Jules, a recently divorced single mother, begins to explore the ins and outs of dating in a culture obsessed with youth and beauty.
Despite Ellie's advice, Jules decides to try to keep up with the partying twentysomethings. However, things do not go as Jules had planned.
Jules' family and friends meddle in her tenth date with Josh, and show her that she doesn't need to put the needs of other before her own all of the time. Meanwhile, Bobby has to behave like a responsible adult in order to deal with Travis.
When Jules accidentally tells Grayson he's hot, she sets out on a mission to get him to admit that she's hot too. Meanwhile, Ellie doesn't feel sexy anymore after having Stan; and Bobby and Travis search for something to bond over.
Jules tries to get Bobby to make something of his life and become a full time golf teacher at a country club. However, Bobby doesn't want to leave the club where he set the course record.
Once Josh tells Jules he loves her, she decides to break things off. Elsewhere, Grayson, Bobby and Andy make a bet during a golf match.
Jules accepts a date with an older man, which she regrets, just to get out of the house. Grayson wants Jules to bet with her that she can't spend a day by herself.
Upset that her two best friends aren't getting along, yet determined to have a great birthday, Jules has Ellie and Laurie go with her on a weekend away. However, Jules has an encounter with her husband.
Jules' small Thanksgiving dinner turns into a large get-together as Travis invites his girlfriend, Kylie, to dinner. Jules and her friends are determined to make a good impression on Kylie, but Jules finds herself giving Travis and Kylie a lesson on birth control.
A wealthy potential home buyer fakes interest in a home in order to get Jules' attention. Meanwhile, Ellie leaves the baby with Andy to prove to herself she can trust him with Stan.
Jules and Ellie book an appiontment with the best dermatologist in town, Dr. Amy Evans, who happens to also be the meanest dermatologist in town. However, when Jules learns Dr. Evans is dating Bobby, she sets out to save her from him. Meanwhile, Travis begins to work for Barb, but it becomes more than he had expected it to be.
Jules panics when things begin to heat up between her and her new boyfriend. Meanwhile, Laurie tries to sleep with a friend; and Andy reveals his big secret.
Jules turns to Bobby for comfort after breaking up with Jeff, but when they kiss after too much to drink they insist the kiss was meaningless. Meanwhile, Laurie finds a link between Jules and Grayson, and Travis' plans with his girlfriend don't go as he had hoped.
A hot tennis instructor pits Ellie and Jules against one another. Meanwhile, Laurie cant' get Travis out of her mind, and Andy and Grayson try to comfort Bobby who is heartbroken.
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.
Laurie needs a co-signer to buy her first condo and finds her less than stellar, absentee no help at all. Meanwhile, Bobby is mugged by a woman and Travis comes to Barb's aid after her latest cosmetic surgery procedure.
Jules is determined to prove to Grayson that women and men can be friends without any sexual undertones. Meanwhile, with Jules' encouragement, Andy buys a motorcycle from Laurie -- to Ellie's dismay -- and Travis joins Bobby on a man-trip for some "noodling," only to be mortified by his discovery of what noodling actually is.
Jules decides to stop drinking wine for a month while Grayson's new wine rep looks to be interested in him.
Jules thinks Grayson is overly attentive to his new girlfriend, Sara; Jules' new bathroom becomes the main attraction in her house.
Jules is thrilled for the chance to take care of Travis after his first big break-up. But when Jules discovers the truth about the break-up, she comes to an unwelcome realization about herself. Meanwhile, Sara considers whether Jules threatens her relationship with Grayson and turns to Ellie for guidance; and Andy searches for any resemblance between himself and son Stan.
When Travis is accepted into some of his choice colleges, Jules has mixed feelings; Smith returns from law school.
Jules and Grayson consider the notion of FWB, friends with benefits. Meanwhile Andy hires a nanny for Ellie, and Travis benefits from Bobby's unconventional plans to make some extra cash
Jules encourages Travis to submit a graduation speech; Ellie does something uncharacteristically nice for Laurie; Bobby tries to refrain from embarrassing Travis.
