# List of Living Single episodes

This is a list of all television sitcom episodes for Living Single.

## Series overview

| Season | Episodes | Episodes | Originally released | Originally released | Rank | Viewers (millions) |
| Season | Episodes | Episodes | First released | Last released | Rank | Viewers (millions) |
| 1 | 27 | 27 | August 22, 1993 (1993-8-22) | May 15, 1994 (1994-5-15) | #56 | 9.3 |
| 2 | 27 | 27 | September 1, 1994 (1994-9-1) | May 18, 1995 (1995-5-18) | #84 | 8.7 |
| 3 | 27 | 27 | August 31, 1995 (1995-8-31) | May 9, 1996 (1996-5-9) | #111 | 6.5 |
| 4 | 24 | 24 | August 29, 1996 (1996-8-29) | May 8, 1997 (1997-5-8) | #104 | 6.2 |
| 5 | 13 | 13 | September 11, 1997 (1997-9-11) | January 1, 1998 (1998-1-1) | #117 | 7.0 |

## Episodes
### Season 1 (1993–94)

| No. overall | No. in season | Title | Directed by | Written by | Original release date | Prod. code | Viewers (millions) |
| 1 | 1 | "Judging by the Cover" | Tony Singletary | Yvette Denise Lee | August 22, 1993 (1993-8-22) | 475074 | 15.1 |
| Khadijah and Synclaire must find a diplomatic way to tell Regine her new boyfriend, Brad Hamilton (Cylk Cozart) is married. ||||||||
| 2 | 2 | "I'll Take Your Man" | Tony Singletary | Yvette Denise Lee | August 29, 1993 (1993-8-29) | 455752 | 17.1 |
| Regine's jealousy affects Khadijah and Synclaire when Maxine begins dating her ex-boyfriend (Charles Penland). ||||||||
| 3 | 3 | "Whose Date Is It Anyway?" | Tony Singletary | Becky Hartman | September 5, 1993 (1993-9-5) | 455753 | 11.9 |
| After giving Synclaire dating advice, Khadijah, Regine, and Maxine follow her to the restaurant and end up causing a scene. ||||||||
| 4 | 4 | "A Kiss Before Lying" | Ellen Falcon | Daniel Margosis & Robert Horn | September 12, 1993 (1993-9-12) | 455754 | 15.7 |
| Maxine persuades Kyle to act as her boyfriend when an old flame comes to dinner. ||||||||
| 5 | 5 | "In the Black Is Beautiful" | Tony Singletary | David Cohen & Roger S. H. Schulman | September 19, 1993 (1993-9-19) | 455751 | 15.2 |
| Khadijah borrows money from Maxine to keep Flavor in business, which starts to ruin their friendship. ||||||||
| 6 | 6 | "Great Expectations" | Ellen Falcon | Calvin Brown, Jr. | September 26, 1993 (1993-9-26) | 455755 | 17.2 |
| The girls visit a nightclub searching for their dream men but find only nightmares. ||||||||
| 7 | 7 | "Full Court Press" | Ellen Falcon | David Cohen & Roger S. H. Schulman | October 3, 1993 (1993-10-3) | 455756 | 16.2 |
| A minor traffic accident leaves Khadijah, Regine, and Synclaire in need of a good lawyer. ||||||||
| 8 | 8 | "Living Single... with Children" | Ellen Falcon | Lore Kimbrough | October 10, 1993 (1993-10-10) | 455757 | 16.1 |
| Regine agrees to babysit her new boyfriend's (Dominic Hoffman) daughter and gets a quick lesson in motherhood. ||||||||
| 9 | 9 | "Just Friends?" | Ellen Falcon | Bernadette Luckett | October 17, 1993 (1993-10-17) | 455758 | 16.9 |
| Khadijah fears a night of passion may damage her friendship with Scooter. ||||||||
| 10 | 10 | "Quittin' Time" | Ellen Falcon | Daniel Margosis & Robert Horn | October 24, 1993 (1993-10-24) | 455759 | 17.4 |
| Khadijah tries to break in a new secretary after Synclaire quits. ||||||||
| 11 | 11 | "The Naked Truth" | Ellen Falcon | Becky Hartman & Yvette Denise Lee | November 7, 1993 (1993-11-7) | 455760 | 16.3 |
| Overton moves in with the girls after a fight with Kyle but drives them crazy. ||||||||
| 12 | 12 | "Crappy Birthday" | Jim Drake | Tom Anderson & Yvette Denise Lee | November 14, 1993 (1993-11-14) | 455761 | 15.0 |
| While celebrating Khadijah's birthday, Synclaire hits the jackpot in Atlantic City. Guest stars: Ed McMahon and Flip Wilson ||||||||
| 13 | 13 | "Love Takes a Holiday" | Ellen Falcon | Nastaran Dibai & Jeffrey B. Hodes | November 21, 1993 (1993-11-21) | 455762 | 17.9 |
| Kyle falls in love with Khadijah and Synclaire's friend (Nia Long), but she isn't willing to commit. ||||||||
| 14 | 14 | "Burglar in the House" | Ellen Falcon | Becky Hartman & Yvette Denise Lee | November 28, 1993 (1993-11-28) | 455763 | N/A |
