# City Guys

City Guys is an American television sitcom that aired for five seasons on NBC from September 6, 1997 to December 15, 2001. The series aired as part of the network's Saturday morning block, TNBC.

## Premise

City Guys centered on two teenagers from different backgrounds who both attended Manhattan High School that became best friends. Jamal Grant came from a working-class family and Chris Anderson from a wealthy family. The boys and their friends dealt with the typical teen issues, such as cheating on tests, peer pressure, racism, and dealing with school violence.

## Cast

* Wesley Jonathan as Jamal Abdul Grant
* Scott Whyte as Christopher Robert "Chris" Anderson
* Caitlin Mowrey as Dawn Tartikoff
* Dion Basco as Alberto ("Al") Rocket Ramos
* Marissa Dyan as Cassidy Giuliani
* Steven Daniel as Lionel "L-Train" Johnson
* Marcella Lowery as Principal Karen Coretta Noble

## Production

In September 1997, NBC announced City Guys would be a new series on the networks Saturday morning TNBC lineup. The series was described by John Miller, then NBC’s executive VP of advertising, promotion and event programming, as having a more "urban feel" in comparison to other TNBC sitcoms air of middle America with California hipness. Like other TNBC shows, City Guys was given substantial review from an educational consultant to ensure there was educational or informative value per the FCC qualifiers.

## Episodes
### Series overview

| Season | Episodes | Episodes | Originally released | Originally released |
| Season | Episodes | Episodes | First released | Last released |
| 1 | 14 | 14 | September 6, 1997 | December 6, 1997 |
| 2 | 14 | 14 | September 12, 1998 | December 12, 1998 |
| 3 | 25 | 25 | September 11, 1999 | June 10, 2000 |
| 4 | 26 | 26 | September 23, 2000 | February 24, 2001 |
| 5 | 26 | 26 | September 8, 2001 | December 15, 2001 |

### Season 1 (1997)

| No. overall | No. in season | Title | Directed by | Written by | Original release date |
| 1 | 1 | "New Kids" | Frank Bonner | Scott Spencer Gorden | September 6, 1997 (1997-09-06) |
| Jamal Grant and Chris Anderson arrive at Manhattan High School. L-Train warns Jamal against painting over his graffiti. Chris learns about it and paints over it. In the end, they both get assigned to do a video yearbook for the school year. ||||||
| 2 | 2 | "For the Love of Mother" | Frank Bonner | Ilunga Adell | September 13, 1997 (1997-09-13) |
| When Chris' mom learns Manhattan High does not have a Music Department because of lack of money, she vows to throw a fundraiser at the Anderson home. This angers Chris, since she had already promised him that they would go to a concert on the same evening. ||||||
| 3 | 3 | "Knicks Tickets" | Frank Bonner | Scott Spencer Gorden | September 20, 1997 (1997-09-20) |
| Chris and Jamal are expected to tape Shakespeare in the Park, but they get Dawn to tape the play so they can go to the Knicks game. ||||||
| 4 | 4 | "The Package" | Frank Bonner | Paul Corrigan & Brad Walsh | September 27, 1997 (1997-09-27) |
| Alberto is delivering drugs for a drug dealer and doesn't know it. The boys devise a plan to blackmail the dealer into leaving Alberto alone. ||||||
| 5 | 5 | "The Date" | Frank Bonner | Ilunga Adell | October 4, 1997 (1997-10-04) |
| Chris asks Cassidy to the spring dance. She rejects him and Chris asks Jamal's sister, Kaisha, instead, causing friction between Jamal and Kaisha. L-Train goes to the dance with Cassidy. ||||||
| 6 | 6 | "The Communication Gap" | Frank Bonner | Tom Tenowich | October 11, 1997 (1997-10-11) |
| 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. Dawn and Cassidy ask Al if he has any "connections" on how to get tickets for an upcoming Jim Carrey movie. ||||||
| 7 | 7 | "Red Ferrari" | Frank Bonner | Paul Corrigan & Brad Walsh | October 18, 1997 (1997-10-18) |
| Jamal convinces Chris to have a party and drive his father's car after Chris reveals that his parents forgot his birthday. ||||||
| 8 | 8 | "Rock the Vote" | Frank Bonner | Story by : Paul Corrigan & Brad Walsh Teleplay by : Ilunga Adell & Tom Tenowich | October 25, 1997 (1997-10-25) |
| Dawn and Cassidy both run for Student Council President with Jamal and Chris as their individual advisors. Dirty politics arise and L-Train decides to run at the last minute. ||||||
| 9 | 9 | "The Movie" | Frank Bonner | Paul Corrigan & Brad Walsh | November 1, 1997 (1997-11-01) |
| Jamal and Chris decide to make a movie using the school camera. ||||||
| 10 | 10 | "Future Shock" | Frank Bonner | Kenneth Nowling | November 8, 1997 (1997-11-08) |
| 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. With the PSATs coming up in a few days, everyone tries to cope with the loss. ||||||
| 11 | 11 | "Easy Money" | Frank Bonner | Barry Gurstein & David Pitlik | November 15, 1997 (1997-11-15) |
| Chris uses Jamal's skills at guessing the results of games and gets them both into trouble. ||||||
| 12 | 12 | "The College Girl" | Frank Bonner | Scott Spencer Gorden | November 22, 1997 (1997-11-22) |
| Chris falls for an older woman, who he later discovers is his new student teacher. ||||||
| 13 | 13 | "Bye, Mom" | Frank Bonner | Tom Tenowich | November 29, 1997 (1997-11-29) |
| When Karen goes to the hospital, Jamal remembers his mother's death and how Karen reminds him so much of his mother. ||||||
| 14 | 14 | "Old Friends" | Frank Bonner | Kenneth Nowling | December 6, 1997 (1997-12-06) |
| One of Jamal's friends gets out of juvenile Hall and continues doing the things that led him to the hall in the first place. Meanwhile, Chris is trying to finish the video yearbook. ||||||

