Kevin tries to get his job back, but soon finds that Tiffany is considering bringing in a wizard female stylist instead, prompting him to take steps to make her see that his presence at the salon is needed.
After Tiffany moves into Kevin's apartment, Kevin moves into Jack's estate and quickly becomes enamored of the lifestyles of the rich. Meanwhile, Candy can't convince her colleagues that she's moved on from her breakup.
Tiffany begins to wonder about Kevin’s sincerity around the salon, as she learns that his attempts at friendship were merely made so as to get her help with meeting women. Meanwhile, Faith and Candy look into the world of internet dating.
Jack balks at giving the staff raises, but when it is revealed that the salon is his most lucrative business, Tiffany and Kevin are furious. Meanwhile, Walt misreads the kindness received from Faith as romantic signals after helping her with her car.
Tiffany decides to work her father into a rage by dating the father of his young new girlfriend.
Kevin prematurely starts making big plans after coming to believe that Jack will buy his newly-created line of hair products. Meanwhile, the restless gang ends up hanging out with Candy at her second job, hairstyling for cadavers, when the salon is as empty as a ghost town on Halloween.
Tiffany forces everyone to take a sexual harassment course when she grows weary of the male staff's ogling ways towards the customers and ladies on staff. The staff then coaxes Ace into getting rid of their stern sexual harassment instructor when she takes an interest in him.
While trying to get a new-age couple to sign on as the supplier of a new product during a weekend spa seminar, Kevin and Tiffany decide to go as a married duo, themselves. Meanwhile, Walt is put in charge of the salon during their absence, a situation which the rest of the staff is not too thrilled about.
Kevin and Tiffany try to find out which employees have been giving them negative evaluations. Meanwhile, Candy is wary of a customer who seems attracted to her when she thinks he’s part of the mob, and Ace and Walt team up to purchase a used datemobile on wheels.
After trying to avoid rekindling things with her visiting mother, Tiffany finds out the real reason Marsha and Jack got divorced. Meanwhile, Kevin and Candy discover that the people they are seeing were once romantically linked, themselves.
Kevin and Tiffany force the staff to work until midnight on New Year's Eve when Jack wants the salon open late for business, even as they themselves head to a Whitney Houston gig at the Mayor's mansion. The dejected staff then gets a treat when Bobby Brown stops in for a haircut on the way to see the performance.
Tiffany begins to think she must get cosmetic surgery to enhance her looks, or risk losing her boyfriend's attentions, after she hires a cosmetic surgeon to work at the spa.
When the group heads to Atlantic City, Kevin gets too confident and bets the salon in a poker game with poker champ, and onetime rival of Tiffany's, Vince Van Patten. When he loses it all, Tiffany is forced to figure out how to undo the damage. Meanwhile, due to a cancellation, Walt manages to land a slot on Atlantic City's big comedy festival.
Tiffany has second thoughts about dating within the workplace when she is smitten with a colleague.
When Tiffany's boyfriend, Jeremy, tells her he has kids from a past marriage, she wonders if the two can still sustain their relationship. Meanwhile, Faith and Walt try to keep their burgeoning romance a secret from the staff, and Kevin begins to wonder if he can continue his haircutting career when his bad wrist keeps causing him to slip.
After dating women who tend to fawn all over him, Kevin gets in over his head when he goes out with a doctor and ends up fawning over her. Meanwhile, Tiffany and Candy get into an argument after Tiffany's insistence that the two friends get tattoos together goes awry.
Kevin tries to convince Tiffany to join him and stand up to her father when he drops by announcing plans to erect condominium buildings which would push out local shops. Meanwhile, Candy tries to fix up Walt and Candy on dates, unaware of their status as a couple.
Tiffany rethinks the relationship status between her and Jeremy when an old college friend comes back into town for a visit.
Kevin takes Felicia out on a couples date with Tiffany and Jeremy, assuming it will be a one-off event, but the ladies soon want to keep having them, prompting Kevin and Jeremy to figure out a way out of that future. Meanwhile, the salon staff is taking odds on the demise of Walt and Candy's romance, even though the couple assumes no one knows.
Kevin does a guest-speaking turn at Darius' business class, but when the experience goes very badly for him, he decides to audit the class as a student and enter a marketing contest to show his true business acumen. Meanwhile, Tiffany seeks Candy and Faith's assistance when she secretly tries to fix Jeremy's less-than-desirable wardrobe.
Kevin discovers that his anniversary gift for Felicia contains a diamond by mistake, prompting Felicia to think he's proposing to her, but he finds himself unable to tell her the truth. Meanwhile, Tiffany begins to think she needs a wilder life than the one she has with Jeremy when her party-loving cousin comes for a visit.
In the aftermath of her breakup with Jeremy, Tiffany considers leaving the salon to Kevin and taking her father's offer to become an executive in his company. Meanwhile, Walt discovers a positive pregnancy test in the salon truck, but Ace comes to think that it belongs to Candy, as opposed to Walt, who believes that it's Faith's.