The BEST episodes of Living Single season 5

Every episode of Living Single season 5, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Living Single season 5!

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: 3/7/2024Network: FOXStatus: Ended
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Misleading Lady
star
8.40
10 votes

#1 - Misleading Lady

Season 5 - Episode 10 - Aired 12/11/1997

Synclaire auditions for a role in a prominent comedy troupe, whose alumni include Whoopi Goldberg and a guy from Good Times. Although her audition is extremely impressive, she learns that all the spots for women have been filled. Synclaire disguises herself as a man and assumes the role of James ""Jimmy"" Overton. She wins the part and (thanks to coaching from Overton) consistently fools the cast and crew. However, Overton is distressed by the fact that the couple cannot show affection in public, particularly after hearing that Jimmy may have a long and prosperous career ahead of him. Unable to accept the strain her charade is putting on her marriage, Synclaire reveals her true identity during an improv sketch. After helping Tripp out of a jam, Khadijah begins to believe that she has what it takes to be a big-time jingle writer--much to Tripp's annoyance.

Directors: Chuck Vinson
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Love Don't Live Here Anymore (2)
star
8.38
8 votes

#2 - Love Don't Live Here Anymore (2)

Season 5 - Episode 2 - Aired 9/18/1997

Overton and Synclaire begin bickering about their predicament. They realize that much of their fear is the result of their anxiety about marriage, and vow to work together to overcome their doubts. A helicopter finally rescues the couple. The cruise director tries to force them to foot the bill, but Synclaire tells her off. Tripp quickly wins the affection of Khadijah and Max, but can't seem to do right by Regine. She attempts to break up his football-viewing party, but changes her tune when R&B singer Montell Jordan arrives. Although Khadijah warns that they are making a mistake, Kyle and Max refuse to re-consider their positions about his move to London. Khadijah drives Kyle to the airport, where they sadly say their good-byes. Max arrives at the last moment, and she and Kyle challenge one another to back down. As Kyle heads toward the gate, Max forlornly asks him for one last kiss. After a passionate kiss, Kyle departs, leaving a tearful Khadijah and Max to console one another. At t

Directors: Ellen Gittelsohn
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Forgive Us Our Trespasses
star
8.17
12 votes

#3 - Forgive Us Our Trespasses

Season 5 - Episode 9 - Aired 12/4/1997

Max is burying herself in her work. She encourages her clients to plea bargain, so that she can get through as many cases as possible. Walter Jackson, a man accused of trespassing at a hospital, thwarts her plans by insisting on going to trial. He believes that he is the Son of God, and says he was only trying to comfort the sick. Khadijah researches Walter's background and learns that he is a former corporate raider who became disgusted by his work. Max is disturbed when Walter asserts that she is trying to get over a broken heart, and describes in detail incidents from her childhood that he couldn't possibly have known about. He dissuades her from withdrawing from the case by challenging her to overcome her fear of losing. Max tries to win through ""smoke and mirrors,"" but Walter urges her to tell the truth. He forces her to realize that she has relied on her career as a crutch because she doesn't know who she is. Max attacks the dishonesty of the legal system, and points out that Wal

Directors: Ellen Gittelsohn
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Three Men and a Buckeye
star
8.10
10 votes

#4 - Three Men and a Buckeye

Season 5 - Episode 8 - Aired 11/13/1997

Overton receives tickets to the Ohio State-Michigan football game, as his uncle Smoke Eye's son is the Buckeyes' quarterback. Synclaire refuses to go, and Khadijah is unable to come along because Regine needs her to help break the news to her mother that she is moving in with Dexter. Overton decides to take Tripp. When Regine rejects Russell's desperate marriage proposal, he asks to come along to take his mind off his troubles. He drives the guys in a run-down van. They pick up a beautiful hitchhiker, only to learn from the radio that she is a robbery suspect. While she is sleeping, the guys pull over and step outside to discuss what to do. The woman steals the van. By the time the guys make it to the police station, the hitchhiker has been caught. A policeman drives Overton and Tripp to the end of the game. Tripp has the Michigan shirt ripped off his back, and Overton's cousin leads OSU to a comeback victory. Laverne is surprisingly calm upon learning Regine's news, but fears Dexter w