### Season 2 (1998)

| No. overall | No. in season | Title | Directed by | Written by | Original release date |
| 15 | 1 | "Men Behind Bars" | Frank Bonner | Paul Corrigan & Brad Walsh | September 12, 1998 (1998-09-12) |
| Chris and Jamal end up in jail after getting caught with fake IDs. Al and L-Train come to bail the guys out and end up behind bars as well. Dawn and Cassidy offer their tutoring services at the school fundraising auction, but Vinnie and Rocco bid on the girls as dates. ||||||
| 16 | 2 | "Shock Jock" | Frank Bonner | Scott Spencer Gorden | September 19, 1998 (1998-09-19) |
| Chris and Jamal restart the school's old radio station. L-Train has a broken tooth but is afraid of going to the dentist. ||||||
| 17 | 3 | "The Roommate" | Frank Bonner | Robert Illes & Ilunga Adell | September 26, 1998 (1998-09-26) |
| L-Train has a fight with his mom and moves into Chris' Park Avenue penthouse. Al asks Cassidy and Dawn to be models for a photo shoot. ||||||
| 18 | 4 | "Jamal Got His Gun" | Frank Bonner | Tom Tenowich | October 3, 1998 (1998-10-03) |
| After being robbed at gunpoint one night, Jamal buys a gun. ||||||
| 19 | 5 | "The Divorce" | Frank Bonner | Robert Illes | October 10, 1998 (1998-10-10) |
| When Chris finds out that his parents are getting a divorce, he becomes a recluse and blames himself for their breakup. ||||||
| 20 | 6 | "Bully, Bully" | Frank Bonner | Scott Spencer Gorden | October 17, 1998 (1998-10-17) |
| L-Train reverts to his old ways of bullying people. Miss Noble forces him to think twice about his next schoolyard fight. Dawn is embarrassed after a terrible date with school quarterback Brent. ||||||
| 21 | 7 | "Dance Fever" | Frank Bonner | Paul Corrigan & Brad Walsh | October 24, 1998 (1998-10-24) |
| Jamal asks Cassidy if she can get her new boyfriend, 98 Degrees singer Nick Lachey, to perform with the rest of the group at an 'unofficial' school dance on the roof of Manhattan High. ||||||
| 22 | 8 | "A Guy and a Goth" | Frank Bonner | Tom Tenowich | October 31, 1998 (1998-10-31) |
| Chris feels unsure about dating a Goth girl. L-Train leads the gang in throwing a surprise party for Miss Noble's tenth anniversary at Manny High. ||||||
| 23 | 9 | "Big Brothers" | Frank Bonner | Ilunga Adell | November 7, 1998 (1998-11-07) |
| Miss Noble asks Jamal and Chris to become big brothers as part of a class project. But their little brother, Ernesto, turns out to be a handful of trouble. Cassidy tries to pass Driver's Education. ||||||
| 24 | 10 | "Over the Speed Limit" | Frank Bonner | Robert Illes & Ilunga Adell | November 14, 1998 (1998-11-14) |
| Cassidy starts taking pills when she is overworked. ||||||
| 25 | 11 | "A Noble Profession" | Frank Bonner | Paul Corrigan & Brad Walsh | November 21, 1998 (1998-11-21) |
| Ms. Noble quits after the students take her for granted one too many times. She returns when her replacement gets out of control. ||||||
| 26 | 12 | "Party of Three" | Frank Bonner | Paul Ciancarelli & David DiPietro | November 28, 1998 (1998-11-28) |
| During his radio show, Jamal advises an anonymous caller to drop her current boyfriend for the guy she has a crush on, but doesn't realize that Al is the caller's boyfriend. L-Train sees Dawn's comet viewing party as an opportunity to signal aliens. ||||||
| 27 | 13 | "Saving Private Johnson" | Frank Bonner | Brett Dewey | December 5, 1998 (1998-12-05) |
| L-Train decides to drop out and join the Marines. He fails the Marines' admission test, until someone discovers that he may be suffering from dyslexia. ||||||
| 28 | 14 | "A Gift of Friendship" | Frank Bonner | Tom Tenowich | December 12, 1998 (1998-12-12) |
| The gang help Al and his family during the holidays after Al's father loses his job. ||||||

