Drama•Comedy

The Best Episodes of City Guys

Every episode of City Guys ranked from best to worst. Let's dive into the Best Episodes of City Guys!

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An edgy, hip look at urban teen life in NYC, tracing the relationship between a smart Black kid from Harlem and a rich White kid from Park Avenue.

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Episode Rankings

  1. #1 Fan Favorite
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    City Guys Season 1 Episode 6 - The Communication Gap
    9.0/10(13 votes)

    #1 - The Communication Gap

    S1:E6

    After getting into a fight with his father, Chris moves in with Jamal and his father. Chris soon realizes that not every father and son relationship is like his. Eventually Chris and his father settle their differences. Dawn and Cassidy ask Al if he has any ""connections"" on how to get tickets for an upcoming Jim Carrey movie.

    Director:Frank Bonner
    Writer:Unknown

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  2. City Guys Season 4 Episode 17 - Subway Confessions
    9.0/10(12 votes)

    #2 - Subway Confessions

    S4:E17

    Ms. Noble has to figure out the truth as the gang must account for their whereabouts after sneaking into school. The stories all occur on subway train and range from a clown giving birth, Al and El-Train battling Russian spies, and an emergency make over of a homeless woman.

    Director:Frank Bonner
    Writer:Unknown

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  3. City Guys Season 5 Episode 6 - Dances With Malcolm
    9.0/10(14 votes)

    #3 - Dances With Malcolm

    S5:E6

    Jamal teams up with Malcolm, his dance nemesis to audition as backup dancers for a group called six-street. Dawn and Cassidy ask Al and El-Train to secretly take over their advice column for women temporarily. So they can attend a taping of Late Night with Conan O'Brien. The column becomes a bigger success, but it proves to be an unfavorable double-edged sword for the two when Al and El-Train decide to manipulate the column for their own purposes.

    Director:Frank Bonner
    Writer:Unknown

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  4. City Guys Season 3 Episode 15 - Funny Business
    8.9/10(12 votes)

    #4 - Funny Business

    S3:E15

    It's career week at school and Chris and Jamal pick architect, but soon their boss Rebecca starts making seductive advances toward Chris. Chris is not sure if he can handle it, especially when she threatens to give him a poor grade if he doesn't accept her advances.

    Director:Frank Bonner
    Writer:Unknown

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  5. City Guys Season 4 Episode 4 - Presumed Innocent
    8.9/10(12 votes)

    #5 - Presumed Innocent

    S4:E4

    Tempers flair between Jamal and a gangbanger classmate until they decide to settle their differences in student court, and the gang discovers through trial and error that looks can be deceiving. Meanwhile, Al and El-Train face the challenge of auditioning as slang-free radio deejays.

    Director:Frank Bonner
    Writer:Unknown

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  6. City Guys Season 5 Episode 19 - Model Behavior
    8.8/10(13 votes)

    #6 - Model Behavior

    S5:E19

    A model agency is recruiting girls for thier magazine. Jamal's girlfriend, Rosie, signs up and gets featured in the magazine. Jamal is having probelms with guys googling over his girlfriend.

    Director:Frank Bonner
    Writer:Unknown

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    The 20 WORST Episodes of City Guys

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  7. City Guys Season 3 Episode 19 - El-Train in the Sky with Geena
    8.6/10(14 votes)

    #7 - El-Train in the Sky with Geena

    S3:E19

    El-Train's girlfriend has a secret addiction. She steals from people to continue her drug habit.

    Director:Frank Bonner
    Writer:Todd J. Greenwald

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  8. City Guys Season 3 Episode 7 - Ebony & Ivory
    8.4/10(15 votes)

    #8 - Ebony & Ivory

    S3:E7

    Chris and Jamal each like the deputy mayor's daughter. She tells her father that she is going out with Chris while Jamal, her real date, doesn't understand why she lied to him until she tells Jamal that her father is racist.

