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Best Mystery Movies On A First Date Night In From The 2000S That Will Make You Think For Days

These mystery films were selected by the Moviepiq editorial team for a first date night in. Popularity and critic scores don't factor in here. Emotional fit does.

The best mystery movies on a first date night in from the 2000s that will make you think for days. Includes Oldboy, The Prestige, Memento and more - curated ...

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 2000s produced a remarkable run of intelligent, ambitious cinema - a decade that took genre seriously and rewarded patient audiences.

A great mystery is built on trust. The film shows you every clue - and still manages to surprise you.

Oldboy movie poster
1
2003 · ★★★★☆ 8.2/10

With no clue how he came to be imprisoned, drugged and tortured for 15 years, a desperate man seeks revenge on his captors.

The Prestige movie poster
2
2006 · ★★★★☆ 8.2/10

A mysterious story of two magicians whose intense rivalry leads them on a life-long battle for supremacy -- full of obsession, deceit and jealousy with dangerous and deadly consequences.

Memento movie poster
3
2000 · ★★★★☆ 8.2/10

Leonard Shelby is tracking down the man who raped and murdered his wife. The difficulty of locating his wife's killer, however, is compounded by the fact that he suffers from a rare, untreatable form of short-term memory loss. Although he can recall details of life before his accident, Leonard cannot remember what happened fifteen minutes ago, where he's going, or why.

The Secret in Their Eyes movie poster
4
2009 · ★★★★☆ 8.0/10

Hoping to put to rest years of unease concerning a past case, retired criminal investigator Benjamín begins writing a novel based on the unsolved mystery of a newlywed's rape and murder. With the help of a former colleague, judge Irene, he attempts to make sense of the past.

Infernal Affairs movie poster
5
2002 · ★★★½☆ 7.8/10

Chan Wing Yan, a young police officer, has been sent undercover as a mole in the local mafia. Lau Kin Ming, a young mafia member, infiltrates the police force. Years later, their older counterparts, Chen Wing Yan and Inspector Lau Kin Ming, respectively, race against time to expose the mole within their midst.

What separates a good mystery from a great one is the quality of its misdirection. Every film in this list earns its twists - nothing feels cheap, nothing feels random.

Mulholland Drive movie poster
6
2001 · ★★★½☆ 7.8/10

Blonde Betty Elms has only just arrived in Hollywood to become a movie star when she meets an enigmatic brunette with amnesia. Meanwhile, as the two set off to solve the second woman's identity, filmmaker Adam Kesher runs into ominous trouble while casting his latest project.

Donnie Darko movie poster
7
2001 · ★★★½☆ 7.8/10

After narrowly escaping a bizarre accident, a troubled teenager is plagued by visions of a large bunny rabbit that manipulates him to commit a series of crimes.

Mystic River movie poster
8
2003 · ★★★½☆ 7.7/10

The lives of three men who were childhood friends are shattered when one of them suffers a family tragedy.

Mother movie poster
9
2009 · ★★★½☆ 7.7/10

A mother lives quietly with her son. One day, a girl is brutally killed, and the boy is charged with the murder. Now, it's his mother's mission to prove him innocent.

The Others movie poster
10
2001 · ★★★½☆ 7.6/10

Grace is a woman who lives in an old house kept dark because her two children, Anne and Nicholas, have a rare sensitivity to light. When the family begins to suspect the house is haunted, Grace fights to protect her children at any cost in the face of strange events and disturbing visions.

The films that stay with you aren't always the ones that answer every question. Sometimes it's the ones that leave you with better questions.

Great mystery cinema changes how you watch everything else. You start looking for the clues in every story.

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