### Season 3 (1999–2000)

| No. overall | No. in season | Title | Directed by | Written by | Original release date |
| 29 | 1 | "Greece Is the Word" | Frank Bonner | Tom Tenowich | September 11, 1999 (1999-09-11) |
| Chris finds himself in the middle of a love triangle. Al and L-Train pull pranks on unsuspecting freshmen. ||||||
| 30 | 2 | "Mr. Baseball" | Frank Bonner | Robert Illes | September 11, 1999 (1999-09-11) |
| Jamal lets being the hero of a baseball game go to his head. When he fails to lead the team to victory, he wants to quit the team. ||||||
| 31 | 3 | "Alley Oops" | Frank Bonner | Scott Spencer Gorden | September 18, 1999 (1999-09-18) |
| Chris, Jamal, Al and Dawn prepare to face their bowling league rivals in a tournament, but the guys consider dropping Dawn so they have a better chance of winning. Ms. Noble develops a crush on the new substitute teacher, Mr. Washington. ||||||
| 32 | 4 | "Face the Music" | Frank Bonner | Ilunga Adell | September 18, 1999 (1999-09-18) |
| El-Train sings the blues when his musical hero Slick Willy Bill steals a song he wrote. Al publishes unflattering photos of Cassidy and Dawn on the cover of his magazine. ||||||
| 33 | 5 | "The Players" | Frank Bonner | Paul Corrigan & Brad Walsh | October 2, 1999 (1999-10-02) |
| After seeing Cassidy perform in a student film, Jamal and Chris decide to make their own movie and enter it in a film festival. Dawn, Al and El-Train volunteer for a psychology experiment and Dawn becomes frustrated when she can't do as well as the two guys. ||||||
| 34 | 6 | "Raise the Roofies" | Frank Bonner | Leslie Eberhard | October 2, 1999 (1999-10-02) |
| Cassidy is almost tricked into drinking a date rape drug by a college guy, but Chris and Jamal find her in time. ||||||
| 35 | 7 | "Ebony & Ivory" | Frank Bonner | Story by : Tom Tenowich Teleplay by : Paul Ciancarelli & David DiPietro | October 9, 1999 (1999-10-09) |
| Jamal dates the deputy mayor's daughter, who tells her racist father that she is going out with Chris. ||||||
| 36 | 8 | "Reluctant Hero" | Frank Bonner | Story by : Tom Tenowich Teleplay by : Paul Ciancarelli & David DiPietro | October 9, 1999 (1999-10-09) |
| It's "Crime Prevention Week" at Manny High and the students are given self-defense classes. Jamal uses his newly developed skills to stop a mugging, but makes Chris take the credit, and reap the rewards, because he was supposed to be home grounded at the time. Al, El-Train, Cassidy and Dawn are enlisted to patrol the halls as "Manny Monitors." ||||||
| 37 | 9 | "In this Corner" | Frank Bonner | Ilunga Adell | October 16, 1999 (1999-10-16) |
| Jamal decides to become a boxer and compete in a local tournament, even though his father warns him not to. ||||||
| 38 | 10 | "El-Trainmania IV" | Frank Bonner | Todd J. Greenwald | October 16, 1999 (1999-10-16) |
| El-Train is offered the opportunity to work as a professional wrestler. Jamal and Chris start accepting bribes from local merchants in exchange for endorsements on the school radio station. ||||||
| 39 | 11 | "Marriage Go Round" | Frank Bonner | Story by : Paul Corrigan & Brad Walsh Teleplay by : Robert Illes & Ilunga Adell | October 23, 1999 (1999-10-23) |
| Jamal is jealous that Ranya is spending too much time with Chris after the two are paired up in Ms. Noble's marriage project. Jamal's partner is having to do the project alone and El-Train is getting bossed around by his partner, Tasha. ||||||
| 40 | 12 | "Movin' on Up" | Frank Bonner | David DiPietro & Paul Ciancarelli | October 30, 1999 (1999-10-30) |
| The gang from Manny High move in together as part of a reality TV show. Miss Noble is frustrated when she is forced to work with an incompetent assistant who also happens to be her boss's daughter. ||||||