| Overton installs a high-tech alarm in the girls' apartment after Regine is mugged. ||||||||
| 15 | 15 | "Living Kringle" | Ellen Falcon | David Cohen & Roger S. H. Schulman | December 19, 1993 (1993-12-19) | 455764 | 16.5 |
| Synclaire's holiday effervescence teaches everyone the true meaning of Christmas. ||||||||
| 16 | 16 | "Fatal Distraction" | Henry Chan | David Wyatt | January 9, 1994 (1994-1-9) | 455765 | 17.5 |
| Khadijah hires a handsome writer (Richard Whiten) without first checking his references. ||||||||
| 17 | 17 | "The Hand That Robs the Cradle" | Ellen Gittelsohn | Daniel Margosis & Robert Horn | January 16, 1994 (1994-1-16) | 455766 | 16.8 |
| Maxine thinks she has to hide her relationship with a younger man (Terrence Dashon Howard) from her friends. ||||||||
| 18 | 18 | "Love Thy Neighbor" | Rob Schiller | Nastaran Dibai & Jeffrey B. Hodes | February 6, 1994 (1994-2-6) | 455767 | 16.6 |
| The arrival of a handsome new neighbor (Morris Chestnut) causes friction between Maxine, Khadijah, and Regine. ||||||||
| 19 | 19 | "Mystery Date" | Ellen Gittelsohn | Becky Hartman | February 13, 1994 (1994-2-13) | 455768 | 18.9 |
| Maxine, Khadijah, and Regine continue to pursue their neighbor, but only one will get to date him. ||||||||
| 20 | 20 | "Hot Fun in the Wintertime" | Ellen Gittelsohn | Bernadette Luckett | February 20, 1994 (1994-2-20) | 455769 | 15.6 |
| Synclaire must decide between Khadijah and Overton to take on a Bahamas vacation for two. ||||||||
| 21 | 21 | "Friends Like These" | Ellen Gittelsohn | Ellen Svaco & Colleen Taber | February 27, 1994 (1994-2-27) | 455770 | 17.8 |
| A friend (Charnele Brown) from Khadijah's college visits and takes advantage of her success. Arsenio Hall guest stars as himself. ||||||||
| 22 | 22 | "Who's the Boss?" | Terri McCoy | Nastaran Dibai & Jeffrey B. Hodes | March 13, 1994 (1994-3-13) | 455771 | 17.6 |
| Synclaire offers to run Flavor while Khadijah is sick. ||||||||
| 23 | 23 | "Five Card Stud" | Rob Schiller | Barra Grant & Ian Praiser | March 27, 1994 (1994-3-27) | 455772 | 18.5 |
| When Regine dates Kyle's boss (Bobby Hosea), he overhears him maligning her reputation. ||||||||
| 24 | 24 | "Love Is a Many Splintered Thing" | Henry Chan | Lore Kimbrough | April 17, 1994 (1994-4-17) | 455773 | 15.7 |
| Khadijah neglects her roommates when she begins a new romance. ||||||||
| 25 | 25 | "A Tale of Two Tattles" | Jim Drake | Warren Hutcherson | May 1, 1994 (1994-5-1) | 455774 | 15.9 |
| Regine's friend, Tony Ross (Mark Curry), uses material she told him in confidence in his stand-up comedy routine. ||||||||
| 26 | 26 | "She Ain't Heavy, She's My Mother" | Ellen Gittelsohn | Ellen Svaco & Colleen Taber | May 8, 1994 (1994-5-8) | 455775 | 18.5 |
| When Khadijah's mother (Rita Owens) visits on Mother's Day, she brings Laverne (Chip Fields), Regine's estranged mother. ||||||||
| 27 | 27 | "What's Next?" | Ellen Gittelsohn | Yvette Denise Lee | May 15, 1994 (1994-5-15) | 455776 | 16.0 |
| Khadijah must choose between Alonzo (Adam Lazarre-White) and Terrence (Cress Williams), who announces he wants her back. ||||||||

### Season 2 (1994–95)

| No. overall | No. in season | Title | Directed by | Written by | Original release date | Prod. code | Viewers (millions) |
| 28 | 1 | "There's Got to Be a Morning After" | Ellen Gittelsohn | Yvette Lee Bowser | September 1, 1994 (1994-9-1) | 456551 | 14.9 |
| Maxine and Kyle spend the night together after drowning their sorrows in a bottle of tequila. ||||||||
| 29 | 2 | "I Love This Game" | Ellen Gittelsohn | Warren Hutcherson | September 8, 1994 (1994-9-8) | 456553 | 13.4 |
| Putting her basketball MVP title on the line, Khadijah plays a grudge match against her high-school rival. ||||||||
| 30 | 3 | "They've Gotta Have It" | Ellen Gittelsohn | Roger S. H. Schulman & David Cohen | September 15, 1994 (1994-9-15) | 456552 | 14.3 |
