City Guys

1. S01E01New KidsSeptember 6, 1997—The series opens with the arrival of Jamal Grant and Chris Anderson to Manny High School. Both make different entrances with Jamal paying g
2. S01E02For the Love of MotherSeptember 13, 1997—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 h
3. S01E03Knicks TicketsSeptember 20, 1997—Shakespeare in the Park is playing the same time as Chris's Knicks and Lakers game. Chris and Jamal are expected to tape the play, but they
4. S01E04The PackageSeptember 27, 1997—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 al
5. S01E05The DateOctober 4, 1997—The Spring Dance returns to Manny High. Chris tries to get Cassidy to go to the dance with him. She rejects him and Chris encounters Jamal's
6. S01E06The Communication GapOctober 11, 1997—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 rela
7. S01E07Red FerrariOctober 18, 1997—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
8. S01E08Rock the VoteOctober 25, 1997—Dawn and Cassidy both run for Student Council President with Jamal and Chris as their individual advisors. Dirty politics arise and even Alb
9. S01E09The MovieNovember 1, 1997—
10. S01E10Future ShockNovember 8, 1997—Jamal reconsiders the value of spending time studying after his new friend, Charlie, a straight-A Manhattan High student, is killed by a dru
11. S01E11Easy MoneyNovember 15, 1997—Chris uses Jamal's skills at guessing the results of games and gets them both into trouble.
12. S01E12The College GirlNovember 22, 1997—Chris falls for an older woman. Afraid she'll dump him, Chris tells her that he's an under cover cop only to discover that she's his new stu
13. S01E13Bye MomNovember 29, 1997—Karen goes to the hospital as a patient. While she is staying there, Jamal remebers the time of his mother's death and how Karen reminds him
14. S01E14Old FriendsDecember 6, 1997—One of Jamal's friends finally gets out of juvenile Hall and returns. He then proceeds to continue doing the things that led him to the hall

Season 1 ranked & reviewed

1. S02E01Men Behind BarsSeptember 12, 1998—Chris and Jamal end up in jail after getting caught with fake IDs. But the situation worsens when Al and El-Train (Steven Daniel) come to b
2. S02E02Shocked JockSeptember 19, 1998—Chris and Jamal uncover the school's old radio station. The station is restarted and quickly ended after an unapproved song gets played on t
3. S02E03The RoomateSeptember 26, 1998—El-Train has a fight with his mom and decides to move out of his home. But when Chris lets El-Train stay at his Park Avenue penthouse, he so
4. S02E04Jamal Got His GunOctober 3, 1998—After being robbed at gunpoint during the nighttime, Jamal buys a gun himself to feel safe.
5. S02E05The DivorceOctober 10, 1998—Chris finds out that his parents are getting a divorce, he becomes a recluse and blames himself for their breakup. But his friends help him
6. S02E06Bully, BullyOctober 17, 1998—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.
7. S02E07Dance FeverOctober 24, 1998—Jamal asks Cassidy if she can get her new boyfriend, 98 singer Nick Lachey, to perform with the rest of the group at an 'unofficial' school
8. S02E08A Guy and a GothOctober 31, 1998—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 w
9. S02E09Big BrothersNovember 7, 1998—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 hand
10. S02E10Over the Speed LimitNovember 14, 1998—Cassidy starts taking pills when she is overworked.
11. S02E11A Noble ProfessionNovember 21, 1998—Ms. Noble quits after the students take her for grant one too many time. She returns when her replacement gets out of control.
12. S02E12Party of ThreeNovember 28, 1998—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 t
13. S02E13Saving Private JohnsonDecember 5, 1998—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 di
14. S02E14Gift of FriendshipDecember 12, 1998—The gang help AL and his family during the holidays after Al's father loses his job.