Directors: J.D. Lobue
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He's the One
star
8.08
13 votes

#5 - He's the One

Season 5 - Episode 7 - Aired 11/6/1997

Regine interviews for a job coordinating a charity event for handsome entrepreneur Dexter Knight. She is stunned to find herself dropping all pretenses and being completely honest with Dexter. Regine believes that she may be hearing wedding bells soon, but comes down to earth when she realizes she can't make the budget for the party. She is forced to cut corners to pull off the event. Khadijah and Max go to the party, using passes from the public defender's office. Several old men hit on Khadijah because she reminds them of a young Pearl Bailey. She later leaves with New York Jets wide receiver Keyshawn Johnson. When Max knocks a glass of wine off a tray, Regine dives in front of Dexter and absorbs the damage. She confesses her budget problems, and admits she is trying to impress him. He kisses her. When everyone gets on Max's case about not giving Overton and Synclaire a wedding gift, she presents them with a blank check. However, she lays a guilt trip on them by saying she will donat

Directors: J.D. Lobue
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Love Don't Live Here Anymore (1)
star
8.07
14 votes

#6 - Love Don't Live Here Anymore (1)

Season 5 - Episode 1 - Aired 9/11/1997

Kyle purchases a one-way ticket for Max in the hopes of persuading her to move to London with him. Max is furious that Kyle will not stay in New York for her, and accuses him of attempting to turn her into a housewife. Overcome with frustration, she trashes her friends' apartment; but later receives counsel from Khadijah and a surprisingly sympathetic Regine. Khadijah rejects Regine's snooty roommate candidate; then recruits Tripp Williams, an aspiring songwriter who has just been booted from Russell's apartment. Regine reluctantly allows him to move in on a trial basis, after initially claiming that having a male roommate would be a disaster because he would surely fall in love with her. A pushy activities director disrupts Overton and Synclaire's honeymoon cruise. After wandering off during a luau, the newlyweds discover that they have been left stranded on a deserted island. Tag: Latifah can't get her line out in kitchen scene with Kim F.

Directors: Ellen Gittelsohn
Watch Now:AmazonApple TV
Let's Stay Together
star
8.07
15 votes

#7 - Let's Stay Together

Season 5 - Episode 13 - Aired 1/1/1998

Overton notices that Max received her sperm from the same bank where Kyle once made a deposit following a brush with death. Khadijah and Synclaire are astonished to discover that the profile of Max's donor matches Kyle perfectly. Overton checks Kyle's records and confirms the match. Max announces that she will not tell Kyle about the baby. Overton decides to throw together an impromptu New Year's Eve party and invite Kyle, who is spending the holidays with family in Cleveland. Max tells Kyle that she is pregnant, but says that the father is no longer part of her life and turns down Kyle's offer to help her. Overton tells Kyle the truth, and he is flabbergasted. When he remarks on the odds of Max selecting him, Overton asserts that the baby is an act of destiny. Kyle claims that his life couldn't be better, but Overton is certain that he isn't over Max. He states that Kyle and Max need to ""stop acting like opponents and start acting like parents."" Max tries to hide on the roof, but Khad

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Up the Ladder Through the Roof
star
8.00
12 votes

