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Movies like About Jessica (2011)

The best movies like About Jessica (2011) are Tromeo & Juliet (1996), Butterflies Are Free (1972) and 40 Dates and 40 Nights (2026). If About Jessica hooked you with its comedy and romance, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Tromeo & Juliet (1996)

    All the body-piercing, kinky sex, and car crashes that Shakespeare wanted but never had! Join Tromeo and Juliet as they travel through Manhattan's underground in search of climactic love, violence and the American Way.

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

    Popcorn FlickMovies like this
  2. Butterflies Are Free (1972)

    Striving to be independent, the blind but determined Don Baker moves away from his overprotective mother. After settling into his new San Francisco digs, Don meets kooky neighbor Jill Tanner. Don's quick wit and good looks disarm the free-spirited Jill, and before long they're more than just friends. Will Mrs. Baker's incessant meddling destroy Don and Jill's budding relationship?

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

    Popcorn FlickMovies like this
  3. 40 Dates and 40 Nights (2026)

    Ready to quit the dating scene altogether, burned-out Leah accepts her grandmother's outrageous challenge—40 dates in 40 nights in exchange for a year's rent—only to discover amidst the awkward dinners and unexpected sparks that her biggest obstacle to love is herself.

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

    Worth the HypeMovies like this
  4. 10 (1979)

    A Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.

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

  5. Shane Gillis: Beautiful Dogs (2023)

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  6. Ricky Gervais: Mortality (2025)

    Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Bill Burr: Drop Dead Years (2025)

    In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Louis C.K.: Oh My God (2013)

    Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for writing on his acclaimed show on FX, Louie. Performed in the round in front of a live audience, he discusses such topics as the food chain, animals, divorce, strange anecdotes, broken morality, murder and mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. Pretty Persuasion (2005)

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

    Why it matches: Recommended by TMDB viewers · both comedy

  11. Accident Man (2018)

    Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. Ricky Gervais: Armageddon (2023)

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  13. Balls Up (2026)

    Two marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals, and power-hungry officials to salvage their careers and make it home alive.

    Why it matches: Recommended by TMDB viewers · both comedy

  14. The Overnight (2015)

    Alex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.

    Why it matches: Recommended by TMDB viewers · both comedy

  15. Ricky Gervais Live 2: Politics (2004)

    A year after Animals, Ricky Gervais comes back with his second stand up comedy tour: Politics.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. The Horse's Mouth (1958)

    Gulley Jimson is a boorish aging artist recently released from prison. A swindler in search of his next art project, he hunkers down in the penthouse of would-be patrons the Beeders while they go on an extended vacation; he paints a mural on their wall, pawns their valuables and, along with the sculptor Abel, inadvertently smashes a large hole in their floor. Jimson's next project is an even larger wall in an abandoned church.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Jimmy Carr: Natural Born Killer (2024)

    Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Female Trouble (1976)

    Teenage delinquent Dawn Davenport, incensed after her parents do not give her the cha-cha heels she wanted for Christmas, runs away from home. After an illegitimate child and hairstylist husband bring her more misery, she's enticed into a life of crime when the owners of her husband's salon promise her fame and fortune.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Ali G, Aiii (2000)

    Ali G, Aiii, is a 100 minute compilation of the highlights of Da Ali G Show, plus 30 minutes of unseen and uncensored material that was too hardcore for TV.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. All About the Benjamins (2002)

    Bounty hunter Bucum Jackson teams with the small-time con artist, Reggie Wright, that he is pursuing, in an attempt to locate a missing stash of diamonds and a lottery ticket worth millions of dollars. Bucum and Reggie find themselves in a race to the finish as they embark on an unlikely partnership that should -- when all is said and done -- prove beneficial to them both.

    Why it matches: Recommended by TMDB viewers · both comedy

Like About Jessica and something else?

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

Frequently asked questions

What are the best movies like About Jessica?

The closest matches to About Jessica are Tromeo & Juliet (1996), Butterflies Are Free (1972) and 40 Dates and 40 Nights (2026). Below are 17 more, each with the reason it matches.

What should I watch after About Jessica?

Start with Tromeo & Juliet (1996), the closest match to About Jessica.

What is the highest-rated movie like About Jessica?

Louis C.K.: Oh My God (2013), rated 7.6/10 by 229 TMDB users.

What is the newest movie like About Jessica?

40 Dates and 40 Nights (2026) is the most recent release on this list.

Are there English movies like About Jessica?

Yes: Tromeo & Juliet (1996), Butterflies Are Free (1972) and 40 Dates and 40 Nights (2026).

How are movies similar to About Jessica chosen?

First come films that Trakt’s viewers watch alongside About Jessica, 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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