The WORST episodes of Living Single

Every episode of Living Single ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Living Single!

Six black 20-somethings — four women and two men — share their lives and loves in a Brooklyn brownstone. A trio of women share one of the apartments, receiving frequent visits from a fourth pal; meanwhile, two men who've been friends for years share an apartment one floor up.

Last Updated: 12/3/2024Network: FOXStatus: Ended
star
7.21
28 votes

#1 - They've Gotta Have It

Season 2 - Episode 3 - Aired 9/15/1994

Regine grows weary of her tendency to date vain, tiresome men. She feels as though she is just going through the motions. Synclaire gives her a brochure about a seminar intended to help women break their dependence on men. When Regine attends her first session, she is shocked to find that Max is taking the class. The instructor assigns the students to take themselves on a date, but Regine and Max are so bored alone that they decide to go out together. Max explains that she took the seminar because she was not fulfilled by her one-night stands, and realized she had hit rock bottom when she slept with Kyle. She tells Regine that there is nothing wrong with seeking a relationship, as long as you don't base your self-worth on whether you have a man. They agree that they are doing just fine spending the evening without men. It is then revealed that Max and Regine are at a strip club. Overton sends Synclaire gifts from a secret admirer, but decides to call it off when she constantly speculat

Directors: Ellen Gittelsohn
Watch Now:Apple TV
star
7.36
11 votes

#2 - Living Single Undercover

Season 4 - Episode 20 - Aired 4/10/1997

Max enlists Khadijah's help in exposing an embezzlement scheme at City Hall. Ty Richardson, Flavor's cocky new reporter, demands the story, but is arrested in a barroom brawl. With the deadline approaching, Khadijah and Max decide to handle things themselves. They break into the office of a woman who had taken a suspicious vacation, and discover that she has created phony computer records. Ty shows up at the office with a completed story, and explains that his arrest was staged so that he could get to the guilty party's jailed partner. Khadijah forces him to agree to a collaborative story. When Overton still cannot accept the Cleveland Browns' move to Baltimore, Synclaire talks with Jim Brown at a sports card show and brings him to the apartment. Jim tells Overton to get over it and move on with his life with Synclaire, and gives him copies of his movies. Meanwhile, Regine insists that her date isn't the loser he appears to be.

Directors: Kim Fields
Watch Now:Apple TV
Crappy Birthday
star
7.36
22 votes

#3 - Crappy Birthday

Season 1 - Episode 12 - Aired 11/14/1993

The gals surprise Khadijah with a birthday trip to Atlantic City, where they meet Flip Wilson and Ed McMahon.

Directors: Jim Drake
Watch Now:Apple TV
Living Single... with Children
star
7.38
29 votes

#4 - Living Single... with Children

Season 1 - Episode 8 - Aired 10/10/1993

Regine's latest flame's daughter stirs her maternal instincts--until she's stuck with the youngster overnight.

Directors: Ellen Falcon
Watch Now:Apple TV
Just Friends?
star
7.38
26 votes

#5 - Just Friends?

Season 1 - Episode 9 - Aired 10/17/1993

Khadijah fears she may have wrecked a friendship by succumbing to a few hours of intimacy with an old friend.

Directors: Ellen Falcon
Watch Now:Apple TV
Who's the Boss?
star
7.39
18 votes

#6 - Who's the Boss?

Season 1 - Episode 22 - Aired 3/13/1994

Khadijah entrusts Synclaire with putting out Flavor's music issue.

Directors: Terri McCoy
Watch Now:Apple TV
star
7.40
25 votes

#7 - Rags to Riches

Season 3 - Episode 5 - Aired 9/28/1995

Regine is thrilled when a famous designer purchases the boutique, until she learns that he has decided to target the mainstream market and convert it into a discount store called Le Rag Bin. Although her mother can't get enough of the merchandise, Regine is on the verge of quitting when she assembles a particularly gaudy outfit for one customer. The woman is actually a wardrobe consultant for the hit soap opera Palo Alto. She is impressed with Regine's ability to perceive what is tacky, and hires her as her assistant. Meanwhile, Overton is mortified to learn that he is a dead ringer for a porn star. Tag: Overton learns he has unwittingly rented ""Herbie the Lust Bug.""