#8 - Up the Ladder Through the Roof

Season 5 - Episode 6 - Aired 10/30/1997

After Overton and Synclaire bring a pile of classic '60s records home from a garage sale, everyone (including Russell) annoys Khadijah by playing loud music and dancing while she is trying to work. She retreats into the hallway and falls asleep on the stairs. She dreams that she is Flo, a member of a pop group called the Flavorettes. The other members are Maxy (Max), the brassy lead singer and founder; Cynthia (Synclaire) a militant woman with ties to the Black Panthers; and Regina (Regine) a woman who cares little for glamour and is hopelessly devoted to their manager Rupert (Russell, no accent). At Flo's urging, they take a gig at a club run by her boyfriend Sonny (Tripp). When Maxy trips over a microphone cord during the performance, Flo takes over the lead. Suave producer O.W. Jones (Overton) is very impressed, and takes the group under his wing--with Flo as lead singer. The others are angry that Flo is being groomed for stardom, but agree to perform at the Apollo. Flo is momentari

Directors: Ellen Gittelsohn
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To Catch a Thief
star
7.92
13 votes

#9 - To Catch a Thief

Season 5 - Episode 12 - Aired 1/1/1998

Synclaire's embittered colleague Marco steals her act and uses it in his one-man show. Synclaire is furious, but agrees to back off after learning that he needs money to pay his child support. Phil, the head of the Gotham Players, informs Synclaire that Marco has no children; and collects substantial alimony payments from his ex-wife, Joyce DeWitt of TV's Three's Company. Synclaire and Overton bring Joyce to one of Marco's performances, where she rips up their alimony agreement because he failed to report income. When Marco begins to bomb, Synclaire takes the stage to help him out. She catches the eye of Tony Jonas, president of Warner Brothers Television, who offers her the chance to audition for the role of a renegade nun in a new series. Max reveals that she has become pregnant through a sperm donor. Khadijah chastises her for behaving so impulsively, but agrees to support her. She remarks that the child might force Max to grow up. Roni and Tripp flirt shamelessly during a game of M

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High Anxiety
star
7.83
12 votes

#10 - High Anxiety

Season 5 - Episode 3 - Aired 9/25/1997

The Phoenix Suns come to town, and Max convinces Khadijah to visit the team's locker room and ask out Cedric Ceballos, with whom she has often flirted during interviews. Khadijah becomes so nervous over the date that she gets a splitting headache. Max tries to get her some aspirin, but accidentally gives her four herbal tranquilizers. (Regine had a supply so that she could give half a tablet to nervous brides.) Khadijah goes completely loopy at the restaurant, and refuses Max and Regine's attempts to help her. When they try to explain to Cedric, they are called groupies and thrown out. Tripp does not endear himself to the girls with his candor about Khadijah's situation. An old man comes by Overton and Synclaire's new apartment in the hopes of finding the old tenant, Mrs. Porchnik. Overton and Synclaire are afraid to break his heart by telling him that she has died. Max later tells him the truth (quite callously), and the man explains that Mrs. Porchnik owed him 500 dollars from a poke

Directors: Ellen Gittelsohn
Watch Now:AmazonApple TV
In Your Dreams
star
7.83
12 votes

#11 - In Your Dreams

Season 5 - Episode 11 - Aired 12/18/1997

Khadijah dreams of kissing Scooter in a hot tub. Max forces her to join her at a New Age retreat, where she hopes to find the purpose of her existence. Synclaire tags along. Khadijah is bewildered when the hot tub at the facility resembles the one in her dream, and is shocked to find Scooter at the retreat. When she tells him about her dream, he becomes distant. He later joins her in the hot tub and explains that his girlfriend dumped him because his heart wasn't in the relationship. He is still hung up on Khadijah, but cannot stand to just be friends. Khadijah admits she loves Scooter, but isn't sure this is enough. They agree that work is no longer their top priority, and decide to build a new relationship. Max discovers that she was a man in all of her past lives. She resolves that she must have a child, leading to much mockery from Khadijah and Synclaire. Overton and Synclaire lease Kyle's apartment to Roni De Santos, a local DJ. Tripp confesses that he once slept with Roni after w

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The Best Laid Plans
star
7.55
11 votes

#12 - 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
Reconcilable Differences
star
7.36
11 votes

#13 - 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