In the fifth season premiere, Max and Caroline team up with the diner staff in a frantic attempt to keep their businesses open when the city targets Han's diner and the cupcake window for destruction. Also, Sophie and Oleg announce that they are trying to have a baby.
When the shower in Max and Caroline's apartment breaks, they get part-time jobs at the juice bar of a fancy gym and enjoy free use of the gym's locker room. However, their jobs and free showers are jeopardized when Caroline has a run-in with a group of rich moms who are jealous of the attention she's getting from a sexy trainer.
When the girls run into Caroline's newly engaged ex, Candy Andy (recurring guest star RYAN HANSEN), Caroline wonders if she made a mistake when she sees how much he supports his fiancée's career.
Max and Caroline's cupcake shop is boycotted after they refuse to sell cupcakes to an artist named “I” (guest star MICHAEL CYRIL CREIGHTON), who wants to put cocktail weenies in them.
Han insists the diner gang attends a mandatory night out in an “Escape Room Club” when he feels they aren't working together as a team. Once they're locked inside the “Alice in Wonderland”-themed room, however, it seems Han has an ulterior motive.
Max is both puzzled and curious when the new guy she is dating expresses hesitations about intimacy because he is “not regular down there.” Also, Sophie and Oleg struggle to get pregnant. STEVE TALLEY (Pretty Little Liars, The 100) guest stars as Owen.
Max is both puzzled and curious when the new guy she is dating expresses hesitations about intimacy because he is “not regular down there.” Also, Sophie and Oleg struggle to get pregnant.
Oleg's pro-basketball playing cousin comes to town to play a game against Max's favorite team, but chaos ensues when the girls interfere with the game and risk ruining their cupcake business' reputation in the process.
When Earl is not invited to play with his old jazz band at their reunion show, Max and the diner gang join forces in order to get him back on stage performing. JACKÉE HARRY (227; Sister, Sister) guest stars as Ruby, a jazz club owner.
When Max reconnects with an old friend, Caroline feels jealous and attempts to try to make some new friends of her own.
Max and Caroline make a deal in order to get into a gaming convention, where they learn Han's friend has based video game characters on them.
Caroline attracts the attention of a Hollywood executive when she shares her riches-to-rags tale at storytelling night; Sophie and Oleg look for a surrogate.
Max tags along with Caroline as she travels to Los Angeles on a film studio's dime to discuss the idea of making her riches-to-rags life story into a movie. While there, Max loses her luggage but finds a new crush.
Caroline is torn when the studio writers reveal they won't portray Max in the project; Max is being spoiled by her new Hollywood beau, Randy, who sets Caroline up on a date with his friend, Bob.
Max pet-sits Randy's dog, Bruno, who escapes with a cannibalistic serial killer loose in their neighborhood; Caroline sets up meetings with actresses who are interested in playing her.
Caroline signs the rights to her life story to be turned into a movie; Max is heartbroken when Randy breaks up with her via his therapist Elliot, Caroline rents a party bus in attempt to cheer her up.
When the girls go to prison to see Caroline's father, Martin, perform in a musical, they tell him they plan to use Caroline's movie money to convert their cupcake window into a dessert bar.
When the girls decide to look for a larger space for their dessert bar, Han sets them up with Evie, a real estate agent who has a crush on him. Also, Max is on the fence when Randy surprises her at the diner hoping to patch up their relationship, so she tells Caroline to decide for her.
In an attempt to get to know Max’s world better, her boyfriend Randy asks to spend a night at her apartment. Also, Caroline works on getting a liquor license for their dessert bar.
When a law firm courting Randy for a job invites Randy and Max to dinner at a hip new restaurant, the evening veers off course when their eclectic cuisine doesn’t sit well with Max.
When Max and Caroline need more space for their renovated dessert bar, they’re willing to do just about anything to convince Angie, the brash owner of the pizza place next door, to rent them her back office.
When Max and Caroline discover that Han is in hot water after amassing substantial debt that he cannot repay from gambling on women’s tennis, the diner gang rallies to help him.