Max and Caroline's dessert bar business booms when they hire a popular bartender, but the girls are forced to intervene when Han becomes addicted to the mixologist's potent cocoa powder in his signature cacao drink.
Part 1 of 2. Max and Caroline put the finishing touches to their newly converted Dessert Bar. Meanwhile, Max deals with the aftermath of her breakup with Randy, and Sophie and Oleg prepare for the birth of their baby.
Part 2 of 2. Sophie goes into labour just before the Dessert Bar's grand opening and demands that Max and Caroline be present for the birth. Meanwhile, the girls run into problems when they don't secure a liquor license for their new venue.
Max and Caroline's plans to attract upscale clients to their dessert bar go awry when members of an arm-wrestling team become regulars. Meanwhile, Oleg ghost writes sexy messages for Max to send to Randy.
Oleg and Sophie's plan to have Max and Caroline as Barbara's godparents goes awry when Oleg's domineering mother arrives from the Ukraine for the baby's baptism and fires the girls from their godparent duties.
Max gives Caroline the college party experience she never had when they are invited to speak at Caroline's alma mater, the University of Pennsylvania, about their business. Meanwhile, Oleg's attempts to bond with baby Barbara are rebuffed by a possessive Sophie.
Earl is concerned he may not be able to keep up when his long-lost sweetheart, Pilar, visits from Cuba and wants him to take her sightseeing around the country. Meanwhile, Max must decide whether it's time to take her texting relationship with Randy to the next level.
The girls take a bartending class in order to add cocktails to their dessert bar menu, but Caroline is forced to take the class exam alone when Max gets chicken pox. Meanwhile, Sophie introduces a creepy lookalike video monitor doll to keep tabs on baby Barbara.
Randy and Max tire of Caroline being the third wheel on their FaceTime dates, so Randy sets her up on a date with one of his co-workers. Meanwhile, Oleg becomes distraught when Sophie tells him to sell his beloved car for a minivan.
When a hurricane approaches, Caroline fears a big divorce party she's planning for a wealthy couple will get canned when the unhappy pair get stranded at the dessert bar. Meanwhile, Max fears Randy really did break up with her when she suspects he is blocking her calls.
Max decides to head to Los Angeles to win back Randy, so she and Caroline embark on a cross-country road trip with Han at the wheel. Back in New York, Oleg takes charge of the diner and Sophie fills in as a waitress.
Max and Caroline stow away and waitress on a riverboat to New Orleans, as they try to reach Randy in Texas. Back at the diner, Oleg and Sophie make big bucks when they sell pony rides on Chestnut.
Max and Caroline are cast as zombie extras when they arrive on a movie set in Texas. Back at home, Han and Oleg try their hand at construction after they fire the contractor working on the dessert bar.
Caroline is impressed with not only the dessert bar renovations but also with the contractor on the job. Meanwhile, Max rushes to see Randy when she learns he is in a NYC hospital, and Sophie joins a mothers group that cares more about partying.
Caroline is excited to go on her first date with Bobby, but she gets nervous when she realises Max will be in charge of the dessert bar solo for the first time. Meanwhile, Sophie and Oleg decide to mix things up and try going out on a date instead of staying in.
As Caroline prepares for her third date with Bobby, she decides to spice things up by taking a burlesque class accompanied by a reluctant Max, who decides to abstain from sex after her breakup with Randy. Also, Max decides to go golfing with Han.
When Bobby invites Caroline to a party to meet his family, she is eager to make a good impression but isn't prepared for the torch that his mother and sisters still carry for Bobby's ex-girlfriend.
When Han's therapist suggests that Max needs to confront her daddy issues, she reluctantly heads to Rhode Island to track down her birth father with the diner gang in tow.
Max reads a text on Bobby's phone suggesting he has a child with his ex, Jessica, so she and Han go undercover as an engaged couple to Jessica's wedding planning shop to find out the truth.
Caroline tries to embrace Bobby's hobby of bowling, but she fears she is his bad luck charm when she injures his teammate's hand threatening their chance for a championship.
The girls are excited when they are invited to a press junket to promote the film about Caroline's life, but Caroline gets a surprise when her ex-boyfriend, Candy Andy, shows up.
The girls and the diner gang prepare for their big night on the red carpet at the premiere of the film about Caroline's life. Meanwhile, Max and Caroline contemplate their future at the diner and the states of their love lives.