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Crime, gangsters, and the law have cemented themselves as time-honored traditions of Cinema. Since Hollywood’s inception, studios have been fascinated and motivated by the genre’s popularity to tell stories of daring individuals on the other side of the law. The most interesting of these antagonistic films depict the relationship between crime and the law. Whether they pit them against each other in a tooth-and-nail all-out war, or the film chooses to draw the parallels between its thieves and those chasing them. The choices made by filmmakers and performers in depicting these characters are endlessly fascinating, and I can’t wait to get into them.
The Major Thrust
With this list, I want to focus on films that attempt a split focus. Trying to avoid pure perspectives from either side, I want to explore these capers from all of their angles and find the points where both the cops and robbers meet, if not physically, but ideologically and thematically. Of course, as we know from experience, the physical confrontation is only a matter of time, and often the exciting, white-knuckling climaxes of these films.
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‘M’ (1931)
While possibly an unorthodox choice to start, it’s ‘M’s legacy upon noir and crime films for decades to come that cannot go understated. Peter Lorre finds himself the subject of a manhunt in this intense thriller directed by German legend Fritz Lang. In the chase both criminals and public officials scramble to track down the monster, leading to incredibly taut suspense, and characters on both sides of the law find themselves in the same situation as they bore down on Lorre.
‘Stray Dog’ (1949)
I think this cool Japanese caper is often overlooked in the general filmography of its director, Akira Kurosawa. Often overlooked in the shadow of his 1960 masterpiece ‘High and Low’, this film offers an entirely different perspective in its approach. All the while, featuring the same cast about a decade earlier. Detective Murakami, a Japanese legend, Toshiro Mifune, after having his gun stolen, goes on a manhunt of his own. Far more bifurcated than its German predecessor, I love this film for its exploration of the interiority of Murakami as he passes through these spaces, just inhabited by the man who robbed him, and his psyche becomes darker and darker as his livelihood becomes more and more at risk.
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Out of The Past
‘Blue Steel’ (1990)
Forget ‘Halloween’, forget ‘Freaky Friday’, it’s ‘Blue Steel‘ that cements Jamie Lee Curtis as an unstoppable presence on screen. Rookie cop, Megan Turner, becomes entwined with a crazed, obsessive criminal, and as the two circle each other, Curtis finds herself on the edge of her own sanity. Here, Kathryn Bigelow feels like she reveals her taste for the procedural. Blending the roots of her horror and low-budget background into this blood-pumping crime film results in an incredibly exhilarating ride of a movie.
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‘The Driver’ (1978)
This movie, at times, feels like a genre picture where all of the semantics and iconography of crime and gangster films over the last 50 years have just been boiled down into this excessively cool potboiler. Heists are staged, executed, intervened upon, and climatically resolved cyclically as the two actors face off. Bruce Dern’s cop versus an almost silent getaway driver played by Ryan O’Neal. O’Neal’s role in this case is just about perfect, as it taps into a strange vacancy that the actor seems able to tap into as a performer. A persona that is similarly utilized in his two best films, ‘What’s Up Doc’, and ‘Barry Lyndon.’ Bruce Dern plays the furious detective who pushes the line of the law further and further from the center while going after the driver. In many ways, it resembles a much briefer and more stripped-down version of the next film on this list-
‘Heat’ 1995
This feels like the quintessential movie in this grouping. The large-scale epic that puts this question between law and crime at the fore. Al Pacino and Robert De Niro deliver all-time performances here when paired up with director Michael Mann. An exploration of what it means to be in danger, especially in one’s line of work, and the social ostracization outside of one’s group that you find when traveling down a path like the one Robert De Niro goes down in this movie, finding also the similarity in that and Al Pacino’s cop character. Two men who, in their inability to relate, find a passion in chasing one another down in something like a death drive. It’s a beautiful movie and I couldn’t recommend it enough. Waves of influence from the film can be felt today and have resulted in movies like Christopher Nolan’s ‘The Dark Knight,’ as well as the next project I want to discuss.