| 41 | 13 | "Down and Out in Soho" | Frank Bonner | Scott Spencer Gorden | October 30, 1999 (1999-10-30) |
| Dawn gets the group involved with helping foreigners adjust to life in America. One of the foreigners decides to take advantage of his new friends and steal from them. El-Train and Chris have to figure out how to tell Cassidy that she can't sing. ||||||
| 42 | 14 | "When Al Met Dawn" | Frank Bonner | Scott Spencer Gorden | November 6, 1999 (1999-11-06) |
| Al and Dawn try to keep their new relationship a secret because of the Reality House cameras. However things get complicated when L-Train arranges a double date for Al and himself. ||||||
| 43 | 15 | "Funny Business" | Frank Bonner | Ilunga Adell & Tom Tenowich | November 6, 1999 (1999-11-06) |
| An architectural company invites students to take part for a internship which, Jamal, Chris and Dawn are volunteered, but soon their boss Rebecca starts making seductive advances toward Chris and gives him a bad grade when he refuses her. ||||||
| 44 | 16 | "Get Your Vote On" | Frank Bonner | Kurt Taylor | November 13, 1999 (1999-11-13) |
| El-Train challenges Jamal by running against him in the school elections. ||||||
| 45 | 17 | "Angels of Harlem" | Frank Bonner | David DiPietro & Paul Ciancarelli | November 20, 1999 (1999-11-20) |
| Ms. Noble's church is going to be torn down by Chris's dad's construction company, in order to build a mall. The gang creates a radio-a-thon to raise money to save the church. After this fails, Chris and Dawn chain themselves to the church. Chris's dad decides to build the mall around the church. ||||||
| 46 | 18 | "Rollin' With the Homies" | Frank Bonner | Paul Corrigan & Brad Walsh | November 20, 1999 (1999-11-20) |
| The gang start working at a toy store and the owner wants Jamal and Chris to be friends with his son, Tommy, who is in a wheelchair. ||||||
| 47 | 19 | "El-Train in the Sky with Geena" | Frank Bonner | Todd J. Greenwald | November 27, 1999 (1999-11-27) |
| El-Train's girlfriend steals from people to continue her drug habit. ||||||
| 48 | 20 | "Miracle on 134th Street and Lexington Avenue" | Frank Bonner | Ilunga Adell | November 27, 1999 (1999-11-27) |
| While working at the New York Toy Company for the Christmas holiday, Dawn and Chris meet Alison, a girl from a broken family. They find her father and convince him to come back to spend some time with Alison and her mother. ||||||
| 49 | 21 | "Yoko Oh-No" | Frank Bonner | Paul Corrigan & Brad Walsh | December 3, 1999 (1999-12-03) |
| Jamal is getting too close to his new girlfriend and does whatever she wants to do. ||||||
| 50 | 22 | "Party Like It's 1999" | Frank Bonner | Scott Spencer Gorden | December 3, 1999 (1999-12-03) |
| In this clip show episode, the gang from Manhattan High prepares to celebrate New Year's Eve in Times Square. When they find out it has been closed off because of too many people, Chris and Al convince Dawn to let them into the school so they can watch from the roof. ||||||
| 51 | 23 | "Fast Time at Manny High" | Frank Bonner | David DiPietro & Paul Ciancarelli | February 12, 2000 (2000-02-12) |
| Manny High is entered in a charity event. If the kids fast for one night, the Keeny company will donate $500 to feed the homeless and $500 to Manny High. Everybody agrees to try the fast, but their commitment doesn't last long. ||||||
| 52 | 24 | "Harlem Honey" | Frank Bonner | Paul Ciancarelli & David DiPietro | March 11, 2000 (2000-03-11) |
| Jamal creates an internet girlfriend for his father. The problems start when his father wants to meet her. Jamal convinces Ms. Noble to pretend to be "Harlem Honey." ||||||
| 53 | 25 | "Mom on the Rocks" | Frank Bonner | Story by : Ilunga Adell Teleplay by : Robert Illes & Scott Spencer Gorden | June 10, 2000 (2000-06-10) |
| Dawn is embarrassed by her mom's drinking problem. ||||||