| Maxine and Regine decide to decrease their dependence on men by taking a motivational seminar; Overton sends gifts to Synclaire. ||||||||
| 31 | 4 | "Working Nine to Nine-Fifteen" | Ellen Gittelsohn | Becky Hartman | September 22, 1994 (1994-9-22) | 456554 | 13.3 |
| Maxine gets re-hired at her law firm and then quits after learning her cases and office have been taken away. ||||||||
| 32 | 5 | "Bristle While You Work" | Ellen Gittelsohn | Daniel Margosis & Robert Horn | September 29, 1994 (1994-9-29) | 456555 | 13.1 |
| When Regine creates an ad in Flavor, tension rises between her and Khadijah. ||||||||
| 33 | 6 | "School Daze" | John Bowab | Jeffrey B. Hodes & Nastaran Dibai | October 6, 1994 (1994-10-6) | 456556 | 12.8 |
| Synclaire decides to drop out of her night-school art history class after Overton enrolls to spend more time with her. ||||||||
| 34 | 7 | "Am I My Sister's Keeper?" | John Bowab | Eunetta T. Boone | October 13, 1994 (1994-10-13) | 456557 | 13.2 |
| Overton's younger sister comes for a visit and falls for Kyle; Regine decides to become a vegetarian and forces her friends to as well. ||||||||
| 35 | 8 | "Trick or Trust" | Henry Chan | Arthur Harris & Edward C. Evans | October 27, 1994 (1994-10-27) | 456558 | 16.4 |
| Khadijah becomes convinced Scooter is cheating on her when Regine finds evidence in his apartment. Guest star: Cress Williams as Scooter ||||||||
| 36 | 9 | "Abstinence Makes the Heart Grow Fonder" | Ellen Gittelsohn | Daniel Margosis & Robert Horn | November 3, 1994 (1994-11-3) | 456559 | 14.6 |
| Synclaire and Overton must decide if they're ready for a sexual relationship. ||||||||
| 37 | 10 | "Double Indignity" | Ellen Gittelsohn | Nastaran Dibai & Jeffrey B. Hodes | November 10, 1994 (1994-11-10) | 456560 | 13.4 |
| Maxine gets a new job selling subliminal tapes for a telemarketing company. ||||||||
| 38 | 11 | "My Cups Runneth Over" | Ellen Gittelsohn | Yvette Lee Bowser & Becky Hartman | November 17, 1994 (1994-11-17) | 456561 | 16.8 |
| Regine has trouble facing herself when she's advised to have breast reduction surgery to help her overburdened back. ||||||||
| 39 | 12 | "Thanks for Giving" | Ellen Gittelsohn | Roger S. H. Schulman & Yvette Lee Bowser | November 24, 1994 (1994-11-24) | 456562 | 13.4 |
| Things become tense during Thanksgiving when Maxine's, Kyle's, and Regine's dates clash. Guest star: Heavy D ||||||||
| 40 | 13 | "A Hair-Razing Experience" | Ellen Gittelsohn | David Wyatt | December 8, 1994 (1994-12-8) | 456563 | 14.1 |
| Kyle has to decide whether or not to cut his hair after he's told the style doesn't fit the corporate image. ||||||||
| 41 | 14 | "There's No Ship Like Kinship" | Matthew Diamond | Warren Hutcherson | December 15, 1994 (1994-12-15) | 456564 | 12.5 |
| The jealousy flies when an old friend of Khadijah's gets a job at Flavor and starts hanging out with Synclaire. Guest star: Rosie O'Donnell as Sheri ||||||||
| 42 | 15 | "Singing the Blues" | Ellen Gittelsohn | David Steven Cohen | January 5, 1995 (1995-1-5) | 456565 | 14.1 |
| Maxine's presence disrupts Kyle's singing at a local talent contest; Regine coaches Khadijah for her interview. ||||||||
| 43 | 16 | "Play Ball" | Ellen Gittelsohn | Eunetta T. Boone | January 12, 1995 (1995-1-12) | 456566 | 12.7 |
| The Flavor staff strike after becoming fed up with malfunctioning office equipment. Guest star: Bobby Bonilla ||||||||
| 44 | 17 | "Stormy Weather" | Ellen Gittelsohn | Becky Hartman | February 2, 1995 (1995-2-2) | 456568 | 15.3 |
| Regine and Overton get stuck in a van during a blizzard while their friends are snowed in at home. Guest star: Roxanne Beckford ||||||||
| 45 | 18 | "The Last Temptation" | Henry Chan | Jeffrey B. Hodes & Nastaran Dibai | February 9, 1995 (1995-2-9) | 456567 | 16.3 |
| Synclaire is sent reeling after an attractive classmate, Jon Marc, kisses her. Guest star: Shemar Moore ||||||||
| 46 | 19 | "Legal Briefs" | Henry Chan | Eunetta T. Boone | February 16, 1995 (1995-2-16) | 456570 | 14.7 |
| Things heat up for Maxine when she finds out that her new boss, Preston August, is her former boyfriend. Guest star: Phil Morris ||||||||