Season 2 ranked & reviewed

1. S03E01Greece is the WordSeptember 11, 1999—Chris finds himself in the middle of a love triangle when the girl he dated during summer vacation in Greece makes a surprise visit to Manny
2. S03E02Mr. BaseballSeptember 11, 1999—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.
3. S03E03Alley OopsSeptember 18, 1999—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 be
4. S03E04Face the MusicSeptember 18, 1999—El-Train sings the blues when his musical hero Slick Willy Bill steals a song he wrote. Meanwhile, Al publishes unflattering photos of Cass
5. S03E05The PlayersOctober 2, 1999—After seeing Cassidy perform in a student film, Jamal and Chris decide to make their own movie and enter it in a film festival. But when the
6. S03E06Raise the RoofiesOctober 2, 1999—Cassidy is tricked into drinking a date rape drug by a college guy.
7. S03E07Ebony & IvoryOctober 9, 1999—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, doe
8. S03E08Reluctant HeroOctober 9, 1999—It's ""Crime Prevention Week"" at Manny High and the students are given self-defense classes. Jamal uses his newly-developed skills to stop
9. S03E09In this CornerOctober 16, 1999—Jamal decides to become a boxer and compete in a local tournament, even though his father warns him not to. But when Mr. Grant finds out tha
10. S03E10El-trainmania IVOctober 16, 1999—El-Train is offered the opportunity to work as a professional wrestler. When his wrestling practice interferes with his volunteer work with
11. S03E11Marriage Go-RoundOctober 23, 1999—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 Jama
12. S03E12Movin' on UpOctober 30, 1999—The gang from Manny High move in together as part of a reality TV show. When Chris and Jamal hear the producers talk about cancelling the sh
13. S03E13Down and Out in SohoOctober 30, 1999—Dawn gets the group involved with helping foreigners adjust to life in America. One of the foreigners decides to take advantage of his new f
14. S03E14When Al Met DawnNovember 6, 1999—Al and Dawn are getting along really well working together on a science project. They kiss. Dawn wants to keep their relationship a secret b
15. S03E15Funny BusinessNovember 6, 1999—It's career week at school and Chris and Jamal pick architect, but soon their boss Rebecca starts making seductive advances toward Chris. Ch
16. S03E16Get Your Vote OnNovember 13, 1999—El-Train challenges Jamal by running against him in the school elections.
17. S03E17Angels of HarlemNovember 20, 1999—Ms. Noble's church is celebrating its 100th Anniversary, and Chris, Dawn and El-Train help out. They grow to love the church but are devasta
18. S03E18Rollin' with the HomiesNovember 20, 1999—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
19. S03E19El-Train in the Sky with GeenaNovember 27, 1999—El-Train's girlfriend has a secret addiction. She steals from people to continue her drug habit.
20. S03E20Miracle on 134th Street and Lexington AvenueNovember 27, 1999—The gang is working at the NY Toy Co. for the Christmas holiday. Dawn and Chris go to deliver toys to the community center and meet Alison.
21. S03E21Yoko Oh-NoDecember 3, 1999—Jamal is getting too close to his new girlfriend and does whatever she wants to do.
22. S03E22Party Like It's 1999December 3, 1999—The gang from Manhattan High prepare to celebrate New Year's Eve in Times Square. When they find out it has been closed off because of too m
23. S03E23Fast Time at Manny HighFebruary 12, 2000—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
24. S03E24Harlem HoneyMarch 11, 2000—Jamal creates an internet woman for his father. The problems start when his father wants to meet her. Jamal convinces Ms. Noble to pretend t
25. S03E25Mom on the RocksJune 10, 2000—Dawn is embarassed by her mom's drinking problem.

