40. Grosse Pointe Blank. Martin Q. Blank (John Cusack) is a neurotic hitman sent to his old haunting grounds, Grosse Pointe, where there’s a ten-year high school reunion party. Given his current profession, a reunion party isn’t exactly the best place to end up. Best lines: “What am I going to say? I killed the president of Paraguay with a fork. How’ve you been?”

39. Midnight Run. Jonathan Mardukas (Charles Grodin) is an embezzling accountant and the Mafia want their money back. The FBI want him too, and so do a couple of bounty hunters, including Jack Walsh (Robert De Niro), who captures him and learns to regret. Walsh can handle the rival bounty hunters, the Mafia hitmen, and eluding the FBI. What he can’t put up with is The Duke’s constant chattering in this hilarious action/ comedy.

38. Training Day. If you haven’t seen Training Day, you probably haven’t seen a narcotics cop driving a car with hydraulics and nice wheels, nor seen Snoop Dogg in a wheelchair, nor seen Denzel Washington as one of the meanest sumbitches around - a cop who has crossed the line. An incredibly gripping movie.

37. Hustle & Flow. Terrence Howard portrays a pimp, DJay, at a crossroads in his life, wanting take what he feels is his last chance to become a rapper/ emcee. He just has to get around all the people bringing him down. For all of you out there that have an aspiration.

36. Scent of a Woman. Pacino won the Best Actor Oscar in 1993 for his portrayal of the blind Lt. Col. Frank Slade, who loves living it up, including driving a Porsche at high speed.

35. Ocean’s Eleven. Danny Ocean (George Clooney) gets out of prison and is already plotting a casino heist. Not one casino but three. This remake of the 1960s Rat Pack original is entertaining and loaded with lots of great actors.

34. The Bourne Identity. What happens when you’re an elite secret agent but you not only lose your memory, but your own government now considers you a risk and is out to kill you? You get an action-packed thriller starring Matt Damon that keeps you wondering just how he’ll get out of this problem.

33. Donnie Brasco. Al Pacino is Lefty Ruggiero, a mob character who befriends and vouches for Donnie Brasco (Johnny Depp), an undercover FBI agent collecting evidence in order to take down members of organized crime. To betray Ruggiero or not is the decision Brasco has to make. Excellent performances from both of these fine actors and supporting cast.

32. Before the Devil Knows You’re Dead. A man (Philip Seymour Hoffman) with money problems due to drug addiction convinces his younger, weaker brother to help him rob their family’s jewelry store. Only the insurance company will suffer, right? But things go wrong. Director Sidney Lumet tells this story of family dysfunction from both a forward and reverse timeline, building up our knowledge of what went wrong with the robbery, as well as what defines and drives the characters.

31. When We Were Kings. This very engrossing documentary is a part of American cultural history, despite the fact that boxing match - called the Rumble in the Jungle - between Muhammad Ali and George Foreman too place in Zaire, in 1974. Float like a butterfly/ sting like a bee.

Essential Guy Movies 30-21 ->