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Movies like A Date with Anxiety (2020)

The best movies like A Date with Anxiety (2020) are Sex Appeal (2022), The Incredible Jessica James (2017) and Love, Weddings & Other Disasters (2020). If A Date with Anxiety hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Sex Appeal (2022)

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

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

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  2. The Incredible Jessica James (2017)

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

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

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  3. Love, Weddings & Other Disasters (2020)

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

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

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  4. Yoh! Bestie (2026)

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

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

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  5. Let's Make Love (1960)

    When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

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

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  6. What's Love Got to Do with It? (2023)

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

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

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  7. 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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  8. My Fake Boyfriend (2022)

    A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.

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

  9. Desperados (2020)

    A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

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

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  10. How I Got Into College (1989)

    High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.

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

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  11. Bye Bye Love (1995)

    With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.

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

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  12. The Wrong Paris (2025)

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

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

    Popcorn FlickMovies like this
  13. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

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

    Popcorn FlickMovies like this
  14. The Perfect Date (2019)

    No beau? No problem! To earn money for college, a high schooler creates a dating app that lets him act as a stand-in boyfriend.

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

    Popcorn FlickMovies like this
  15. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

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

  16. Sundown (2016)

    High school seniors Logan and Blake prepare for an epic Spring Break as they travel to the beautiful and exotic Mexican beach resort of Puerto Vallarta hoping to hook up with their high school crushes. Surrounded by hot girls in teeny bikinis, the guys are truly in heaven. After meeting at a club, Logan falls for a mysterious local beauty named Gaby but then realizes the next morning, when his grandfather’s Rolex watch is missing, that she was after more than just his heart.

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

  17. A Nice Girl Like You (2020)

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.

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

  18. Dean (2016)

    A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.

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

  19. Love Is in the Air (2023)

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

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

    Popcorn FlickMovies like this
  20. Good Advice (2001)

    An investment banker loses everything and must discover what's really important in life.

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

  21. Anxiety & Me (2026)

    When her humanized version of Anxiety invites her crush over behind her back, an introverted college student decides to trap her true emotions inside, causing chaos inside and outside her mind.

    Why it matches: Similar story and style · both comedy & romance

  22. Something Hot (1964)

    During an International Trade Fair at Thessaloniki, a mature woman, Rena (Martha Karagianni), goes there with her sister to convince her childhood friend Dinos (Dinos Iliopoulos) to have a "white wedding" so that she can inherit a large estate. Dinos though, does not accept because even though he is actually a womanizer he acts as a shy and modest man around people. Everyone there will meet a group of musicians and one of them will fall in love with the daughter of the strict manager of the company Dinos works for who is accompanied by Dinos. At some point, everyone goes to Athens where things get more complicated untill everyone finds his perfect match. In the end Rena gets her inheritance and all together they perform a musical play in a grand theater.

    Why it matches: Similar story and style · both comedy & romance

  23. Kuckucksei im Gangsternest (1969)

    Why it matches: Similar story and style · both comedy & romance

  24. Touch 5: Cross Road (2001)

    Trying to find his own game of baseball, and not that of his brothers, Tatsuya moves to America and pitches for a poor, struggling minor league baseball team called the Emeralds. Meanwhile, Minami is still in Japan, trying to find her own path after quitting gymnastics. Inspired by a photograph of her final performance, she becomes the photographers assistant.

    Why it matches: Similar story and style · both romance & comedy

  25. Adventures of El Frenetico and Go Girl (1993)

    A drunken superhero and his kung-fu fighting girlfriend battle a local evil snack food king when he kidnaps a lady reporter.

    Why it matches: Similar story and style · both comedy

  26. Leo & Claire (2002)

    In 1933 Nuremberg, successful Jewish businessman Leo Katzenberger owns an apartment building and runs a shoe store. A devoted family man, he has a good relationship with his loving wife Claire. As the climate in Germany grows increasingly dangerous, bombshell Irene moves to the neighborhood. After forming an unlikely friendship, his relationship with Irene is immediately regarded with suspicion.

    Why it matches: Similar story and style · both romance

  27. Leo und Marie – Eine Weihnachtsliebe (2008)

    Leo has been working for the insurance company for 19 years, without a sick day, without being late, without ever being noticed. Now there is panic in the office: Layoffs are imminent. Nevertheless, the Christmas party takes place - for some it's more of a farewell party. Leo plucks up his courage and asks his shy new colleague Marie to the dance. But is he the right man to win Marie's wounded heart?

    Why it matches: Similar story and style · both romance

  28. Love '47 (1949)

    A young man and woman meet on a bridge, both about to commit suicide by jumping into the river, and recount to each other their experiences.

    Why it matches: Similar story and style · both romance

  29. Três Colegas de Batina (1961)

    The project of urbanization of a shantytown is endangered by lack of money. To get the necessary sum, three friars start to sing in plain clothes, incognito, also recording records and doing shows in nightclubs.

    Why it matches: Similar story and style · both comedy

  30. The Tenants (1987)

    A satirical comedy about the oddball inhabitants of a Tehran apartment building and their landlord.

    Why it matches: Similar story and style · both comedy

Like A Date with Anxiety and something else?

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

Frequently asked questions

What are the best movies like A Date with Anxiety?

The closest matches to A Date with Anxiety are Sex Appeal (2022), The Incredible Jessica James (2017) and Love, Weddings & Other Disasters (2020). Below are 27 more, each with the reason it matches.

What should I watch after A Date with Anxiety?

Start with Sex Appeal (2022), the closest match to A Date with Anxiety.

What is the highest-rated movie like A Date with Anxiety?

The Wrong Paris (2025), rated 6.7/10 by 359 TMDB users.

What is the newest movie like A Date with Anxiety?

Anxiety & Me (2026) is the most recent release on this list.

Are there English movies like A Date with Anxiety?

Yes: Sex Appeal (2022), The Incredible Jessica James (2017) and Love, Weddings & Other Disasters (2020).

How are movies similar to A Date with Anxiety chosen?

First come films that Trakt’s viewers watch alongside A Date with Anxiety, 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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