    Director:Frank Bonner
    Writer:Unknown

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  9. City Guys Season 4 Episode 15 - Frisky Business
    8.3/10(12 votes)

    #9 - Frisky Business

    S4:E15

    The gang returns from summer vacation to find Manny High resembling a prison after the school board installs new security measures. When Ms. Noble encourages the unhappy students to find a constructive way to voice their objections, they go on strike and are suspended and nothing is solved until the gang learn to compromise with the school board. In the meantime, Dawn and Cassidy's friendship is tested when they promise to be honest with each other, no matter what.

    Director:Frank Bonner
    Writer:Todd J. Greenwald

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  10. City Guys Season 4 Episode 12 - Making Up is Hard to Do
    8.2/10(18 votes)

    #10 - Making Up is Hard to Do

    S4:E12

    Jamal battles Malcolm in a dance contest during the school dance. Meanwhile Al and Dawn break up after arguing.

    Director:Frank Bonner
    Writer:Scott S. Gorden

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  11. City Guys Season 2 Episode 8 - A Guy and a Goth
    8.1/10(17 votes)

    #11 - A Guy and a Goth

    S2:E8

    Chris decides to go on a date with one of the callers to his radio show, but when he sees that she dresses like a Goth, he is unsure about whether or not to go out with her again, even though he likes her. Meanwhile, El-Train leads the gang in throwing a surprise party for Miss Noble's tenth anniversary at Manny High.

    Director:Frank Bonner
    Writer:Unknown

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  12. City Guys Season 1 Episode 4 - The Package
    8.0/10(14 votes)

    #12 - The Package

    S1:E4

    Alberto is delivering drugs for a drug dealer and doesn't know it. So the boys devise a plan to blackmail the dealer into leaving Alberto alone.

    Director:Frank Bonner
    Writers:Paul Corrigan, Brad Walsh

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  13. City Guys Season 4 Episode 11 - Havoc
    7.9/10(12 votes)

    #13 - Havoc

    S4:E11

    Chris quits the jazz group to play with a popular band that just lost it guitar player. Cassidy and Dawn try to learn more about El-Train's troll doll.

    Director:Frank Bonner
    Writer:Unknown

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  14. City Guys Season 2 Episode 6 - Bully, Bully
    7.8/10(14 votes)

    #14 - Bully, Bully

    S2:E6

    After El-Train beats up a local bully, he starts reverting back to his own days of bullying people, and even begins to isolate his friends. But when Miss Noble gets ahold of him, she reminds him of how far he's come, forcing him to think twice about his attitude, and his next schoolyard fight. Meanwhile, Dawn is embarrassed after a terrible date with school quarterback Brent (guest star Scott Hamm), where she tried to pass herself off as a football expert and ended up looking like a fool.

    Director:Frank Bonner
    Writer:Scott S. Gorden

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  15. City Guys Season 3 Episode 18 - Rollin' with the Homies
    7.8/10(12 votes)

    #15 - Rollin' with the Homies

    S3:E18

    The gang start working at a toy store and the owner wants Jamal and Chris to be friends with his son. His son, Tommy, is in a wheelchair don't like it when Jamal treats him different because of his disability.

    Director:Frank Bonner
    Writers:Paul Corrigan, Brad Walsh

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  16. City Guys Season 1 Episode 10 - Future Shock
    7.7/10(13 votes)

    #16 - Future Shock

    S1:E10

    Jamal reconsiders the value of spending time studying after his new friend, Charlie, a straight-A Manhattan High student, is killed by a drunk driver. But with the PSATs coming up in a few days, everyone tries to cope with the loss.

    Director:Frank Bonner
    Writer:Unknown

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  17. City Guys Season 2 Episode 13 - Saving Private Johnson
    7.7/10(13 votes)

    #17 - Saving Private Johnson

    S2:E13

    When El-Train continues having problems with his test scores in school, he decides to drop out and join the Marines. He becomes even more distraught when he fails the Marines' admission test, until someone discovers that El-Train may be suffering from dyslexia.

    Director:Frank Bonner
    Writer:Unknown

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  18. City Guys Season 4 Episode 8 - Kodak Moment
    7.7/10(34 votes)

    #18 - Kodak Moment

    S4:E8

    Chris gets involved with Sarah, an international star and soon realizes her life is harder than he thinks. Meanwhile Jamal helps Cassidy and Dawn with thier project on the rumor ghosts of Manny High.