| 47 | 20 | "If the Crew Fits" | Ellen Gittelsohn | Daniel Margosis & Robert Horn | February 23, 1995 (1995-2-23) | 456569 | 14.5 |
| Regine and Darryl second-guess their relationship after she fails to hit it off with his friends. ||||||||
| 48 | 21 | "Space Invaders" | Rae Kraus | Edward C. Evans & Arthur Harris | March 9, 1995 (1995-3-9) | 456571 | 15.3 |
| Kyle becomes annoyed with Overton and Synclaire's relationship; Maxine tries to recover a compromising tape of herself. ||||||||
| 49 | 22 | "Another Saturday Night" | John Bowab | Warren Hutcherson | March 30, 1995 (1995-3-30) | 456572 | 13.8 |
| Khadijah and Synclaire help Overton get revenge on pool sharks, Kyle has a date with a princess, and Maxine goes to New Jersey to get a tattoo. ||||||||
| 50 | 23 | "Who's Scooping Who?" | Ellen Gittelsohn | Nastaran Dibai & Jeffrey B. Hodes | April 13, 1995 (1995-4-13) | 456574 | 10.9 |
| Khadijah tries to scoop a rival reporter on a story about a boxing scandal. Guest stars: Roberto Durán, Kadeem Hardison and Kelly Perine ||||||||
| 51 | 24 | "Raw Talent" | John Bowab | Jennie Ayers & Susan Sebastian | April 27, 1995 (1995-4-27) | 456573 | 11.3 |
| Synclaire's role in a theatrical production is expanded, and she has to decide if she can play the part. Guest stars: Naughty by Nature ||||||||
| 52 | 25 | "To Grandmother's House We Go" | Ellen Gittelsohn | Lisa Albert | May 4, 1995 (1995-5-4) | 456575 | 12.2 |
| Regine and Khadijah's mothers go on vacation, leaving them to babysit Khadijah's grandmother (Barbara Montgomery). ||||||||
| 53 | 26 | "Talk Showdown" | Ellen Gittelsohn | Meg DeLoatch | May 11, 1995 (1995-5-11) | 456576 | 12.9 |
| An appearance on a talk show about "Roommates From Heaven" ends with Regine packing her bags. Guest stars: Jenifer Lewis and Will Ferrell ||||||||
| 54 | 27 | "The Shake-Up" | Ellen Gittelsohn | Yvette Lee Bowser | May 18, 1995 (1995-5-18) | 456577 | 12.2 |
| Khadijah doesn't take Regine's threat of moving out seriously until she leaves. Guest star: Regina King ||||||||

### Season 3 (1995–96)

| No. overall | No. in season | Title | Directed by | Written by | Original release date | Prod. code | Viewers (millions) |
| 55 | 1 | "Come Back Little Diva" | Ellen Gittelsohn | Yvette Lee Bowser | August 31, 1995 (1995-8-31) | 457351 | 11.6 |
| After Regine moves out, she throws a housewarming party which Khadijah crashes after not being invited. ||||||||
| 56 | 2 | "The Ex-File" | Ellen Gittelsohn | Roger S. H. Schulman | September 7, 1995 (1995-9-7) | 457352 | 10.9 |
| Regine moves back into the apartment, but she has to adjust to all the changes. Overton's ex is in town, and things get complicated. ||||||||
| 57 | 3 | "On the Rebound" | Ellen Gittelsohn | Eunetta T. Boone | September 14, 1995 (1995-9-14) | 457353 | 11.0 |
| Khadijah has an interview with NBA baller (Grant Hill). After a small incident, sparks fly and a fling develops. ||||||||
| 58 | 4 | "Grumpy Old Man" | Henry Chan | Becky Hartman | September 21, 1995 (1995-9-21) | 457354 | 10.6 |
| Kyle's 30th birthday brings him depression, back pain and a special gift from Maxine. ||||||||
| 59 | 5 | "Rags to Riches" | Rae Kraus | Jim Pond & Bill Fuller | September 28, 1995 (1995-9-28) | 457355 | 9.8 |
| Regine is disgusted when the boutique is converted into a discount store but luckily impresses a soap opera wardrobe consultant with her knowledge of tackiness. ||||||||
| 60 | 6 | "The James Bond" | Leonard R. Garner, Jr. | Warren Hutcherson | October 5, 1995 (1995-10-5) | 457356 | 10.9 |
| Khadijah and Synclaire disagree over how to spend a savings bond they opened as teens. Kyle sulks when he learns he has fewer names in his little black book than Maxine. ||||||||
| 61 | 7 | "The Handyman Can" | Otis Sallid | Chris Sheridan | October 12, 1995 (1995-10-12) | 457357 | 9.0 |
| Overton considers another career when his work keeps falling apart. ||||||||
