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Best Crime Movies On A First Date Night In That Will Mess With Your Mind

These crime picks were hand-selected for a first date night in, not pulled from a popularity chart. Every pick is chosen for emotional and situational fit, not streaming popularity or critic scores.

The best crime movies on a first date night in that will mess with your mind. Includes The Sting, Requiem for a Dream, Rocco and His Brothers and more - cura...

A first date movie needs to do several things at once: be engaging enough to talk about, not so intense it kills the mood, and ideally leave you both with something to say when the credits roll.

The best crime films understand that most criminals aren't monsters. They're people who made a series of choices.

The Sting movie poster
1
1973 · ★★★★☆ 8.0/10

A novice con man teams up with an acknowledged master to avenge the murder of a mutual friend by pulling off the ultimate big con and swindling a fortune from a big-time mobster.

Requiem for a Dream movie poster
2
2000 · ★★★★☆ 8.0/10

The drug-induced utopias of four Coney Island residents are shattered when their addictions run deep.

Rocco and His Brothers movie poster
3
1960 · ★★★★☆ 8.0/10

When a impoverished widow's family moves to the big city, two of her five sons become romantic rivals with deadly results.

Dial M for Murder movie poster
4
1954 · ★★★★☆ 8.0/10

When her American lover visits London, a wealthy woman's jealous husband hatches a plan to murder her and inherit her fortune.

Casino movie poster
5
1995 · ★★★★☆ 8.0/10

In Las Vegas, two best friends--a casino executive and a Mafia enforcer--compete for a gambling empire and a fast-living, fast-loving socialite.

These films don't romanticise crime - they examine it. The best of them leave you uncertain about who you were rooting for.

Catch Me If You Can movie poster
6
2002 · ★★★★☆ 8.0/10

A true story about Frank Abagnale Jr. who, before his 19th birthday, successfully conned millions of dollars worth of checks as a Pan Am pilot, doctor, and legal prosecutor. An FBI agent makes it his mission to put him behind bars. But Frank not only eludes capture, he revels in the pursuit.

Cruella movie poster
7
2021 · ★★★★☆ 8.0/10

In 1970s London amidst the punk rock revolution, a young grifter named Estella is determined to make a name for herself with her designs. She befriends a pair of young thieves who appreciate her appetite for mischief, and together they are able to build a life for themselves on the London streets. One day, Estella's flair for fashion catches the eye of the Baroness von Hellman, a fashion legend who is devastatingly chic and terrifyingly haute. But their relationship sets in motion a course of events and revelations that will cause Estella to embrace her wicked side and become the raucous, fashionable and revenge-bent Cruella.

Kill Bill: Vol. 1 movie poster
8
2003 · ★★★★☆ 8.0/10

An assassin is shot by her ruthless employer, Bill, and other members of their assassination circle - but she lives to plot her vengeance.

Trainspotting movie poster
9
1996 · ★★★★☆ 8.0/10

Heroin addict Mark Renton stumbles through bad ideas and sobriety attempts with his unreliable friends --Sick Boy, Begbie, Spud and Tommy. He also has an underage girlfriend, Diane, along for the ride. After cleaning up and moving from Edinburgh to London, Mark finds he can't escape the life he left behind as Begbie and Sick Boy come knocking.

No Country for Old Men movie poster
10
2007 · ★★★★☆ 8.0/10

Llewelyn Moss stumbles upon dead bodies, $2 million and a hoard of heroin in a Texas desert, but methodical killer Anton Chigurh comes looking for it, with local sheriff Ed Tom Bell hot on his trail. The roles of prey and predator blur as the violent pursuit of money and justice collide.

The best mind-bending films don't cheat. They follow their own logic rigorously - which is exactly why the rug-pull, when it comes, is so disorienting.

The best crime films stay with you because they refuse to let you feel entirely comfortable about who you were rooting for.

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