Directors: Rae Kraus
Watch Now:Apple TV
star
7.42
12 votes

#8 - Reconcilable Differences

Season 5 - Episode 4 - Aired 10/16/1997

Synclaire begins spending most of her evenings at rehearsals, leaving Overton feeling neglected. After she blows off the romantic dinner he had prepared, he goes out to a gambling club with Russell and Tripp. When Overton loses the money the couple had set aside for a new bed, a furious Synclaire forces him to sleep on the couch. Khadijah forces her to realize that she had been too hard on Overton, so Synclaire apologizes and skips a rehearsal to spend time with her husband. Overton surprises Synclaire by having a new bed delivered. (He had sold his favorite leather jacket to pay for it.) Regine's new relationship is complicated by the man's devotion to his dog, which he won't even keep out of the bedroom. Regine finally breaks up with him when it becomes apparent that he prefers the dog's company to hers. Regine, unaware of the potential harm, feeds the dog a chocolate treat. The dog is hospitalized with chocolate poisoning, but ends up pulling through. Music: ""Gamin'"" by Deborah Will

Directors: Ellen Gittelsohn
Watch Now:Apple TV
Love Takes a Holiday
star
7.42
26 votes

#9 - Love Takes a Holiday

Season 1 - Episode 13 - Aired 11/21/1993

Thanksgiving brings Kyle a new love interest--photographer Stacey--and a helping of advice from his female friends warning that she's just out for fun.

Directors: Ellen Falcon
Watch Now:Apple TV
The Naked Truth
star
7.45
31 votes

#10 - The Naked Truth

Season 1 - Episode 11 - Aired 11/7/1993

Overton makes himself comfortable at the women's apartment after a falling-out with Kyle.

Directors: Ellen Falcon
Watch Now:Apple TV
Great Expectations
star
7.49
39 votes

#11 - Great Expectations

Season 1 - Episode 6 - Aired 9/26/1993

Another dateless Saturday night prompts the gals to get back in the mix at an uptown club, where Khadijah performs for the crowd.

Directors: Ellen Falcon
Watch Now:Apple TV
A Tale of Two Tattles
star
7.53
19 votes

#12 - A Tale of Two Tattles

Season 1 - Episode 25 - Aired 5/1/1994

Regine shares some gossip with her new beau--who turns around and uses it in his comedy act.

Directors: Jim Drake
Watch Now:Apple TV
Hot Fun in the Wintertime
star
7.57
21 votes

#13 - Hot Fun in the Wintertime

Season 1 - Episode 20 - Aired 2/20/1994

Synclaire answers a radio trivia question and wins a trip for two to the Bahamas. Next question: whom should she take with her?

Directors: Ellen Gittelsohn
Watch Now:Apple TV
star
7.58
12 votes

#14 - The Best Laid Plans

Season 5 - Episode 5 - Aired 10/23/1997

Max plans on making a play for her old law school professor and mentor, Clayton Simmons, who is in town to give a lecture. She organizes a law discussion party at the girls' apartment. Khadijah confesses to Synclaire that she once spent the night with Clayton, but can't bring herself to tell Max. At the party, Clayton acts as though he doesn't remember Khadijah. An offended Khadijah takes him into the kitchen. He explains that he does remember her, but didn't say anything in case she hadn't told Max. Max overhears their conversation through an open window, and is very upset. Clayton explains that he cannot date his students, but says that he is proud of her. Max is exasperated by Khadijah's tendency to keep secrets, but forgives her. Regine is outraged when Tripp lets the woman he is entertaining wear Regine's bathrobe and use her bubble bath. She also cuts his soap-on-a-rope because it is not appropriate for a ""diva's bathroom."" Tripp embarrasses catererer Regine by showing up for the