| 62 | 8 | "He Works Hard for the Money" | Henry Chan | Arthur Harris & Ed Evans | October 19, 1995 (1995-10-19) | 457358 | 9.5 |
| Kyle gets a lucrative job working for a famous actress, but she wants more than he expected. Guest Star: Eartha Kitt ||||||||
| 63 | 9 | "Baby I'm Back... Again" | Ellen Gittelsohn | Kriss Turner | November 2, 1995 (1995-11-2) | 457359 | 11.5 |
| Scooter returns and proposes to Khadijah. ||||||||
| 64 | 10 | "Mr. Big Shot" | Ellen Gittelsohn | Chuck Tatham | November 9, 1995 (1995-11-9) | 457360 | 10.3 |
| Overton has the chance to win $10,000 on a 3-point shot at halftime at a Knicks game, but Synclaire jinxes him. ||||||||
| 65 | 11 | "Mommy Not Dearest" | Ellen Gittelsohn | Becky Hartman Edwards | November 16, 1995 (1995-11-16) | 457361 | 11.2 |
| Max's mother (CCH Pounder) wants to have a deeper relationship with her. Khadijah meets Dean Cain and Burt Ward in an effort to return a wallet to the rightful owner. ||||||||
| 66 | 12 | "The Following Is a Sponsored Program" | Ellen Gittelsohn | Chuck Tatham | November 30, 1995 (1995-11-30) | 457362 | 10.9 |
| Maxine gets an acting role that Synclaire wanted, but they create a unique solution together. Overton repeatedly dreams about a sexy singing group. Guest Stars: TLC ||||||||
| 67 | 13 | "Let It Snow, Let It Snow, Let It Snow... Dammit" | Rae Kraus | Jim Pond & Bill Fuller | December 14, 1995 (1995-12-14) | 457364 | 10.8 |
| Overton tries to organize a traditional Christmas at his family's remote Canadian cabin. Unfortunately, it's not the same as he remembered it. ||||||||
| 68 | 14 | "I'm Ready for My Close-Up" | Otis Sallid | Eunetta T. Boone | January 4, 1996 (1996-1-4) | 457363 | 11.1 |
| Synclarie tries to convince Regine to help her get an acting role by using her business contacts. Khadijah and Maxine work together on an article. ||||||||
| 69 | 15 | "Scoop Dreams" | Ellen Gittelsohn | Warren Hutcherson | January 25, 1996 (1996-1-25) | 457366 | 9.3 |
| New journalist Ivan gets a scoop on his first day working at Flavor. Meanwhile, Overton is hurt that Kyle is asked to be godfather for a friend's newborn son instead of him. ||||||||
| 70 | 16 | "Likes Father, Likes Son" | Ellen Gittelsohn | Daniel Margosis & Robert Horn | February 1, 1996 (1996-2-1) | 457365 | 9.0 |
| Regine discovers that she is dating both a father and son. Guest Stars: Mario Van Peebles & Melvin Van Peebles ||||||||
| 71 | 17 | "Wake Up to the Break-Up" | Ellen Gittelsohn | Arthur Harris & Edward C. Evans | February 1, 1996 (1996-2-1) | 457368 | 11.0 |
| Khadijah lies to save Russell from being deported. Kyle dumps Maxine when he grows tired of a relationship without affection or respect. Special Guest Star: Brian McKnight ||||||||
| 72 | 18 | "Tibby or Not Tibby" | Henry Chan | Kriss Turner | February 8, 1996 (1996-2-8) | 457367 | 10.3 |
| Overton's beloved Uncle Tibby visits and urges him to dump Synclaire. Maxine taunts Kyle about their breakup, but Regine thinks she has regrets. ||||||||
| 73 | 19 | "Shrink to Fit" | Ellen Gittelsohn | Roger S.H. Schulman | February 15, 1996 (1996-2-15) | 457369 | 9.0 |
| Khadijah has too much stress in her life and visits a psychiatrist (Jasmine Guy). Overton reacts strangely to Synclaire's new job as a clown. ||||||||
| 74 | 20 | "Dear John" | Henry Chan | Chris Sheridan | February 29, 1996 (1996-2-29) | 457370 | 10.9 |
| Kyle's sexy date wants romance from Overton. Maxine forges Regine's signature on a mean letter to Regine's boyfriend. ||||||||
| 75 | 21 | "A Raze in Harlem" | Ellen Gittelsohn | Chuck Tatham | March 7, 1996 (1996-3-7) | 457371 | 9.4 |
| In a fantasy sequence, the gang goes back to the roaring '20s to save a jazz club from destruction. ||||||||
| 76 | 22 | "Woman to Woman" | Rae Kraus | Jim Pond & Bill Fuller | March 21, 1996 (1996-3-21) | 457372 | 9.3 |
| When college friend Shayla visits, Maxine is both stunned to learn she's marrying a woman and hurt that Shayla never told her she was gay. ||||||||
| 77 | 23 | "Glass Ceiling" | Kim Fields Freeman | Kriss Turner | April 4, 1996 (1996-4-4) | 457373 | 9.3 |
