The sixth and final season begins as Regina pulls the plug on faculty displays of affection on school grounds. The principal's newly minted relationship with Steve prompts the edict after the music man tries to kiss her at school. Regina ushers her co-workers into her office and tells them that they all need to set an example for the students regarding proper behavior. She is adamant that the students never find out that she is ""breaking off a piece for 'Big Daddy'"". However, she fails to heed her own advice and soon Bullethead catches her in a clinch with Steve in her office. Elsewhere, Cedric is upset by wife Lovita's uncharacteristic lack of interest in him, and finds odd ways to channel his energies.

Lovita advises Steve to give Regina a duplicate key to his apartment to show how serious he is about their relationship. Meanwhile, Lydia downplays her intelligence to help her boyfriend, Arthur, feel better about himself, as Lovita begins to feel left-out when her girlfriends seem to pay more attention to Cedric than to her.

Steve's parents are coming to town to visit, but to avoid the pressures of marriage he excludes Regina from their dinner plans, leaving Regina offended and Steve unable to explain. Cedric advises Steve to write down his feelings on paper to help him later explain the reasoning behind his actions; unfortunately, his venting mistakenly gets sent to Regina via e-mail.

Steve is confused by Regina's mixed signals when first she wants to keep their relationship casual, but then pulls out all the stops for their one-month anniversary including a romantic dinner, a hand-knitted sweater, and a bed covered in rose petals. Meanwhile, Steve allows the class members to each teach a lesson to the class.

In response to staff rumors of favoritism, Regina makes Steve proctor a test during the annual faculty luncheon. But a disturbance in the cafeteria causes him to miss the appointment, which allows Romeo and Bullethead to cheat on the exam. Meanwhile, Cedric and Lovita try to con their way into getting their still unborn child accepted into a prestigious school for children.

Regina goes on a singles outing that she booked prior to dating Steve, and when she calls him, another woman answers. Meanwhile, Lovita wants Cedric to sell his car so they can buy a minivan.

Regina's cousin stays in the principal's home after leaving her husband, but her arrogance irks Regina's friends, particularly Steve, whose weekend plans with his main squeeze are jeopardized. Meanwhile, Cedric and Lovita both think that they've accidentally learned the gender of their unborn child after promising each other that they would wait until the birth.

Steve plans an elegant dinner party with friends in celebration of his relationship with Regina, but when Regina starts assuming responsibility and takes over with the details and planning of the dinner party, Steve reminds her that ""Big Daddy"" is in charge at ""home"" and Regina is in charge at work, which leads to an argument about her bossy demeanor. Meanwhile, Cedric is hesitant to participate in Lovita's childbirth class; and Steve's students plan senior-class pranks.

Steve (Steve Harvey) and Lovita (Terri J. Vaughn) square off against each other in sleazy campaign tactics when they run for one open slot on the apartment building tenant board and the usually friendly ""game night"" turns ugly.

In the midst of planning Lovita's (Terri J. Vaughn) baby shower, Regina (Wendy Raquel Robinson) has to suddenly leave town and rely on Steve (Steve Harvey) to plan the shower, leaving all of the shower games, goodie bags and girlie details in ""Big Daddy's"" hands. Meanwhile, Romeo and Bullethead create a stack of fake teacher evaluations aimed at discrediting Mr Hightower.

Regina hires a new assistant to fill in while Lovita is on maternity leave, but after Regina gives the homely girl a killer makeover, she thinks Steve may be making a play for her. Meanwhile Romeo tries to decide whether to go to college or go to work with his father driving a cab, as Lydia muses on her college dorm assignment to roommate, Laquitia Jefferson.

Steve is a little too enthusiastic in his glee over Romeo, Bullethead, and Lydia's impending graduation, especially when Lydia wins the class-valedictorian race and Romeo is voted the senior speaker for commencement. Meanwhile, Steve and Regina compete with each other over who can book the coolest celebrity to speak at the commencement ceremony.

The series concludes with Regina accepting a great job opportunity in California and asks Steve to leave his life in Chicago, and move with her. Steve has to decide whether or not to let the love of his life walk out of his life forever, or take a chance on love in a far away place.