### Season 4 (2000–01)

| No. overall | No. in season | Title | Directed by | Written by | Original release date |
| 54 | 1 | "Kickin' It" | Frank Bonner | James Dutcher | September 23, 2000 (2000-09-23) |
| When Al gets special treatment because he is a star athlete, Dawn tries to tell him he still needs to do his homework. Cassidy and the rest of the gang help get Ms. Noble in shape for her class reunion. Ms. Noble meets a very special friend from high school. ||||||
| 55 | 2 | "The Users" | Frank Bonner | Todd J. Greenwald | September 23, 2000 (2000-09-23) |
| Chris and Jamal are in need of tutoring for midterms, and find an unlikely study buddy in the irritating studio technician Jasper. Al, El-Train, Cassidy and Dawn plot to get Ms. Noble and her boyfriend Billy back together again. ||||||
| 56 | 3 | "Cheat Happens" | Frank Bonner | David DiPietro & Paul Ciancarelli | September 30, 2000 (2000-09-30) |
| When Jamal and Chris are faced with the prospect of summer school, they decide to make cheat sheets. Dawn and Cassidy decide that if the guys can have their own radio show, then the girls can too. ||||||
| 57 | 4 | "Presumed Innocent" | Frank Bonner | Ilunga Adell | September 30, 2000 (2000-09-30) |
| Tempers flare between Jamal and a gangbanger classmate until they decide to settle their differences in student court. Al and El-Train face the challenge of auditioning as slang-free radio deejays. ||||||
| 58 | 5 | "The Third Wheel" | Frank Bonner | Scott Spencer Gorden | October 7, 2000 (2000-10-07) |
| While Dawn and Al seek some time together, El-Train seems to spoil every opportunity for them to be alone. Chris, Jamal, Ms. Noble and Cassidy create a horror radio play. ||||||
| 59 | 6 | "Students of the Bride" | Frank Bonner | Story by : Paul Corrigan & Brad Walsh Teleplay by : Ilunga Adell & Todd J. Greenwald | October 7, 2000 (2000-10-07) |
| Ms. Noble is getting married. Jamal and Cassidy develop feelings for each other as the wedding is being planned. ||||||
| 60 | 7 | "Mo' Money, Mo' Problems" | Frank Bonner | Paul Corrigan & Brad Walsh | October 14, 2000 (2000-10-14) |
| El-Train comes up with an idea for a glow in the dark basketball. El-Train, Al, Chris, and Jamal decide to go into business together after El-Train's invention turns out to be lucrative. Cassidy becomes jealous after Dawn gets the part in a famous director's movie. ||||||
| 61 | 8 | "Kodak Moment" | Frank Bonner | Todd J. Greenwald | October 14, 2000 (2000-10-14) |
| Chris gets involved with Sarah, an international star and soon realizes her life is harder than he thinks. Jamal helps Cassidy and Dawn with their project on the rumored ghosts of Manny High. ||||||
| 62 | 9 | "Meet Mr. History" | Frank Bonner | Story by : Todd J. Greenwald Teleplay by : Paul Corrigan & Brad Walsh | October 21, 2000 (2000-10-21) |
| Chris and Jamal are assigned to write a paper about someone who has witnessed an important historical event, but when they can't find anyone to interview, they make one up. Dawn and Cassidy decide to go into business selling the fruit tarts they created in home economics class. ||||||
| 63 | 10 | "Keep on the Download" | Frank Bonner | Story by : David DiPietro & Paul Ciancarelli Teleplay by : Scott Spencer Gorden | October 21, 2000 (2000-10-21) |
| No one is laughing when Chris and Jamal's rivalry with the deejays from another school escalates from spirited pranks to costly property damages. Manny High's Quiz Team captain Dawn is obsessed with winning the city finals trophy. ||||||
| 64 | 11 | "Havoc" | Frank Bonner | Story by : Paul Corrigan & Brad Walsh Teleplay by : Ilunga Adell & Todd J. Greenwald | October 28, 2000 (2000-10-28) |
| Chris quits the jazz group to play with a popular band that just lost its guitar player. Cassidy and Dawn try to learn more about El-Train's troll doll. ||||||
