In the first-season finale, Tanya worries that Maddie might be falling for her ex-husband Roger again, and her fears appear valid when she finds them in bed together. Meanwhile, Keith gets caught in the middle of an argument between Danika and Lauren. Roger: David Lee Smith. Lauren: Ashleigh Ann Wood.
Keith's father comes back to town with news that he plans to stay in the area just as Maddie makes plans for Keith's birthday party, an event she doesn't want her wayward ex to attend. Elsewhere, Danika and Lauren try to get along, for Keith's sake. Rapper Lil Jon performs. Roger: David Lee Smith. Lauren: Ashleigh Ann Wood. Joe: Al Pugliese.
Keith prepares to have sex for the first time, and he's reluctant to talk to his mom about it, despite their close relationship. However, Maddie inadvertently learns about Keith's plans after Bobby finds condoms under the teen's bed. Lauren: Ashleigh Ann Wood. Sully: Josh Waters. Dell: Ryan Hansen.
Danika hosts a sleepover and one of her friends pursues Keith while his girlfriend is out of town for the weekend. Meanwhile, Maddie and Tanya get on Danika's nerves when they try to bond with the overnight guests. Lauren: Ashleigh Ann Wood. Anna: Tamara Feldman. Steffi: Vicki Davis.
Keith goes against Danika's wishes and dates a girl who has been an academic rival of Danika's for several years. Elsewhere, Pop escorts Bobby on a dinner date with a girl who used to bully him. Lauren: Ashleigh Ann Wood. Ethel: Tembi Locke. Emily: Camille LaChe Smith. Carol: Lisa Darr.
Sparks fly between Maddie and Tanya's brother Dave when the serviceman visits the Ward home during a furlough. Elsewhere, Keith and Danika get “married” as part of a school project on relationships, but Keith doesn't take the assignment as seriously as his faux bride does. Dave: Kent Faulcon.
Keith and Danika both take their driver's permit tests, with Danika acing the exam while an overly prepared Keith fails it. Elsewhere, Tanya and Maddie buy a sporty car together, even though they were supposed to shop for a family vehicle. Salesman: Eddie Allen. Trish: Kimberly Williams. Ethel: Tembi Locke.
Tanya's father (George Wallace) comes to visit without her mother, which makes Tanya wonder if her parents are having marital problems. Elsewhere, Keith teaches Pop how to act youthful in order to keep his younger girlfriend interested in him. Ethel: Tembi Locke.
Maddie gets a prized promotion at work, but her new responsibilities give her less time to spend at home with Keith, who then turns to Tanya for help with a school problem. Meanwhile, Bobby frets over a project that he and his mother are working on together. Lisa: Sarah Laine. Devin: Josh Waters. Principal Higgins: Christopher Darga. Secretary: Andrea Walters.
Keith encourages Maddie to start dating again, but he has second thoughts when he meets her new beau. Meanwhile, Danika's new love interest faces inspection by Ed and Bobby. Jim: David Newsom. Todd: Cory C. Hardrict. Hugh: Christopher Cass.
Keith dates two girls at the same time, then tries to decide which he likes better: the one who acts like Maddie or the one who acts like Tanya. Elsewhere, Ed gives Danika advice on how to deal with her boyfriend. Todd: Cory Hardrict. Tammy: Shannon Simon. Mary: Maggie Grace.
A bully picks on Bobby, resulting in changes in his behavior, but Ed and Tanya think Keith is to blame, so they tell him to move out of Bobby's room and into Pop's garage apartment. Emily: Camille LaChe Smith. Judy: Tracey Costello. Bobby: B.J. Mitchell.
Keith works at Ed's shop to learn some financial responsibility and surprises everyone by excelling at his job, but a clash over salary jeopardizes the teen's employment. Stubby B: Roderic Tate. Photographer: Jimm Giannini. Customer #1: Nicole Robinson. Customer #2: Frances Callier. Customer #3: Peter Choi.
Tanya punishes Keith for getting a school suspension, so the teen retaliates by convincing Ed that his wife makes all the family decisions, which leads to a power struggle between him and Tanya. Tanya: Holly Robinson Peete. Keith: J. Mack Slaughter. Ed: Kevin Michael Richardson.
Keith tries to hide his unpopularity from his mother after Danika announces that she has been asked to a school dance. Meanwhile, Tanya tortures Ed for failing to take her to a dance when they were in high school. Billy: Walker Howard. Sidney: Norman Alden. Maria: Pauline H. Jones. Keith: J. Mack Slaughter. Danika: Megalyn Echikunwoke.
Keith takes lessons from Pop on how to “be black” after a black girl turns him down for a date because she's not allowed to go out with white boys. Meanwhile, Tanya and Ed wonder if they are racists when they take an immediate dislike to Danika's new white boyfriend. Wayne: Marc Senter. Vivica: Shvona Lavette. Ed: Kevin Michael Richardson. Tanya: Holly Robinson Peete.
Keith joins a band, but its performance schedule conflicts with his college-prep class, so he tells his family that he's skipping college to follow his musical dream. Meanwhile, Pop trains Bobby to be a pro golfer when he grows up. Band Leader: Branden Williams. Lead Shammodore: Darnell Suttles. Keith: J. Mack Slaughter. Maddie: Diane Farr.
Ed hustles the kids out of the house as part of his plan for a romantic evening at home with Tanya, but his scheme backfires when he tries to get rid of Maddie. Shelly: Christina R. Copeland. Salon Attendant: Josh Crosby. Ed: Kevin Michael Richardson. Tanya: Holly Robinson Peete. Maddie: Diane Farr.
Maddie gives Keith a curfew after Tanya and Ed convince her that he needs one, but the teen immediately breaks the new rule, leading Maddie to give him a stiffer punishment. Maddie: Diane Farr. Keith: J. Mack Slaughter. Tanya: Holly Robinson Peete.
Tanya lectures Ed about getting along with Keith, but she fails to heed her own advice when she butts heads with Maddie over the single mom's sisterly relationship with Danika. Meanwhile, Pop offers Bobby tips on dealing with women. Tanya: Holly Robinson Peete. Ed: Kevin Michael Richardson. Maddie: Diane Farr.
Keith (J. Mack Slaughter) gets caught sneaking out of the house and then tries to get Danika (Megalyn Echikunwoke) in trouble, but his plan backfires. Tanya: Holly Robinson Peete. Maddie: Diane Farr. Ed: Kevin Michael Richardson. Bobby: B.J. Mitchell. Pop: J. Anthony Brown.
Maddie runs into Keith's biological father and agrees to let him meet his son, but the reunion is happier than she had hoped. Elsewhere, Ed competes for a trophy in a bowling tournament for small-business owners. Roger: David Lee Smith. Lyle: Steve Kehela. Lyle's Son: Aaron Hamill. Counter Worker: Joshua Ryan.