    Director:Frank Bonner
    Writer:Todd J. Greenwald

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  19. City Guys Season 4 Episode 21 - Compromising Principal
    7.7/10(12 votes)

    #19 - Compromising Principal

    S4:E21

    When Ms. Noble decides to loosen up and be more cool in order to win a most popular principal contest, the school turns into an undisciplined zoo. In the midst of the chaos, the gang try their hand at after school elective classes.

    Director:Frank Bonner
    Writer:Unknown

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  20. City Guys Season 1 Episode 7 - Red Ferrari
    7.6/10(15 votes)

    #20 - Red Ferrari

    S1:E7

    Jamal convinces Chris to have a party and drive his father's car after Chris reveals that his parents forgot his birthday. However it is the complete opposite when they return home with a birthday celebration on thier mind.

    Director:Frank Bonner
    Writer:Unknown

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  21. City Guys Season 3 Episode 11 - Marriage Go-Round
    7.6/10(13 votes)

    #21 - Marriage Go-Round

    S3:E11

    Jamal is jealous that Ranya is spending too much time with Chris after the two are paired up in Ms. Noble's marriage project. Meanwhile Jamal's partner is having to do the project alone and El-Train is getting bossed around by his partner-Tasha.

    Director:Frank Bonner
    Writer:Unknown

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  22. City Guys Season 3 Episode 14 - When Al Met Dawn
    7.6/10(15 votes)

    #22 - When Al Met Dawn

    S3:E14

    Al and Dawn are getting along really well working together on a science project. They kiss. Dawn wants to keep their relationship a secret because of the Reality House cameras. Al agrees. Later, El-Train wants to go on a double date with Al. He is hesitant, but Dawn urges him to go. On the date, Dawn spies and sees the girl kiss Al. Dawn gets upset. She storms out on Al at the Science Fair. Ms. Noble talks with Dawn and helps her realize that she said ""yes"" but really meant ""no."" Dawn gets on the radio to apologize to Al for wanting him to be a mind reader. Al forgives her and they decide to have their relationship go public.

    Director:Frank Bonner
    Writer:Scott S. Gorden

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  23. City Guys Season 5 Episode 1 - This Old Nerd
    7.6/10(12 votes)

    #23 - This Old Nerd

    S5:E1

    Jamal creates a monster when he gives his geeky bud a makeover. Meanwhile, the gang gets Miss Noble a hot watch for her birthday.

    Director:Frank Bonner
    Writer:Unknown

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  24. City Guys Season 5 Episode 9 - Dawn Don't Know Jack
    7.6/10(12 votes)

    #24 - Dawn Don't Know Jack

    S5:E9

    Dawn falls for and starts dating Chris's old friend, Jack from his former prep school and she tells Cassidy that he might be the one. Chris finds out that Jack is still with his old girlfriend and Cassidy tries to tell Dawn, but she doesn't believe her. Dawn confronts Jack who tells her that it is over between him and his old girlfriend, but later finds out that she had been lied to. El-Train hits the road with Al and Jamal in his fixed up van to go attend a DMX concert. On the way, they pick up a hitchhiker who robs them and leaves the three tied up on the side of the road.

    Director:Frank Bonner
    Writer:Unknown

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  25. City Guys Season 5 Episode 10 - Rosie O'Diner
    7.5/10(11 votes)

    #25 - Rosie O'Diner

    S5:E10

    Jamal falls for and after some mistakes in introducing himself, he hooks up with and starts dating one of the waitresses at the Manhattan diner named Rosie. She is very independent and not afraid to speak her mind, which proves to be trouble when she begins to offend customers who get on her nerves at the diner. After numerous complaints, Mr. Grant gives his son the uncomfortable job of firing her.

    Director:Frank Bonner
    Writer:Unknown

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Best Episodes Summary

"The Communication Gap" is the best rated episode of "City Guys". It scored 9/10 based on 13 votes. Directed by Frank Bonner and written by Unknown, it aired on 10/11/1997. This episode scored 0.0 points higher than the second highest rated, "Subway Confessions".