| 65 | 12 | "Makin' Up Is Hard to Do" | Frank Bonner | Story by : David DiPietro & Paul Ciancarelli Teleplay by : Ilunga Adell & Scott Spencer Gorden | October 28, 2000 (2000-10-28) |
| Jamal battles Malcolm in a dance contest during the school dance. Al and Dawn break up after arguing. ||||||
| 66 | 13 | "Living in America" | Frank Bonner | Scott Spencer Gorden | November 4, 2000 (2000-11-04) |
| In this clip show, the gang once again reflects on events from the past year. ||||||
| 67 | 14 | "Shock Treatment" | Frank Bonner | Barry "Berry" Douglas | November 4, 2000 (2000-11-04) |
| Chris and Jamal are offered the chance to fill in for a famous shock jock. Cassidy, Dawn, Al and El-Train try out for cheerleading. ||||||
| 68 | 15 | "Frisky Business" | Frank Bonner | Todd J. Greenwald | November 11, 2000 (2000-11-11) |
| The students go on strike when the school board installs new security measures. Dawn and Cassidy's friendship is tested when they promise to be honest with each other, no matter what. ||||||
| 69 | 16 | "Jamal X" | Frank Bonner | Al Sonja L. Rice | November 11, 2000 (2000-11-11) |
| Jamal's uncle comes to the school to speak to his class and sparks something in Jamal to be more active in African-American affairs. He starts a club for the Black students and excludes Chris from joining. ||||||
| 70 | 17 | "Subway Confessions" | Frank Bonner | David DiPietro & Paul Ciancarelli | November 18, 2000 (2000-11-18) |
| 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 makeover of a homeless woman. ||||||
| 71 | 18 | "Who Da Man" | Frank Bonner | Al Sonja L. Rice | November 18, 2000 (2000-11-18) |
| Dawn saves Al and Cassidy from robbers on the train and the school newspaper soon learns of her heroic actions. ||||||
| 72 | 19 | "Get to Preppin'" | Frank Bonner | Bernie Ancheta | November 25, 2000 (2000-11-25) |
| Everyone is obsessed with making the grade during midterms at Manny High. Al (Dion Basco) and El-Train sell the school basketball trophy from 1957 on an internet auction. ||||||
| 73 | 20 | "Unhappy Hour" | Frank Bonner | David DiPietro & Paul Ciancarelli | December 2, 2000 (2000-12-02) |
| The gang are invited to appear on a teen show to talk about their friendship. The night before the show they all get drunk and fight with each other. ||||||
| 74 | 21 | "Compromising Principal" | Frank Bonner | Bernie Ancheta | December 2, 2000 (2000-12-02) |
| 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. ||||||
| 75 | 22 | "Dating Games" | Frank Bonner | Todd J. Greenwald | December 9, 2000 (2000-12-09) |
| Love is in the air at Manny High as the gang prepares for the Valentine Dance. Cassidy realizes that she has feelings for Chris. Jamal, El-Train, Al and Dawn participate in Ms. Noble's meditation class. ||||||
| 76 | 23 | "Wager Money Go" | Frank Bonner | Barry "Berry" Douglas | December 9, 2000 (2000-12-09) |
| Jamal develops a gambling addiction that strains his friendship with Chris, Al and El-Train. ||||||
| 77 | 24 | "El-Brain" | Frank Bonner | Paul F. Ciancarelli & David S. DiPietro | December 16, 2000 (2000-12-16) |
| El-Train enters the Science Fair to prove that he's smarter than everyone, including Jamal, who thinks he isn't. ||||||
| 78 | 25 | "Pier Pressure" | Frank Bonner | Bernie Ancheta | December 16, 2000 (2000-12-16) |
| The gang's holiday weekend at the Andersons' place in the Hamptons goes adrift when Chris, Cassidy, Dawn and Al run out of gas while yachting. Meanwhile, on shore, Jamal and El-Train's attempts to meet girls are interrupted by an unexpected visit from Ms. Noble and Billy. ||||||
| 79 | 26 | "Blast from the Past" | Frank Bonner | Al Sonja L. Rice | February 24, 2001 (2001-02-24) |
| Chris tries to make surprise anniversary dinner plans for Cassidy, but his sneaking around leads her to think he's cheating on her. Dawn and Al challenge Ms. Noble and Billy to a "Best Couple" contest. ||||||

