun Halloween is.

It's Jules 42nd birthday, and that can only mean one thing - gift contest! Every year, Jules holds a contest to determine who gives her the best gifts, which Ellie always wins. This year Laurie teams up with Grayson in an attempt to overthrow Ellie. As Jules contemplates what to do for her birthday, Andy suggests a night of dancing. Meanwhile, Travis introduces Bobby to a Netti Pot, but not without consequences.

Travis brings home his new girlfriend, Kirsten, a grad-student, to meet Jules. Jules feels instantly threatened when Ellie points out that, moving forward, any girl Travis brings home could be her future daughter-in-law. Meanwhile, Grayson's house has become the new place for the gang to hang out, which he hates, and Travis turns to Bobby for advice.

Jules says "I love you" to Grayson for the first time, but when Grayson doesn't reciprocate with the words she wants to hear, she's determined to host a "romantic" Thanksgiving in order force the moment on of him.
Meanwhile, Ellie and Laurie team up to knock the optimism out of Andy, and Bobby is upset when the gang confesses that sometimes they can't understand what he's saying.

Jules wants to help Bobby gain his confidence back and thinks fixing up his boat and getting it back in the water will do the trick.

When Grayson doesn't share Jules' sadness on a series of unfortunate but accidental events, she questions whether they're meant to be together.

While the guys argue that men are loyal friends and women will abandon their pals at the drop of a hat, one thing is certain - everyone has each other's backs in the cul-de-sac crew.

When Travis can't fix the TV in time for movie night, Jules invents a new hide and seek type of game for the cul-de-sac crew.

It's Valentine's Day and Jules wants nothing more than for Grayson to open up to her about his feelings.

Once again Jules chooses to get too involved in Travis' life.

Ellie tricks Jules into watching Baby Stan on her own for a day, but Jules is determined to prove how easy it is especially when she's roped in Grayson to help.

When Bobby leaves his lucky golf visor behind on the eve of his big professional golf tournament, Jules sends Travis along with the cap to look after his dad and Andy.

Although she realizes Travis could be making one of the biggest decisions in his life, Jules takes a step back.

When Travis suffers his first truly broken heart, Jules and Bobby are at a loss as to how to help him. Meanwhile, Grayson stands up to Jules when she tries to tell him what to do, and Ellie turns to Laurie for support when Andy's overly flirty sister-in-law, comes to visit.

As Travis continues on a downward spiral from his breakup with Kirsten, Jules decides it's time to give him some tough love.

When Travis abruptly moves to Hawaii, the gang go after him and decide to spend their vacation there too. As Jules struggles with Travis' choice, Grayson tells her he's keen on having kids.

Meanwhile, Bobby acts as Ellie and Andy's vacation surrogate, and Laurie hatches a plan to lure Travis back home.