| Kyle's unhappy with his promotion, which has removed him from client contact. Regine denies worrying that her artist boyfriend works with nude models. ||||||||
| 78 | 24 | "Kiss of the Spider-Man" | Maynard C. Virgil I | Fred Johnson | April 11, 1996 (1996-4-11) | 457375 | 8.0 |
| Maxine is upset when one of her clients (Giancarlo Esposito) appears to be guilty, and she is attracted to him. ||||||||
| 79 | 25 | "What Ever Happened to Baby Sister?" | Ellen Gittelsohn | Eunetta T. Boone | April 25, 1996 (1996-4-25) | 457374 | 8.7 |
| Khadijah babysits her spoiled half-sister Stephanie (Tatyana Ali), a promising athlete who seems determined to throw away her future. ||||||||
| 80 | 26 | "Compromising Positions" | Gil Junger | Warren Hutcherson | May 9, 1996 (1996-5-9) | 457376 | 8.3 |
| Regine's mother catches her and Keith having sex. Overton decides to propose to Synclaire. ||||||||
| 81 | 27 | "The Engagement: Part 1" | Ellen Gittelsohn | Becky Hartman Edwards | May 9, 1996 (1996-5-9) | 457377 | 8.3 |
| Overton's attempts to propose to Synclaire are repeatedly thwarted. Maxine's opponent in a local election tries to damage her reputation. Khadijah's publishing career may be over. To be continued... ||||||||

### Season 4 (1996–97)

| No. overall | No. in season | Title | Directed by | Written by | Original release date | Prod. code | Viewers (millions) |
| 82 | 1 | "The Engagement: Part 2" | Ellen Gittelsohn | Roger S. H. Schulman | August 29, 1996 (1996-8-29) | 466001 | 8.7 |
| Overton finally proposes to Synclaire. Khadijah could lose her business because of a lawsuit. ||||||||
| 83 | 2 | "Ride the Maverick" | Gil Junger | Jim Pond & Bill Fuller | August 29, 1996 (1996-8-29) | 466002 | 8.7 |
| Maxine's withdrawal from the city council campaign has an unexpected effect. ||||||||
| 84 | 3 | "Not Quite Mr. Right" | Rae Kraus | Jacque Edmonds | September 5, 1996 (1996-9-5) | 466003 | 10.4 |
| Regine encounters romantic problems with her boyfriend when she becomes attracted to Russell. Maxine and Kyle argue over parking spaces. ||||||||
| 85 | 4 | "Not So Silent Partner" | Rae Kraus | Chuck Tatham | September 12, 1996 (1996-9-12) | 466005 | 9.1 |
| Khadijah sells 25% of the magazine to Majestic Publishing and has to cope with a sneaky corporate liaison, Jeremy. ||||||||
| 86 | 5 | "Moi the Jury" | Ellen Gittelsohn | Kriss Turner | September 19, 1996 (1996-9-19) | 466006 | 10.0 |
| Regine is the lone jury member who thinks the defendant in an arson case is guilty. ||||||||
| 87 | 6 | "Multiple Choice" | Rae Kraus | Chris Sheridan | September 26, 1996 (1996-9-26) | 466004 | 10.6 |
| Synclarie and Overton are surprised by the results of a compatibility test. Maxine pursues a waiter who won't date her. Guest Star: Dorien Wilson as Reverend Taylor ||||||||
| 88 | 7 | "I've Got You Under My Skin" | Rae Kraus | Clayvon C. Harris | October 31, 1996 (1996-10-31) | 466008 | 8.4 |
| Khadijah freezes up when she realizes her date was the anesthesiologist of her hemorrhoid operation. ||||||||
| 89 | 8 | "School's Out Forever" | Rae Kraus | Arthur Harris & Edward C. Evans | November 7, 1996 (1996-11-7) | 466007 | 9.5 |
| Kyle seeks revenge at his high school reunion, but the old class bully manages to turn the tables once more. ||||||||
| 90 | 9 | "Do You Take This Man's Wallet?" | Ellen Gittelsohn | Chuck Tatham | November 14, 1996 (1996-11-14) | 466012 | 10.5 |
| Regine is hired to coordinate a friend's (Heavy D) wedding but begins to worry when she realizes his fiancé (Vivica A. Fox) is just after his money. ||||||||
| 91 | 10 | "Virgin Territory" | Rae Kraus | Jacque Edmonds | November 21, 1996 (1996-11-21) | 466009 | 11.0 |
| Maxine's new boyfriend has never had sex. ||||||||
| 92 | 11 | "Riot on the Set" | Gil Junger | Warren Hutcherson | December 5, 1996 (1996-12-5) | 4660010 | 8.8 |
| After getting a starring role in a play, a flustered Synclaire turns the seemingly doomed production into a hit with her ad-libs. ||||||||
