Early in the film, Shawn Wayans's character states that his father is only a few years older than him. While poking fun at the cliches in Hollywood movies about African-Americans, this is also making fun of the fact that Cuba Gooding Jr. is only 7 years younger than Laurence Fishburne, who played father and son in Boyz n the Hood (1991). Lahmard J. Tate, who plays Ashtray's father, is less than two years older than Wayans.
Loc Dog warns Ashtray about how promiscuous Dashiki is, and does so by saying, "She got more kids than Ms. Wayans." That is a joke in which the actor Marlon Wayans (Loc Dog) is referring to his own mother, who has ten children. Four of them are in the movie: him, Kim Wayans (Mrs. Johnson), Shawn Wayans (Ashtray), and Keenen Ivory Wayans, who has a cameo as the mailman.
The trivia items below may give away important plot points.
Actor Samuel Monroe Jr. played the same part in both Don't be a Menace to South Central While Drinking Your Juice in the Hood and Menace II Society (1993) (he was the one trying to defend his cousin's honor because she was pregnant). In both, he ends up getting his face stomped into the pavement in just about the same exact way.
Omar Epps is seen briefly as "Malik", going off to college. He has the same character name, and even the same clothes, as seen in "Higher Learning" from the previous year. The shooter is poking fun at Michael Rapaport's character "Remy" from the same film.
The college sniper's list of "Brothers Trying To Make It Out of the Hood" include Ricky (from "Boyz N the Hood"), Caine (from "Menace II Society"), Radio Rahiem (from "Do the Right Thing"), and finally Malik (from "Higher Learning").