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Movies like Mystery Date (1991)

The best movies like Mystery Date (1991) are Blind Date (1987), Overnight Delivery (1998) and Book of Love (1990). If Mystery Date hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Blind Date (1987)

    When bachelor Walter Davis is set up with his sister-in-law's pretty cousin, Nadia Gates, a seemingly average blind date turns into a chaotic night on the town. Walter's brother, Ted, tells him not to let Nadia drink alcohol, but he dismisses the warning and her behaviour gets increasingly wild. Walter and Nadia's numerous incidents are made even worse as her former lover David relentlessly follows them around town.

    Why it matches: Fans watch both · both comedy & romance

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  2. Overnight Delivery (1998)

    A man suspects his girlfriend of being unfaithful, so he sends her a letter, but then finds out that he was wrong. He has 24 hours to stop the package, prevent a disaster, and fall in love. The only problem is the delivery man will not stop until the package has been delivered.

    Why it matches: Fans watch both · both comedy & romance

  3. Book of Love (1990)

    John Twiller takes down his high school yearbook and begins to reminiscence about that time he first moved into the neighborhood in 1956. His teenage self, Jack is obsessed with Lily one of the more popular girls around. The sole obstacle is Angelo, her bullying boyfriend. With the help of his pals Crutch, Floyd, and Spider, he makes every attempt possible to change her mind.

    Why it matches: Fans watch both · both comedy & romance

  4. Joe Versus the Volcano (1990)

    Hypochondriac Joe Banks finds out he has six months to live, quits his dead end job, musters the courage to ask his co-worker out on a date, and is then hired to jump into a volcano by a mysterious visitor.

    Why it matches: Fans watch both · both comedy & romance

  5. Can't Buy Me Love (1987)

    Nerdy high schooler Ronald Miller rescues cheerleader Cindy Mancini from parental punishment after she accidentally destroys her mother's designer clothes. Ronald agrees to pay for the $1,000 outfit on one condition: that she will act as though they're a couple for an entire month. As the days pass, however, Cindy grows fond of Ronald, making him popular. But when Ronald's former best friend gets left behind, he realizes that social success isn't everything.

    Why it matches: Fans watch both · both comedy & romance

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  6. Back to the 90s (2015)

    A teenager is accidentally transported back in time where he meets his young parents during their college days. He then decides to alter the events to revive his parents' lifeless marriage.

    Why it matches: Fans watch both · both comedy & romance

  7. Sixteen Candles (1984)

    With the occasion all but overshadowed by her sister's upcoming wedding, angst-ridden Samantha faces her 16th birthday with typical adolescent dread. Samantha pines for studly older boy Jake, but worries that her chastity will be a turnoff for the popular senior. Meanwhile, she must constantly rebuff the affections of nerdy Ted, who is unfortunately the only boy in school who seems to take an interest in her.

    Why it matches: Fans watch both · both comedy

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  8. The Sure Thing (1985)

    Gib, a beer-guzzling slob, and Alison, an uptight Ivy-Leaguer, are an unlikely duo stuck together on a cross-country trip during Christmas break. At first they get on each other's nerves but, as time passes, they find their divergent natures complement each other. Now they need to realize what they've already found before it's too late.

    Why it matches: Fans watch both · both comedy & romance

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  9. Clueless (1995)

    Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.

    Why it matches: Fans watch both · both comedy & romance

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  10. Hiding Out (1987)

    A very successful stock broker is called to court to testify against a mob boss who was into some inside trading. Andrew Morenski must become Max Hauser and go back to high school for protection from the mob.

    Why it matches: Fans watch both · both comedy & romance

  11. Mr. Jealousy (1998)

    After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia gets the best of him when he discovers that her most recent ex is successful novelist Dashiell Frank. Lester begins attending the same group therapy sessions as Dashiell to learn about Ramona's past with him.

    Why it matches: Fans watch both · both comedy & romance

  12. Who's That Girl (1987)

    An uptight New York City tax lawyer gets his life turned upside down one day when he's asked to escort a feisty free-spirited ex-convict who asks him to help prove her innocence of her crime.

    Why it matches: Fans watch both · both comedy & romance

  13. Hot Pursuit (1987)

    High school student Dan Bartlett misses the plane he was supposed to be on with his rich girlfriend and her family on the way to a Caribbean vacation during a school break. He flies there alone, and runs into a series of characters and misadventures as he tries to catch up.

    Why it matches: Fans watch both · both comedy

  14. Say Anything... (1989)

    Average student and eternal optimist Lloyd Dobler seeks to capture the heart of Diane Court, a beautiful but unattainable valedictorian classmate. He surprises just about everyone - including himself - when she returns the sentiment. However, Diane's divorced, over-protective father soon begins to disapprove of the match, and Lloyd realises that it's going to take more than just the power of love to conquer all.

    Why it matches: Fans watch both · both romance & comedy

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  15. The Money Pit (1986)

    After being evicted from their Manhattan apartment, a couple buy what looks like the home of their dreams—only to find themselves saddled with a bank-account-draining nightmare. Struggling to keep their relationship together as their rambling mansion falls to pieces around them, the two watch in hilarious horror as everything—including the kitchen sink—disappears into the Money Pit.