Jules and Grayson hatch an elaborate plan to break the news to Bobby that they're officially dating, and Travis sees the wrath of a truly angry woman for the first time when he forgets his momentous seven-month anniversary with Kylie
Jules finds an instant connection with her new shrink, Glenn, until she discovers the unfortunate but hilarious truth about her method of treatment; Ellie is jealous over Jules' fondness for Glenn; a bet between Laurie and Travis leads to a sweet sibling-like moment; and Bobby acts out his frustrations that Jules and Grayson are dating.
Jules has trouble coping when Travis gets set to leave for college, Laurie teaches Bobby how to use the internet on his "new" laptop, and Andy hatches an elaborate plan to deceive Ellie with the help of 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. 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.
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.
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.
After Travis abruptly moves to Hawaii, the gang decides to go on vacation there. Grayson tells Jules that he wants to have kids. Laurie tries to lure Travis back home.
Jules is miffed when Grayson (who has an ulterior motive) calls her “predictable”; Ellie frets that little Stan is turning into a “devil child,” or even worse, could grow up to be like Laurie; and Travis likes his new off campus housing, until Bobby tries to convince him to take dog Travis in.
Jules ends up asking both Ellie and Laurie to be her "co-maids" of honor because she can't stand to hurt anyone's feelings; and Grayson tries to ask Chick for Jules' hand in marriage formally, but Chick decides to have a little fun in the process.
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.
One look is all it takes for Bobby to fall for Travis' photography professor, but Travis refuses to introduce them; Laurie falls for a guy she's never met when she begins a romance, via twitter, with a soldier in Iraq; and Jules and Andy prepare to go to war against an unruly gang of kids on bikes who are terrorizing the cul-de-sac.
Jules and the gang decide Bobby needs some help romancing Angie so they launch "operation kiss-the-girl." Meanwhile, other former "Scrubs" cast turn up, as Ted and the Peons pass through on their way to audition at Disney World.
When Grayson runs in to an old one-night-stand he gets some shocking news that threatens his relationship with Jules.
Travis wants to take Jules and Grayson's wedding pictures, but Jules, who wants everything to be perfect for her second wedding, isn't so sure; meanwhile Bobby wants to get serious with Angie, but does she feel the same way?
No one believes Ellie when she tries to convince them that her seemingly lovely mom, Betsy, is actually a sociopath; Grayson decides to help Laurie with her dream of opening a cake business, but her reaction isn't what he expected; and Bobby and Chick help Travis and his buddies in their plan to steal the campus cougar statue.
Jules and Grayson can't see eye to eye when it comes to joining their finances, but they're both going to have to make some sacrifices if they actually want to get married -- and that is not going to be easy. Meanwhile, Laurie's Krazy Kakes business is doing surprisingly well, and Travis convinces her to make some grown up decisions of her own.
Jules has a hard time accepting that Holly is part of her life, a situation that does not improve after she finds out that Holly and Travis made out; Andy wants to run for mayor so he can change the town rules against weddings on the beach (something Jules has her heart set on), but Ellie won't let him; and Laurie tries to convince Bobby he's just socially inept, not prejudiced, after he blurts out some awkward comments at the cake shop.
Jules has a hurricane party at her house when a storm blows into town; Travis decides to make a play for Laurie.
After Grayson's house sustains hurricane damage, he moves in with Jules; Laurie and Ellie ask Travis to help determine which of them is sexier; Bobby and Jules compete in a ``white shirt challenge.''
Jules plans a spring Thanksgiving after realizing the gang didn't celebrate the holiday together; Ellie's parenting skills are called into question when Stan gets a hold of Big Carl; Grayson helps Andy prepare for an annual pizza toss.
When Grayson complains that he's living the movie "Groundhog Day" because the gang shows up at the same time every day at Jules' house, Jules asks for a "Groundhog Day"-themed bachelorette party so that Ellie and Laurie can explain the movie to her. Then, fed up with the lack of privacy, Grayson convinces Jules to elope to Napa . . . but the cul de sac crew happily tags along.
When Grayson complains that he's living the movie "Groundhog Day" because the gang shows up at the same time every day at Jules' house, Jules asks for a "Groundhog Day"-themed bachelorette party so that Ellie and Laurie can explain the movie to her. Then, fed up with the lack of privacy, Grayson convinces Jules to elope to Napa . . . but the cul de sac crew happily tags along