| 93 | 12 | "Doctor in the House" | Gil Junger | Warren Hutcherson | December 19, 1996 (1996-12-19) | 466011 | 9.2 |
| Khadijah worries that Charles has jeopardized his career by defending her at a snobby awards ceremony and angers him by asking his boss to smooth things over. ||||||||
| 94 | 13 | "Mother Inferior" | Chuck Vinson | Gene Miller & Karen Kavner | January 9, 1997 (1997-1-9) | 466013 | 10.46 |
| Regine's mother makes the society page when she begins dating a millionaire. Overton discovers his police auction purchase has connections to a former mob boss. ||||||||
| 95 | 14 | "The Clown That Roared" | Rae Kraus | Chris Sheridan | January 23, 1997 (1997-1-23) | 466014 | 9.71 |
| Synclaire's job as a clown is anything but funny. Khadijah and Regine claim award-winning cookies. ||||||||
| 96 | 15 | "Back in the Day" | Ellen Gittelsohn | Story by : Yvette Lee Bowser Teleplay by : Jacque Edmonds | January 30, 1997 (1997-1-30) | 466019 | 10.66 |
| On the way to an awards ceremony, Khadijah reminisces about her magazine's origins and the early days of her friendships. ||||||||
| 97 | 16 | "Oh, Solo Mio" | Ellen Gittelsohn | Clayvon C. Harris | February 20, 1997 (1997-2-20) | 466017 | 8.88 |
| New choir director Kyle agrees to let Regine sing a solo in church, but she's a horrible singer. ||||||||
| 98 | 17 | "Playing House" | Rae Kraus | Jim Pond & Bill Fuller | March 6, 1997 (1997-3-6) | 466015 | 10.11 |
| Maxine and Kyle pretend to go out of town for the weekend, but they're meeting for a romantic getaway. Overton and Synclaire try out cohabitation but get into a fight. ||||||||
| 99 | 18 | "Swing Out Sisters" | Chuck Vinson | Chuck Tatham | March 20, 1997 (1997-3-20) | 466016 | 9.24 |
| The girls take a Saturday night together to catch up and end up at a gay bar. Kyle entertains his boss at Overton's pay-per-view boxing party. ||||||||
| 100 | 19 | "Moonlight Savings Time" | Chuck Vinson | Edward C. Evans & Arthur Harris | April 3, 1997 (1997-4-3) | 466020 | 8.10 |
| Overton's handyman job gets Maxine evicted. Khadijah, Regine, and Synclaire hire a male housekeeper. ||||||||
| 101 | 20 | "Living Single Undercover" | Kim Fields Freeman | David M. Matthews | April 10, 1997 (1997-4-10) | 466021 | 8.12 |
| Synclaire helps Overton accept the loss of the Cleveland Browns while Khadijah and Maxine search for proof of a City Hall scandal. ||||||||
| 102 | 21 | "One Degree of Separation" | Gil Junger | Kriss Turner | April 17, 1997 (1997-4-17) | 466018 | 9.24 |
| At her engagement party, Synclaire learns her parents are separated. Regine is determined to prove that Maxine and Kyle are dating. ||||||||
| 103 | 22 | "Too Good to Screw" | Ellen Gittelsohn | Jacqueline Davis | April 24, 1997 (1997-4-24) | 466022 | 9.02 |
| Synclaire's bachelorette party gets wild at Madonna's penthouse. Kyle's younger brother causes tension between him and Overton. ||||||||
| 104 | 23 | "Papa Was a Rolling Stone" | Ellen Gittelsohn | Warren Hutcherson | May 8, 1997 (1997-5-8) | 466023 | 8.07 |
| Khadijah is unhappy that her estranged father arrives for Synclaire's wedding. Maxine threatens Overton if he tells anyone about her and Kyle. ||||||||
| 105 | 24 | "Never Can Say Goodbye" | Ellen Gittelsohn | Jim Pond & Bill Fuller | May 8, 1997 (1997-5-8) | 466024 | 8.07 |
| Maxine stuns Kyle with a last-moment declaration, Super Bowl MVP Desmond Howard asks a depressed Regine to dinner, and Overton and Synclaire finally get married. ||||||||

### Season 5 (1997–98)

| No. overall | No. in season | Title | Directed by | Written by | Original release date | Prod. code | Viewers (millions) |
| 106 | 1 | "Love Don't Live Here Anymore: Part 1" | Ellen Gittelsohn | Jim Pond & Bill Fuller | September 11, 1997 (1997-9-11) | 466851 | 7.18 |
| Khadijah and Regine meet their new roommate, handsome songwriter Tripp. Overton and Synclaire embark on an adventurous honeymoon cruise. To be continued.... First appearance as a main cast member: Mel Jackson as Ira Lee "Tripp" Williams III ||||||||
