Season
- Season 5 2001-09-08
- Season 4 2000-09-23
- Season 3 1999-09-11
- Season 2 1998-09-12
- Season 1 1997-09-06
Episode
- Episode 1: This Old Nerd
- Episode 2: E-Breakup
- Episode 3: Chicken Run
- Episode 4: Papa Please
- Episode 5: Red Dawn
- Episode 6: Dances With Malcolm
- Episode 7: Just for the Record
- Episode 8: Skips, Lies and Radiotapes
- Episode 9: Dawn Don't Know Jack
- Episode 10: Rosie O'Diner
- Episode 11: Cassidy Couch
- Episode 12: Brother From Another Mother
- Episode 13: Weight On Jamal
- Episode 14: Basket Case
- Episode 15: An SAT Carol
- Episode 16: Mock The Vote
- Episode 17: Pros And Cons
- Episode 18: Why Y'All Clippin
- Episode 19: Model Behavior
- Episode 20: Almost Fatal
- Episode 21: Anchors Away
- Episode 22: Video Killed The Radio Star
- Episode 23: Prom-Lems
- Episode 24: Goodbye Manny High
- Episode 25: And Then There Were None
- Episode 26: Al's In Toyland
City Guys Season 5 Pros And Cons
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.