Directors: Chuck Vinson
Watch Now:Apple TV
star
7.60
15 votes

#15 - Scoop Dreams

Season 3 - Episode 15 - Aired 1/25/1996

Ivan is injured while riding his bike across the ice at Rockefeller Center to make a rush delivery for Flavor, and loses his job. Synclaire encourages Khadijah to give him a job, but she is frightened by his devotion to her. After learning that Ivan is a top journalism student, she hires him as a copy aide. Khadijah grows tired of Ivan's ridiculous story ideas, so she sends him to a celebrity hairdressing convention. He returns with a tape recording that suggests that Rev. Jesse Jackson has accepted a cabinet position. Having earlier been scooped by the competition on a music industry shake-up, Khadijah decides to run the story without verification. She is humiliated to discover that Rev. Jackson was discussing the renovation of his home, and is forced to pull all the issues from the shelves. A distraught Ivan is ready to give up journalism, but Khadijah takes the blame. She explains that--while Ivan is too raw to know any better--she has years of experience, and should not have ignore

Watch Now:Apple TV
star
7.62
13 votes

#16 - Papa was a Rolling Stone

Season 4 - Episode 23 - Aired 5/8/1997

Khadijah is annoyed when her estranged father comes to town for Synclaire's wedding. She has dinner with her parents for Mother's Day but is hardly cordial. When she learns that Laverne saw her parents take off in a limo to Atlantic City, Khadijah chases after them. Rita assures her that she and Ed are only attending a Smokey Robinson concert. Ed tracks down Khadijah at the slot machines and admits that he has made many mistakes in their relationship. However, it is important that Khadijah remain part of his life, as she is the only thing that truly brings him pride. He apologizes for not having a greater role in her development. Khadijah wins the jackpot with Ed's coin. Max threatens to harm Overton if he tells anyone about her affair with Kyle. Synclaire realizes he is keeping a secret. When Regine can't get Overton to crack, Synclaire confronts him. He tells her about Max and Kyle, but she isn't surprised; she has the room below Kyle's!

Directors: Ellen Gittelsohn
Watch Now:Apple TV
star
7.63
16 votes

#17 - School's Out Forever

Season 4 - Episode 8 - Aired 11/7/1996

Kyle and Overton return to Cleveland for a reunion at their high school, which is about to be demolished due to asbestos. Kyle has a run-in with Lester Tate, the bully who tormented him throughout his youth, and finally stands up to the man. He points out that many of Lester's victims are successful, while he is a loser. When Lester reveals that he is homeless, everyone turns against Kyle. Kyle tries to apologize to Lester, but catches him stealing shoes from kids' lockers. Lester taunts and threatens Kyle, who tells him his attitude is the cause of his problems. Kyle locks Lester in a janitor's closet and calls the police. After Synclaire is mistaken for class cut-up Helen Robinson, she impersonates the woman and keeps her admirers entertained. The real Helen finally approaches and thanks Synclaire for letting her have a night of peace and quiet. Max publicly insults the garbage workers' union. The men begin dumping trash outside her apartment until Khadijah and Regine force her to ap

Directors: Rae Kraus
Watch Now:Apple TV
star
7.63
16 votes

#18 - The Engagement (2)

Season 4 - Episode 1 - Aired 8/29/1996

The police bring a shivering Overton to the apartment. The horse subdued the mugger, but bucked Overton into the bushes. He still does not tell Synclaire about the ring. Overton later picks the mugger out of the lineup. Synclaire breaks down the door and tries to attack the man. Overton's belongings are returned to him and (after an interruption from Khadijah) he proposes to Synclaire at the police station. She immediately accepts. As she has no chance of winning in court, Khadijah agrees to a settlement with the band, which will force Flavor to go bankrupt. Russell saves the day when he bursts in and announces that he has deconstructed the song in question. He gradually strips away parts of the song, and reveals that it actually was a rip-off of ""Mandy."" Max's campaign appears to be back on track when Kyle uncovers evidence that proves the incumbent is corrupt, but the documents are shredded. Max instead admits the allegations against her are true, but claims that they prove she has t