‘Den of Thieves’ 2018
This crime caper circles two crews: that of the bank-robbing ex-marines, and the elite task force assigned to track them down, led by Gerard Butler. Pablo Schreiber leads his thieving group, accompanied by 50 Cent and O’Shea Jackson Jr, the son of Ice Cube. This movie is a roller-coaster of finely tuned, procedural set-up and payoff. Gerard Butler is thoroughly chewing his scenery in an outlandish but enjoyable way. I think both O’Shea Jackson Jr and 50 Cent deliver compelling performances as the well-oiled members of the crew. 2025 sees the release of a new installment in the crime saga, ‘Den of Thieves: Pantera,’ which hit theaters on January 10th.
‘Deep Cover’ 1992
Bill Duke’s ‘Deep Cover’ is a movie that makes this question of greyed identity on either side of the law, a text. Lawrence Fishbourne plays a police officer who has gone undercover, as part of a special anti-drug squad helmed by Charles Martin Smith. When Lawrence goes deep, it’s hard to get him back. Soon, he’s doing well masking as a drug dealer. In this stage, his character is truly explored as Fishbourne gives an unbelievably compelling performance as this man with a tragically split identity. Questions around the law and authority are asked at every narrative turn in this movie. It’s Charles Martin Smith’s performance, which is conniving, manipulative, and disgusting, that helps me to put this movie on this list, depicting the real motives of men in power.
‘Point Break’ 1991
A year after ‘Blue Steel,’ this filmmaker released her second movie to feature on this list. I wonder how overjoyed she is to be featured? Kathryn Bigelow asks questions again about identity, spirit, and what might link some joyriding, surfing, bank robbers to hard-nosed cops on the edge of a bust. Johnny Idaho, played by Keanu Reeves, is a character for the ages; he’s young, he’s dumb, and he’s full of cum. The rest of the cast doesn’t disappoint, matching the quality of the script with their ability to live up to this wild thriller. Opposite Reeves, riding the waves is Patrick Swayze, who is truly as captivating as you could ever imagine. Gary Busey is a delight, and with Bigelow’s fantastic direction, this movie steps on the gas and does not stop.
And Then There Were Two
‘Set It Off’ 1996
John C. McGinley was also in Point Break. I didn’t mention him, but he’s fantastic, and five years later, he’d show up in another heist film, playing yet another cop. I’m actually not sure if that isn’t part of his contract when he signs onto movies. Get that guy in a stuffy position of authority. The featured stars are Queen Latifah, Jada Pinkett Smith, Vivica A Fox, and Kimberly Elise, who, after being handed the short end of the stick for too long, decide to say enough is enough and set off on their own life of crime. F. Gary Gray was an incredible stylist during this run in the nineties, and I hope he can come back to making more exciting films like this and Friday. Most recently, the director returned to the genre in 2024 with his crime drama ‘Lift’, which starred none other than Kevin Hart.
‘The Killer’ 1989
John Woo’s ‘The Killer’, while not exactly an immediate success with domestic audiences upon release, was quite the hit upon exposure with audiences in the United States for its dynamically staged action and emotionally driven moments which tip to the point of near opera, as doves fly across the screen and statues of the Virgin Mary are shot to smithereens. It’s a barn burner, and the relationship between its cop and criminal is one of the best examples on this list. Their antagonism stands as a narrative device, getting in the way of the story’s plot as action whirls around them and climaxes with an unbelievably bloody church sequence, in which the two gun-toters team up in one of the best sequences ever put to film.
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Peter is a writer, filmmaker, and all-around student of movies. He has an immense passion for documentary film, classic Hollywood and everything in between. Peter believes that it’s movies that offer a unique and powerful effect that unites experiences between human beings and forges connections that allow us to relate to one another on a deeper level. In his work writing reviews and features for The Hollywood Insider, he aspires to uphold the mission of delivering thoughtful, substantial articles relating to the world of film and TV.