Season 3 ranked & reviewed

1. S04E01Kickin' ItSeptember 23, 2000—When Al gets special treatment because he is a star athlete, Dawn tries to tell him he still needs to do his homework. Not taking her advice
2. S04E02The UsersSeptember 23, 2000—Chris and Jamal are in need of tutoring for midterms, and find an unlikely study buddy in the irritating studio technician Jasper. When Chri
3. S04E03Cheat HappensSeptember 30, 2000—When Jamal and Chris don't study for their chemistry final and are faced with the prospect of summer school they decide to make cheat sheets
4. S04E04Presumed InnocentSeptember 30, 2000—Tempers flair between Jamal and a gangbanger classmate until they decide to settle their differences in student court, and the gang discover
5. S04E05The Third WheelOctober 7, 2000—While Dawn and Al seek some time together, El-Train seems to spoil every opportunity for them to be alone. With Dawn's urging, Al sets El-Tr
6. S04E06Students of the BrideOctober 7, 2000—Ms. Noble is getting married. Ms. Noble cancels the wedding after discovering Billy's bachlar party with Hula girls. SHe regrets the choice
7. S04E07Mo' Money, Mo' ProblemsOctober 14, 2000—When El-Train arrives at the dinner with a bruised nose, he complains about the lack of lights at the basketball court. He comes up with an
8. S04E08Kodak MomentOctober 14, 2000—Chris gets involved with Sarah, an international star and soon realizes her life is harder than he thinks. Meanwhile Jamal helps Cassidy and
9. S04E09Meet Mr. HistoryOctober 21, 2000—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
10. S04E10Keep on the DownloadOctober 21, 2000—No one is laughing when Chris and Jamal's rivalry with the deejays from another school escalates from spirited pranks to costly property dam
11. S04E11HavocOctober 28, 2000—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
12. S04E12Making Up is Hard to DoOctober 28, 2000—Jamal battles Malcolm in a dance contest during the school dance. Meanwhile Al and Dawn break up after arguing.
13. S04E13Living in AmericaNovember 4, 2000—This is another clip show as the gang refelct on events from the past year. Ms. Noble informs the gang that their international penpals in J
14. S04E14Shock TreatmentNovember 4, 2000—When ""Mean Dean,"" New York's morning shock jock, can't make it to his live broadcast from Manny High, Chris and Jamal are offered the chan
15. S04E15Frisky BusinessNovember 11, 2000—The gang returns from summer vacation to find Manny High resembling a prison after the school board installs new security measures. When Ms.
16. S04E16Jamal XNovember 11, 2000—Jamal's uncle comes to the school to speak to his class and sparkes something in Jamal to be more active in African American affairs. He sta
17. S04E17Subway ConfessionsNovember 18, 2000—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 su
18. S04E18Who Da Man?November 18, 2000—Dawn saves Al and Cassidy from robbers on the train and the school newspaper soon learns of Dawn's heroic actions.
19. S04E19Get to Preppin'November 25, 2000—Everyone is obsessed with making the grade during midterms at Manny High. When Jamal and Chris fail their first midterm, Chris' father pulls
20. S04E20Unhappy HourDecember 2, 2000—The gang are invited to appear on a teen show to talk about thier friendship. The night before the show they all get drunk and fight with ea
21. S04E21Compromising PrincipalDecember 2, 2000—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 undiscipline
22. S04E22Dating GamesDecember 9, 2000—Love is in the air at Manny High as the gang prepares for the Valentine Dance. Cassidy decides to play a ""dating game"" to get the school's
23. S04E23Wager Money GoDecember 9, 2000—Jamal develops a gambling addiction that strains his friendship with Chris, Al and El-Train.
24. S04E24El BrainDecember 16, 2000—El-Train enters the Science Fair to prove that he's smarter than everyone, including Jamal thinks.
25. S04E25Pier PressureDecember 16, 2000—The gang's holiday weekend at the Anderson's place in the Hamptons goes adrift when Chris, Cassidy, Dawn and Al run out of gas while yachtin
26. S04E26Blast From the PastFebruary 24, 2001—Chris tries to make surprise anniversary dinner plans for Cassidy, but his sneaking around leads her to think he's cheating on her. She thin