Directors: Ellen Gittelsohn
Watch Now:Apple TV
star
7.63
27 votes

#19 - Come Back Little Diva

Season 3 - Episode 1 - Aired 8/31/1995

Regine shows up at the laundromat, despite the fact that it is nowhere near her new apartment. She and Khadijah are less than civil, and Regine won't admit that her new place is a dump in a bad neighborhood. She invites everyone except Khadijah to a housewarming party, but Max declares that she and Kyle will boycott the affair. An annoyed Kyle goes without her. Max convinces Khadijah to crash the party. Kyle calls Max to task for her constant struggle for control within their relationship, but their passion is rekindled after he reveals that he saved her some shrimp and cocktail sauce. Everyone becomes a little disturbed by the fact that Regine's new neighbors hold personalities eerily similar to those of her old friends. Khadijah and Synclaire believe they have located the perfect roommate, but Regine interrupts their conversation on the fire escape. She reflects on her long friendship with Khadijah, and admits that she feels lost without her. They patch things up and return to the br

Directors: Ellen Gittelsohn
Watch Now:AmazonApple TV
Friends Like These
star
7.67
21 votes

#20 - Friends Like These

Season 1 - Episode 21 - Aired 2/27/1994

Max sees red when Khadijah's visiting college chum takes advantage of Khadijah's hospitality.

Directors: Ellen Gittelsohn
Watch Now:AmazonApple TV
star
7.69
16 votes

#21 - Virgin Territory

Season 4 - Episode 10 - Aired 11/21/1996

Max is stunned to learn that her boyfriend, Gary, is a virgin. She has serious doubts as to whether she should deflower him, but eventually goes through with it. She is saddened when Gary heeds her advice and decides not to crowd her, but maintains her bravado in front of her friends. Kyle sees through her act and realizes that she is hurt, and she confesses that she can no longer simply chew men up and spit them out. Kyle takes her to dinner to talk things over. Khadijah, following Regine's suggestion, ""borrows"" some ski clothing for a weekend with Charles. Her plan goes awry when the store burns down before she can get a refund. Music: ""Teach Me Tonight"" by Al Jarreau

Directors: Rae Kraus
Watch Now:AmazonApple TV
star
7.69
13 votes

#22 - Whatever Happened to Baby Sister?

Season 3 - Episode 25 - Aired 4/25/1996

Khadijah's estranged father asks her to keep an eye on her spoiled half-sister, Stephanie, while she is in town for a track meet. Khadijah asks Ivan to take her out and keep her out of trouble, but she slips away at a party and gets really drunk. She has a terrible hangover the morning of the finals. Khadijah forces her to get in the blocks, but she has to quit the race to go throw up. Khadijah can't understand why Stephanie would throw her opportunity away, but Stephanie explains that she is tired of being touted as a future Olympian; she would rather be a regular college student. Khadijah doesn't sympathize, pointing out that Stephanie at least has a father to pressure her. She is surprised to learn that their father always holds up Khadijah as a role model to her sister. Regine suspects that Max penned a letter to a magazine expressing concern about her habit of pushing men away (one in particular). She and Kyle pester Max about this, but she steadfastly denies it. Overton, however,

Directors: Ellen Gittelsohn
Watch Now:AmazonApple TV
In the Black is Beautiful
star
7.70
33 votes

#23 - In the Black is Beautiful

Season 1 - Episode 5 - Aired 9/19/1993

Too proud to beg for a loan to pay off the printer, Khadijah gets unexpected help from a friend.

Directors: Tony Singletary
Watch Now:AmazonApple TV
star
7.70
20 votes

#24 - Legal Briefs

Season 2 - Episode 19 - Aired 2/16/1995

When Max's former flame Preston August becomes her new boss, they try to mix business and romance, but find that it is hopeless. They fail to get any work done, and each is insanely jealous when the other confers with co-workers of the opposite sex. They realize they must break up. Kyle is furious when a typo in his Flavor bio states that he is married, until he finds that being unavailable makes him more attractive. Tag: Kyle tries out his married persona in bar.

Directors: Henry Chan
Watch Now:AmazonApple TV
Living Kringle
star
7.70
20 votes

#25 - Living Kringle

Season 1 - Episode 15 - Aired 12/19/1993

Synclaire overflows with holiday spirit despite the season's crass commercialism and her cranky roommates.

Directors: Ellen Falcon
Watch Now:AmazonApple TV