Jules always seems to be with her friends, her ex or her son. One night when everyone is busy, she reluctantly takes a date with an older man just to get out of the house, so Grayson makes her a wager that she can't spend a whole day by herself.

After her breakup with Jeff, Jules turns to Bobby for some cheering up. But when a bottle of wine leads to a passionate kiss, will they agree it was only a casual meaningless kiss? Meanwhile, Laurie discovers a thing that both Jules and Grayson have in common, while Travis plans with Kylie don't go as planned.

Jules, not wanting to spend Valentine's Day alone, turns to Grayson to keep her company when everyone else makes plans. Meanwhile, Bobby and Jules take different sides when Travis asks to go to a party where they know he will be drinking; Ellie tries to prove she is the alpha dog, not Grayson; and Laurie meets Smith's father.

Jules and Sara hit it off, but when Grayson is overly attentive to his new girl, Jules warns him to back off before Sara pulls away. Meanwhile, Jules' perfect new bathroom complete with a "talking toilet" becomes the main attraction in her home and Grayson finds inspiration for a new song with a little help from Sara.

Jules has mixed feelings when Travis gets accepted to two of his choice colleges. Now he must decide between schools in California or one just 20 minutes from home. As Jules struggles with the thought of Travis moving away, Grayson is there for her. Meanwhile, Laurie considers her feelings for Smith when he returns from law school, and Andy longs for the freedom to do whatever he wants around the house, free of Ellie's rules.

Jules has difficulty coping when Travis gets ready to leave for college; Andy forms an elaborate plan to deceive Ellie.

Jules schemes to continue giving Bobby money when he stops taking alimony payments. Ellie ticks off the gang by being arrogant about her intelligence.

Jules isn't happy when her father pays a visit. Travis gets a surprise at Halloween, and Bobby campaigns to be Stan's guardian should something happen to Ellie and Andy.

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 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.

Jules comes up with a new game for the crew; Ellie complains about doing what Jules wants to do; Andy is mad at Grayson; Bobby introduces his new friend to the group.

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. Meanwhile, Bobby's given the chance to play golf for free in order to train for his upcoming tournament, as long as he tees off before 6:00 a.m., and Andy volunteers to be Laurie's wingman as she puts herself back out there after her split with Smith.

Travis joins his father and Andy at a professional golf tournament; Jules faces her fear of public humiliation; Ellie and Grayson are impressed by Laurie in a trivia game.

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.

There is no time for romance when you're planning a wedding, and Jules is in full "AWATT" mode (All Wedding All the Time), until Travis is in an accident and rushed to the hospital. Meanwhile Grayson is feeling neglected by Jules, so the guys try to cheer him up by inventing a new game called "D-Ball," and things get dangerous when Laurie and Ellie want to play.

Just as Jules is trying to work through Grayson's "baggage" from his wild single days, a chance encounter with a former fling, Holly, ends with him learning that he's the father of a one-year-old baby girl he never knew he had.

When Bobby's boat goes missing, Jules and Bobby step into their old crime fighting personas, "Blacktop" and "Gumshoe", in order to solve the mystery. Meanwhile, Grayson helps Andy win over his new supervisor by teaching him "the neg," and Laurie and Travis attempt to decorate her apartment together.

As Chick deals with the fallout from his first Alzheimers symptoms, Jules convinces him to look at houses nearby. Without meaning to, Grayson introduces the idea of Chick moving in with them, a suggestion he quickly regrets. All the while, the Cul de Sac Crew excitedly prepares for Travis's college graduation which kicks off, among other things, a rivalry between Ellie and Laurie for who is #1 on Jules' most-important-friend list.