Season 4 ranked & reviewed

1. S05E01This Old NerdSeptember 8, 2001—Jamal creates a monster when he gives his geeky bud a makeover. Meanwhile, the gang gets Miss Noble a hot watch for her birthday.
2. S05E02E-BreakupSeptember 8, 2001—Affairs of the heart plague Dawn, who finds her cyber-beau is an old friend, while Jamal's love life is barely breathing.
3. S05E03Chicken RunSeptember 22, 2001—Jamal is labeled a chicken when he refuses to fight a gang member. Wanting to get rid of his reputation, he fights the gang member. The gang
4. S05E04Papa PleaseSeptember 22, 2001—Chris meets Cassidy's father for the first time. Also, Dawn vows with the help of Al to rid Ms. Noble of her addictive smoking habit.
5. S05E05Red DawnSeptember 29, 2001—Dawn has trouble accepting that Al has started dating a new girl so soon after their break up. Meanwhile, Chris, Jamal and El-Train hold a s
6. S05E06Dances With MalcolmSeptember 29, 2001—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-
7. S05E07Just for the RecordOctober 6, 2001—
8. S05E08Skips, Lies and RadiotapesOctober 6, 2001—It is senior ditch day at Manny High. Jamal and Chris want to spend this special day bungee jumping with Cassidy, Al, and El-Train. Ms. Nob
9. S05E09Dawn Don't Know JackOctober 13, 2001—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
10. S05E10Rosie O'DinerOctober 13, 2001—Jamal falls for and after some mistakes in introducing himself, he hooks up with and starts dating one of the waitresses at the Manhattan di
11. S05E11Cassidy CouchOctober 20, 2001—Cassidy auditions for a play with a prominent Broadway director. She manages to get a small role but is thrilled just being in the play. Lat
12. S05E12Brother From Another MotherOctober 20, 2001—There is a heat wave going through New York, Dawn convinces Ms. Noble to allow a small waiting pool on the roof of Manny High. Instead Al a
13. S05E13Weight On JamalOctober 27, 2001—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
14. S05E14Basket CaseOctober 27, 2001—El-Train believes that by participating in any form of sports competition against his new girlfriend, Kianna will result in conflict which w
15. S05E15An SAT CarolNovember 3, 2001—Ms. Noble concludes the SAT prep class that she has been teaching and tells her students to go home. She is excited because Billy is taking
16. S05E16Mock The VoteNovember 3, 2001—Dawn is running for Senior Class President against a pompous and overconfident student named Thane Watkins. Jamal and Chris contribute to D
17. S05E17Pros And ConsNovember 10, 2001—El-Train becomes popular among the ladies during the reciting and singing of his poetry which causes him to pay less attention to his girlfr
18. S05E18Why Y'All ClippinNovember 10, 2001—The whole gang is having problems over a yearbook picture and are giving each other the silent treatment. So Ms. Noble calls everybody to M
19. S05E19Model BehaviorNovember 17, 2001—A model agency is recruiting girls for thier magazine. Jamal's girlfriend, Rosie, signs up and gets featured in the magazine. Jamal is havin
20. S05E20Almost FatalNovember 17, 2001—After Chris, Jamal, and Al survive a car crash, they start going through some changes as they now view life in a whole new perspective. The
21. S05E21Anchors AwayNovember 24, 2001—The time for Ms. Noble's retirement and the gang's graduation is drawing near and everybody is excited, except for Dawn. Witnessing the pre
22. S05E22Video Killed The Radio StarDecember 1, 2001—The students of Manny High have a statue made of Ms. Noble in honor of her tenure as principal of Manny High placed near the front of the sc
23. S05E23Prom-LemsDecember 1, 2001—Prom night finds Chris and Cassidy at odds over their post-graduation futures, while Dawn and Al finally find some common ground when it com
24. S05E24Goodbye Manny HighDecember 8, 2001—The whole gang is getting ready for graduation, but they are sent the wrong diplomas. There is another problem when El-Train might not be a
25. S05E25And Then There Were NoneDecember 8, 2001—A few months have passed since Ms. Noble has retired as Principal and Jamal, Chris, Cassidy, El-Train, Dawn, and Al have graduated from Mann
26. S05E26Al's In ToylandDecember 15, 2001—At his new job, Al attempts to advertise a toy gun without violence and gore, which is against his boss's wishes. Meanwhile, Ms. Noble has

Season 5 ranked & reviewed