### Season 5 (2001)

| No. overall | No. in season | Title | Directed by | Written by | Original release date |
| 80 | 1 | "This Old Nerd" | Frank Bonner | Jay J. Demopoulos | September 8, 2001 (2001-09-08) |
| Jamal attempts to change his nerdy friend's image. El-Train unwittingly buys Ms. Noble a stolen watch for her birthday. ||||||
| 81 | 2 | "E-Breakup" | Frank Bonner | Al Sonja L. Rice | September 8, 2001 (2001-09-08) |
| By spending all her time designing the Manny High School website, Dawn becomes distant from Al and that puts a strain on their relationship. Jamal feels lonely, so he spends all his time interrupting Chris and Cassidy when they want to be alone together. ||||||
| 82 | 3 | "Chicken Run" | Frank Bonner | Scott Spencer Gorden | September 22, 2001 (2001-09-22) |
| Jamal fights a gang member. The gang member pulls out a knife and stabs Chris, who was trying to save Jamal. ||||||
| 83 | 4 | "Papa Please" | Frank Bonner | David DiPietro & Paul Ciancarelli | September 22, 2001 (2001-09-22) |
| Chris meets Cassidy's father for the first time. Dawn vows with the help of Al to rid Ms. Noble of her addictive smoking habit. ||||||
| 84 | 5 | "Red Dawn" | Frank Bonner | Todd J. Greenwald | September 29, 2001 (2001-09-29) |
| Dawn has trouble accepting that Al has started dating a new girl so soon after their break up. Chris, Jamal and El-Train hold a Survivor-style competition in the park, with Noble overseeing. ||||||
| 85 | 6 | "Dances with Malcolm" | Frank Bonner | Bernie Ancheta | September 29, 2001 (2001-09-29) |
| Jamal teams up with Malcolm, his dance nemesis to audition as backup dancers. Dawn and Cassidy ask Al and El-Train to secretly take over their advice column for women. ||||||
| 86 | 7 | "Just for the Record" | Frank Bonner | Jeffrey J. Sachs | October 6, 2001 (2001-10-06) |
| The gang gets involved with a music group trying to make it big. ||||||
| 87 | 8 | "Skips, Lies and Radiotapes" | Frank Bonner | Jesse Collins | October 6, 2001 (2001-10-06) |
| Jamal and Chris want to spend senior ditch day bungee jumping with Cassidy, Al, and El-Train, but Ms. Noble tells them they have to have a radio telethon to raise money for children. Dawn fights against a student named Kitty Collins for the attention of Ms. Noble and the title of valedictorian. ||||||
| 88 | 9 | "Dawn Don't Know Jack" | Frank Bonner | David DiPietro & Paul Ciancarelli | October 13, 2001 (2001-10-13) |
| Dawn falls for Chris's old friend, Jack. El-Train, Al, and Jamal get robbed on their way to a DMX concert. ||||||
| 89 | 10 | "Rosie O'Diner" | Frank Bonner | Todd J. Greenwald & Al Sonja L. Rice | October 13, 2001 (2001-10-13) |
| Jamal starts dating a waitress named Rosie. When Rosie's comments offend customers, Mr. Grant tells Jamal to fire her. ||||||
| 90 | 11 | "Cassidy Couch" | Frank Bonner | Todd J. Greenwald & Jeffrey J. Sachs | October 20, 2001 (2001-10-20) |
| Cassidy gets the lead role in a play with a prominent Broadway director, who then sexually harasses her. After El-Train falls out of bed and hits his head, he believes he has premonitions of the future and predicts that Death will be visiting Ms. Noble. ||||||
| 91 | 12 | "Brother from Another Mother" | Frank Bonner | Jeffrey Sachs & Todd J. Greenwald | October 20, 2001 (2001-10-20) |
| During a heat wave, Al and Chris secretly set up a large swimming pool on the roof of Manny High. Jamal's father and El-Train's mother develop an attraction for each other while attending a parent-principal conference. ||||||
| 92 | 13 | "Weight on Jamal" | Frank Bonner | Todd J. Greenwald | October 27, 2001 (2001-10-27) |
| Jamal wants to get into USC, but his coach tells him that he isn't in shape enough to be considered for the team. He starts working out and is offered steroids at the health club. Meanwhile Dawn, Cassidy, Chris and Al have to deal with a cruel pottery teacher. ||||||
| 93 | 14 | "Basket Case" | Frank Bonner | Story by : David DiPietro & Paul Ciancarelli Teleplay by : Jeffrey J. Sachs & Bernie Ancheta | October 27, 2001 (2001-10-27) |
| El-Train believes that participating in sports competition against his new girlfriend, Kianna will harm their relationship. Jamal, Chris, and Cassidy work to appease a newspaper food critic who has given a bad review to the Manhattan Diner. Dawn develops a crush on the head of the rec center. ||||||
