In 1985 Michael (Freddie Prinze Jr.), the narrator, is a lovable charmer with the soul of a con man who successfully scams his way into the pre-law program at Columbia University. In contrast to Michael's desire to leave the Brooklyn streets behind, his close friend Carmine (Scott Caan) is a handsome lady-killer who is enamored of the Mafia lifestyle and wants only to stay there. Rounding out the trio is Bobby (Jerry Ferrara), an endearing cheapskate who longs for a simple life of working at the Post Office and settling down with his fiancée. While at Columbia, Michael falls for a beautiful young student named Ellen (Mena Suvari), a society girl whom he initially wins over with his preppy schoolboy cover. As their relationship blossoms, leaving the streets behind seems increasingly possible, but when Carmine catches the eye of Caesar (Alec Baldwin), a feared Gambino family capo who controls their neighborhood, Michael and Bobby are drawn into that world despite their reluctance to get involved.

• Alec Baldwin as Caesar
• Freddie Prinze Jr. as Michael
  • Paulo Araujo as young Michael
• Scott Caan as Carmine
  • Ty Thomas Reed as young Carmine
• Jerry Ferrara as Bobby
  • Daniel Tay as young Bobby
• Mena Suvari as Ellen
• Chris Caldovino as Philly
• Monica Keena as Amy
• Annie Golden as Dottie
• Ty Reed as Young Carmine
• Benny Salerno as the Doorman

Brooklyn Rules received mixed reviews from critics. On Rotten Tomatoes the film has an approval rating of 45%, based on 40 reviews, with an average rating of 5.3/10. The site's critical consensus reads, "Brooklyn Rules' premise is old hat now, but strong performances from Alec Baldwin and the supporting cast are reasons enough to watch."^[2] On Metacritic the film has a score of 53 out of 100, based on 13 critics, indicating "mixed or average reviews".^[3]

• Brooklyn Rules at IMDb