| 107 | 2 | "Love Don't Live Here Anymore: Part 2" | Ellen Gittelsohn | Nancylee Myatt | September 18, 1997 (1997-9-18) | 466852 | 6.41 |
| Kyle and Maxine say goodbye when he accepts a job in London. Overton and Synclaire continue their honeymoon in Hawai'i despite misgivings about marriage. Last appearance as a main cast member: T.C. Carson as Kyle Barker ||||||||
| 108 | 3 | "High Anxiety" | Ellen Gittelsohn | Chris Sheridan | September 25, 1997 (1997-9-25) | 466853 | 7.61 |
| Khadijah humiliates herself on a date with professional basketball player Cedric Ceballos (himself). ||||||||
| 109 | 4 | "Reconcilable Differences" | Ellen Gittelsohn | Gene Miller & Karen Kavner | October 16, 1997 (1997-10-16) | 466854 | 6.39 |
| Regine wants to get closer to a new man, but his dog comes between them. Synclaire and Overton argue after he loses money gambling. ||||||||
| 110 | 5 | "The Best Laid Plans" | Chuck Vinson | Clayvon C. Harris | October 23, 1997 (1997-10-23) | 466855 | 7.73 |
| Maxine's plan to date her former law professor is thwarted when she learns Khadijah had a brief affair with him. Regine and Tripp argue about proper roommate etiquette. ||||||||
| 111 | 6 | "Up the Ladder Through the Roof" | Ellen Gittelsohn | Clayvon C. Harris | October 30, 1997 (1997-10-30) | 466859 | 6.85 |
| A dream sequence transports the gang back to the 1960's as Motown singers. Guest Star: Chaka Khan ||||||||
| 112 | 7 | "He's the One" | J.D. Lobue | Lisa Michelle Payton | November 6, 1997 (1997-11-6) | 466857 | 7.09 |
| Regine is enamored with a millionaire who hires her to cater for an important charity event. Maxine surprises Overton and Synclaire with a generous wedding present. ||||||||
| 113 | 8 | "Three Men and a Buckeye" | J.D. Lobue | Janette Kotichas Burleigh | November 13, 1997 (1997-11-13) | 466860 | 7.63 |
| Overton, Tripp, and Russell pick up a beautiful but criminal hitchhiker en route to a football game. Dexter asks Regine to marry him. Guest Star: T-Boz as Hitchhiker/Camille ||||||||
| 114 | 9 | "Forgive Us Our Trespasses" | Ellen Gittelsohn | Nancylee Myatt | December 4, 1997 (1997-12-4) | 466858 | 6.75 |
| A strange client, who claims to be Jesus, helps Maxine believe in her ability to practice law. ||||||||
| 115 | 10 | "Misleading Lady" | Chuck Vinson | Rod J. Emelle | December 11, 1997 (1997-12-11) | 466856 | 6.87 |
| Synclaire disguises herself as a man to join an acting troupe. Khadijah may have found a new career, after she helps Tripp write a new song. Note: Final appearance of Kim Fields as Regine Hunter. ||||||||
| 116 | 11 | "In Your Dreams" | Maynard C. Virgil I | Gene Miller & Karen Kavner | December 18, 1997 (1997-12-18) | 466861 | 6.93 |
| Maxine, Khadijah, and Synclaire rejuvenate themselves at a spiritual retreat and question their futures. As a result, Maxine decides to have a child. ||||||||
| 117 | 12 | "To Catch a Thief" | Ellen Gittelsohn | Story by : Rod J. Emelle Teleplay by : Chris Sheridan | January 1, 1998 (1998-1-1) | 466862 | 6.54 |
| Synclaire is outraged that her comedy act has been stolen by another actor. Maxine gets pregnant by artificial insemination. ||||||||
| 118 | 13 | "Let's Stay Together" | Ellen Gittelsohn | Story by : Yvette Lee Bowser Teleplay by : Jim Pond & Bill Fuller | January 1, 1998 (1998-1-1) | 466863 | 8.18 |
| In the series finale, Max finds out Kyle is her unborn baby’s sperm donor after Overton notices the sperm donor’s profile matches Kyle’s description and was chosen from the same clinic where Kyle previously donated, following a near-death experience that made him think about extending the Barker family line. The gang throws together an impromptu New Years’ Eve party and invites Kyle, who is asked by Overton to make a stop in New York after visiting his family in Cleveland for the holidays, to attend. Synclaire gets the role of the renegade nun in a TV pilot, but is upset that the job is in California and she will have to leave Khadijah behind. Khadijah gets a surprise visit from Scooter. Note: T.C. Carson returns as Kyle Barker. ||||||||