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Regina tells her staff to act professionally when they interact with their significant others at school. But her advice falls flat when Bullethead catches her hugging Steve in her office. Meanwhile, Cedric is upset by Lovita's lack of interest in him.

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.

Steve's parents are coming to town to visit, but to avoid the pressures of marriage he excludes Regina from their dinner plans. Cedric advises Steve to write down his feelings on paper to help him explain the reasoning behind his actions.

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.

In response to staff rumors of favoritism, Regina makes Steve proctor a test during the annual faculty luncheon. 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 newly separated cousin Chloe moves in with her, but Chloe's arrogance quickly annoys Regina’s friends. Meanwhile, Cedric and Lovita each believe they’ve accidentally discovered their baby’s gender, despite agreeing to wait until the birth.

Steve plans an elegant dinner party with friends in celebration of his relationship with Regina. Meanwhile, Cedric is hesitant to participate in Lovita's childbirth class.

Steve and Lovita square off against each other in sleazy campaign tactics when they run for one open slot on the apartment building tenant board.

In the midst of planning Lovita's baby shower, Regina has to suddenly leave town and rely on Steve. 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. Meanwhile, Steve and Regina compete with each other over who can book the coolest celebrity to speak at the commencement ceremony.

Regina is offered a job at a California school, and Steve must decide whether to accompany her or stay in Chicago with his friends and his teaching career. Meanwhile, Lovita is enduring false labor pains.