Kristin finds success in her business with new Uncommon James offices, a growing staff and an ambitious plan for expansion; Brittainy's relationship struggles.

Kristin travels to Chicago to meet up with her friend and scope out spaces for a potential second store location; Justin's boyfriend arrives.

Kristin continues to mourn her failed friendship with Kelly and decides to seek advice from an astrologer that specializes in relationships.

Kristin returns to Chicago to visit her mom and check on her retail store's progress and finds the contractors aren't sure they can meet her high demands.

Kristin feels pressure to take a step back from her growing company as she struggles to find balance; Jay wants to bring mini donkeys to the farm.

Kristin travels to Mexico for Uncommon James' first ever national TV commercial shoot; Heidi and Audrina fly to Nashville to reminisce and bond.

Charlie's casual life is disrupted when his uptight brother and nephew appear on his front doorstep and ask if they can move in with him.

Charlie gets his first lesson in parenting when he agrees to watch Jake for Alan while Alan desperately tries to win Judith back.

Alan fails to bond with Jake over a weekend, so Charlie consoles his brother by taking him out drinking, only for them to wind up drunkenly cursing Evelyn.

Alan's perfectionism forces Berta to quit, and sticks Alan with the role of housekeeper; Charlie is tasked with prepping Jake for a dinner with Judith.

Reluctant Charlie drags himself to one of Jake's soccer games, but he and Alan realize the benefits of attending when they encounter a slew of sexy soccer moms.

Charlie agrees to go on a dinner with Evelyn and her boyfriend, but is aghast to realize that the girl he's been avoiding is the daughter of Evelyn's beau.

Jake draws a picture at school of a butterfly-tattooed-behind that he saw stamped on one of Charlie's lady friends, much to the chagrin of an infuriated Judith.

Charlie is duped into helping with Jake's school musical, but is helped by the popularity of one of his jingles; Judith surprises Alan with divorce papers.

Charlie's newest fling befriends both Jake and Evelyn, as she positions herself to force him into an unwanted long term relationship he can't get out of.

Attempting to win over newly engaged Lisa, Charlie bribes his family to come together for a customary Thanksgiving dinner to portray himself as a "family man."

The guys run into new-look Judith and her boyfriend at the movies, causing Alan to consider changing his appearance for the sake of reentering the dating scene.

The guys run into trouble when Berta's granddaughter accompanies her to work, and the men realize she is an alluringly flirtatious, insubordinate minor.

Charlie tries to score a steamy double date by using a sauna to cure Alan's flu symptoms; Jake finds Charlie's sophomoric jokes to actually be amusing.

Charlie's accountant, Stan, will struggle to find the right words to explain that Charlie is in the midst of a severe financial crisis.

Despite Alan's numerous attempts to warn him, Charlie pursues a borderline insane woman who appeals to him via her charm and eccentric personality.

A mother and her daughter find refuge with Charlie and Alan and explain to the two what they are running from; the daughter develops feelings for Jake.

Charlie tries to prove he is a responsible adult after discovering he will not be granted legal guardianship of Jake following Alan's death.

Reluctant Charlie meets up with his former girlfriend Jill only to realize that she's undergone a few changes and now goes by the name, "Bill."

Judith's sexy, sinister sister makes plans to attend Jake's birthday party, causing Alan to plead with Charlie to behave; Evelyn prefers alcohol over cake.

Brooding Jake tunes everyone out by playing guitar, disturbing Judith to the point of demanding he see a therapist, but Alan is hesitant; Charlie jams.

Charlie's secret intimate relationship with Alan's attorney backfires, leaving flabbergasted Alan to wonder what happened when his lawyer tanks the case.

Jake is sent to an inept child psychologist after Judith convinces reluctant Alan that it's necessary; Charlie discovers that Alan is a destructive sleepwalker.

Jake repeats Charlie's questionable off-hand remarks to Judith, forcing Charlie to sweet talk her and her divorced women's group to regain her favor.

Charlie decides to get a vasectomy after a pregnancy scare by a girlfriend, but his physician's fervor about his own to-be child prompts Charlie to reconsider.