We meet Jules, a women who at her twenties took on marriage and a baby instead of experiencing the dating scene. Now on her forties, she finds herself as a divorcee and eager to live the dating scene that she missed.

With the help of her friend, Laurie, her younger co-worker who wants to show Jules to go out there and have fun; Ellie, her sarcastic, married and content to her average but lovable husband Andy. There's also her family, her ex-husband Bobby and her son Travis, who will test her patience, and her new fortysomething divorced neighbor Gray, who doesn't believe that Jules can date again.

Jules tries to party hard like a twentysomething and ends up looking like a total fool, when even her best friend Ellie, told her not to do it.

Jules family and friends crash the 10th date with her new boyfriend, Josh. Ellie and Laurie help Jules realize that it's ok to be selfish once in a while, when Jules has a disastrous experience in bed with Josh. Meanwhile, Jules left Travis with her dad Bobby, who has to be responsible and deal with his son.

Jules accidently tells Grayson he's hot, she tries to get him to admit she is sexy too. Jules uncovers Grayson's weakness. Meanwhile, Ellie feels unattractive after the birth of Stan.

Jules hates the day when her ex-husband, Bobby, and Grayson become friends over a golf lesson that she organized to help boost Bobby's self esteem. Meanwhile, Laurie surprises everyone even herself when she takes on a new client to prove her worth to Jules.

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 hesitantly goes out on a date with an older man just to be away from her usual companions: her friends, her ex-husband, and her son. Grayson makes a bet with Jules that she can't go through a day without anyone by her side.

Mad because her two best friends don't get along, Jules tries to have fun at her birthday. She finally convinces Ellie and Laurie to go with her on a wild birthday weeken, and they accept. But Jules encounters her nemesis with her flirtatious husband.

Jules plan for a romanctic dinner for two backfires for Thanksgiving. Travis shows off his girlfriend Kylie to everyone. Jules gives Travis and Kylie advice on birth control. Bobby and Grayson bond over a common interest.

Scott Foley gest stars as Jeff, a very wealthy potential home buyer who is interested in one of Jules overpriced homes. Meanwhile, Ellie with reserves leaves the baby with Andy for a day to prove that she trusts in him.

Despite their fear of the meanest dermatologist in town, Dr. Amy Evans, Jules and Ellia are willing to endure the wrath for an appointment with the best in the business. However, after Jules learns that Dr. Evans is seeing Bobby, she's determined to protect him from her. Meanwhile, Travis' new job, which is working for Barb, turns out being more than what he bargained for.

When things heat up with her boyfriend, Jules stars to freak out, while Laurie seeks sex with an unsuspecting friend. Meanwhile, Andy spills the beans about 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.

Sheryl Crow guest stars as Sara, a confident wine representative, who sets her sights on Grayson, but is he strong enough to be with her? Meanwhile, Ellie tells Jules that she cannot change something about her because of her age and Jules tries to prove her wrong by not drinking for a month. While Bobby's new dog is Andy's competition.

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. Then she reads the speech without Travis permission and with Grayson's warning, and it's crushed when she is not mentioned in it. Meanwhile, Ellie does something nice for Laurie, and Bobby tries to be suportive of Travis on his big day and not embarrassed him.

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.