| 94 | 15 | "An SAT Carol" | Frank Bonner | Josh Goldstein | November 3, 2001 (2001-11-03) |
| Overwhelmed by all the test prep, El-Train decides not to take the SATs. ||||||
| 95 | 16 | "Mock the Vote" | Frank Bonner | Jeffrey J. Sachs | November 3, 2001 (2001-11-03) |
| The new student body president cancels Jamal and Chris' radio show by canceling it. Cassidy deals with a potential stalker. ||||||
| 96 | 17 | "Prose and Cons" | Frank Bonner | Al Sonja L. Rice | November 3, 2001 (2001-11-03) |
| El-Train becomes popular for his poetry, which causes him to pay less attention to Kianna. Al, Chris, and Jamal attempt be the first students to prank Ms. Noble during her tenure as Principal. ||||||
| 97 | 18 | "Why Y'all Clippin'" | Frank Bonner | Paul Ciancarelli & David DiPietro | November 10, 2001 (2001-11-10) |
| In this clip show, the whole gang is having problems over a yearbook picture and are giving each other the silent treatment. So Ms. Noble calls everybody to Manny High on Saturday to work things out. ||||||
| 98 | 19 | "Model Behavior" | Frank Bonner | Bernie Ancheta | November 17, 2001 (2001-11-17) |
| Jamal's girlfriend, Rosie, signs up and gets featured in a magazine. Jamal is having problems with guys ogling his girlfriend. ||||||
| 99 | 20 | "Almost Fatal" | Frank Bonner | Paul Ciancarelli & David DiPietro | November 17, 2001 (2001-11-17) |
| After Chris, Jamal, and El-Train survive a car crash, they begin live to their lives on the edge. ||||||
| 100 | 21 | "Anchors Away" | Frank Bonner | Al Sonja L. Rice & Todd J. Greenwald | November 24, 2001 (2001-11-24) |
| The time for Ms. Noble's retirement and the gang's graduation is drawing near and everybody is excited, except for Dawn. She becomes anxious about moving on from Manny High and the thought of being apart from her friends when they all go their separate ways in the fall. ||||||
| 101 | 22 | "Video Killed the Radio Star" | Frank Bonner | Bernie Ancheta | November 24, 2001 (2001-11-24) |
| Dawn, Cassidy, El-Train, and Al produce a television show for Manny High, the success of which makes Jamal and Chris jealous. ||||||
| 102 | 23 | "Prom-Lems" | Frank Bonner | Jeffrey J. Sachs | December 1, 2001 (2001-12-01) |
| The gang all prepare for and attend the Manny High Prom. ||||||
| 103 | 24 | "Goodbye Manny High" | Frank Bonner | Scott Spencer Gorden | December 8, 2001 (2001-12-08) |
| The gang are sent the wrong diplomas. El-Train performs in a play in order to earn enough credits to graduate. Chris and Jamal end their radio show. ||||||
| 104 | 25 | "And Then There Were None" | Frank Bonner | Todd J. Greenwald | December 8, 2001 (2001-12-08) |
| In the show's final clip show episode, Ms. Noble and the gang have a final farewell meal at the Manhattan diner. They fondly look back at the memories of the good times, as each member of the gang says their goodbyes. ||||||
| 105 | 26 | "Al's in Toyland" | Frank Bonner | Al Sonja L. Rice | December 15, 2001 (2001-12-15) |
| At his new job, Al attempts to advertise a toy gun without violence and gore. Ms. Noble has signed up Chris, Jamal, El-Train, Dawn, and Cassidy to the Manny High marching band against their will to fulfill their Arts elective credit for graduation. ||||||

## Syndication

City Guys ran in syndication on local television stations throughout the United States from September 10, 2001 to September 13, 2002, Tribune Entertainment, which distributed the series (its corporate sister at the time, Tribune Broadcasting, incidentally, was the primary station group carrying the series), sold the series as a syndication package–alongside fellow TNBC sitcom California Dreams–for stations to count towards educational programming guidelines set by the Federal Communications Commission. The series later briefly aired on BET for three weeks from October 2, 2010 to October 16, 2010.
As of 2022, City Guys–as well as fellow TNBC sitcom One World–were available for streaming on Tubi, but by June 2023, this show was removed from Tubi, though One World still is available to watch as well. It is also not available to stream on Peacock.
International rights to the series are currently held by MGM.