    Why it matches: Fans watch both · both comedy & romance

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  16. Never Been Kissed (1999)

    Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.

    Why it matches: Fans watch both · both romance & comedy

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  17. The Favor (1994)

    On the eve of her high school reunion, bored housewife Kathy convinces her single best friend Emily to seduce her old flame Tom, so she can get all the juicy details. But when Emily falls for Tom, it's like high school all over again!

    Why it matches: Fans watch both · both comedy & romance

  18. License to Drive (1988)

    Teenager Les Anderson thinks his life can't get any worse after he flunks his driver's exam, but he's wrong. Even though he didn't receive his license, Les refuses to break his date with the cool Mercedes Lane, and he decides to lift his family's prize luxury car for the occasion. Unfortunately, Mercedes sneaks some booze along and passes out drunk, and a confused Les makes the bad decision of enlisting his rebellious friend, Dean, to help.

    Why it matches: Fans watch both · both comedy & romance

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  19. The Heavenly Kid (1985)

    After dying in a car crash, Bobby Fantana is forced to pay for his misdeeds by becoming someone's guardian angel. He reluctantly agrees to watch over awkward high schooler Lenny Barnes, teaching him how to be cool and confident. As Bobby teaches Lenny, the two form a close bond.

    Why it matches: Fans watch both · both comedy & romance

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  20. Don't Tell Her It's Me (1990)

    Gus is a fat cartoonist that recently won a battle against cancer, which explains his baldness. But he is also lonely. Therefore, his caring sister tries to set him up with suitable woman. But to do so, she must turn him into an irresistible man. When he falls in love with Emily, Gus takes the identity of a mysterious biker from New Zealand.

    Why it matches: Fans watch both · both comedy & romance

  21. Love at Large (1990)

    Inept private investigator Harry Dobbs meets vampish new client Miss Dolan, who wants him to follow her abusive lover. But Dobbs sets about tailing a different person entirely – a mysterious character leading a double life. Harry, however, discovers that he himself is being followed by a distaff gumshoe.

    Why it matches: Fans watch both · both comedy & romance

  22. Something Wild (1986)

    A free-spirited woman "kidnaps" a yuppie for a weekend of adventure. But the fun quickly takes a dangerous turn when her ex-con husband shows up.

    Why it matches: Fans watch both · both comedy & romance

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  23. Ferris Bueller's Day Off (1986)

    After high school slacker Ferris Bueller successfully fakes an illness in order to skip school for the day, he goes on a series of adventures throughout Chicago with his girlfriend Sloane and best friend Cameron, all the while trying to outwit his wily school principal and fed-up sister.

    Why it matches: Fans watch both · both comedy

    Worth the HypeMovies like this
  24. Two If by Sea (1996)

    Frank O'Brien, a petty thief, and his 7-year-long girlfriend Roz want to put an end to their unsteady lifestyle and just do that last job, which involves stealing a valuable painting. Frank takes Roz to an island on the coast of New England, where he wants to sell the painting and also hopes that their sagging relationship will get a positive push back up. Not everything goes as planned.

    Why it matches: Fans watch both · both comedy & romance

  25. The Tao of Steve (2000)

    In college, Dex was the big man on campus. Ten years later, now an overweight kindergarten teacher, Dex is immune to the shocked stares of the women who were once his conquests. While trying to pick up the bartender, he is struck by the gorgeous Syd. Through a series of circumstances, Syd and Dex are thrown together and he soon finds himself questioning his belief in all things Steve.

    Why it matches: Fans watch both · both comedy & romance

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  26. Lucas (1986)

    A brilliant but socially inept 14-year-old experiences heartbreak for the first time when his two best friends – Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love – fall for each other.

    Why it matches: Fans watch both · both comedy & romance

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  27. Man Trouble (1992)

    A sleazy but affable guard dog trainer is blackmailed to steal a manuscript for a tell-all book from one of his clients.

    Why it matches: Fans watch both · both comedy & romance

  28. Watching the Detectives (2007)

    Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  29. Easy Virtue (2008)

    A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  30. Wedding Season (2022)

    Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are with who their parents want them to be.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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Like Mystery Date and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Mystery Date?

The closest matches to Mystery Date are Blind Date (1987), Overnight Delivery (1998) and Book of Love (1990). Below are 27 more, each with the reason it matches.

What should I watch after Mystery Date?

People who watched Mystery Date most often go on to Blind Date (1987), Overnight Delivery (1998) and Book of Love (1990).

What is the highest-rated movie like Mystery Date?

Ferris Bueller's Day Off (1986), rated 7.6/10 by 5,666 TMDB users.

What is the newest movie like Mystery Date?

Wedding Season (2022) is the most recent release on this list.

Are there English movies like Mystery Date?

Yes: Blind Date (1987), Overnight Delivery (1998) and Book of Love (1990).

How are movies similar to Mystery Date chosen?

First come films that Trakt’s viewers watch alongside Mystery Date, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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