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Movies like Michael Bolton's Big, Sexy Valentine's Day Special (2017)

The best movies like Michael Bolton's Big, Sexy Valentine's Day Special (2017) are Bo Burnham: Words, Words, Words (2010), The Festival (2018) and King of Jazz (1930). If Michael Bolton's Big, Sexy Valentine's Day Special hooked you with its comedy and music, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Bo Burnham: Words, Words, Words (2010)

    Bo Burnham is back with a new one-man show full of his patented songs and wordplay, as well as haikus, dramatic readings, blasphemy, and so much more in his first hour-long special, shot live in his home town of Boston.

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

    Worth the HypeMovies like this
  2. The Festival (2018)

    After Nick's girlfriend dumps him, his best mate Shane has the perfect antidote to his break-up blues: three days at an epic music festival.

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

  3. King of Jazz (1930)

    A large-scale revue musical built around Paul Whiteman and his orchestra, presenting a series of musical performances, sketches, and staged tableaux in early two-color Technicolor, emblematic of Hollywood’s early sound-era “all-star” musical productions.

    Why it matches: Recommended by TMDB viewers · both music

    Popcorn FlickMovies like this
  4. Jeff Dunham: Arguing with Myself (2006)

    A recorded live performance of ventriloquist Jeff Dunham portrays a comedian whose revival of an old-fashioned art has made ventriloquism more relevant to modern societal concerns. Starring his six main characters, from Bubba Jay, a Nascar-obsessed hick, to Peanut, a flamboyant gay monkey, Dunham’s puppets have dirty but inoffensive senses of humor that mock the American Dream.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  5. 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
  6. Goltzius & the Pelican Company (2012)

    Hendrik Goltzius, a late-16th-century Dutch printer and engraver of erotic prints, seduces the Margrave of Alsace into paying for a printing press to make and publish illustrated books.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. 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

  8. Dave Chappelle: The Unstoppable... (2025)

    Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. 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
  10. 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
  11. 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
  12. 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
  13. 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
  14. Bill Hicks: Relentless (1992)

    Bill Hicks tells us how he feels about non-smokers, blow-jobs, religion, war and peace, and drugs and music.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  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. 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
  17. Robin Williams: An Evening at the Met (1986)

    In this hilarious stand up comedy, Robin Williams is energetic, witty and again hilarious. It's the number one stand up comedy of all time.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  18. 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
  19. Jimmy Carr: Stand Up (2005)

    Jimmy Carr returns with a brand new live stand-up DVD. Recorded live at London's Bloomsbury theatre, Jimmy unleashes brand new material upon his audience that is just too rude for TV, taking his dry and sardonic wit and delightfully crafted jokes to a whole new level

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. 68 Kill (2017)

    Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.

    Why it matches: Recommended by TMDB viewers · both comedy

  21. Another Cinderella Story (2008)

    A guy who danced with what could be the girl of his dreams at a costume ball only has one hint at her identity: the Zune she left behind as she rushed home in order to make her curfew. And with a once-in-a-lifetime opportunity in front of him, he sets out to find his masked beauty.

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

    Worth the HypeMovies like this
  22. Spice World (1997)

    World-famous pop group the Spice Girls zip around London in their luxurious double-decker tour bus having various adventures and performing for their fans.

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

  23. Meet the Feebles (1989)

    Heidi the Hippo, star of 'The Feebles Variety Hour', discovers her lover Bletch the Walrus is cheating on her. And with all the world waiting for the big show, the assorted co-stars must contend with drug addiction, extortion, robbery, disease, Vietnam flashbacks, drug dealing, and murder.

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

    Popcorn FlickMovies like this
  24. Die Musterknaben 2 (1999)

    A new case for "The Model Boys": The two Cologne commissioners Docker and Dretzke to take the next 14 days a journalist to their missions.

    Why it matches: Similar story and style · both comedy

  25. Celebrity (1998)

    The career and personal life of writer Lee are at a standstill, so he divorces his bashful wife, Robin, and dives into a new job as an entertainment journalist. His assignments take him to the swankiest corners of Manhattan, but as he jumps from one lavish party to another and engages in numerous empty romances, he starts to doubt the worth of his work. Meanwhile, top TV producer Tony falls for Robin and introduces her to the world of celebrity.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  26. Unstable Fables: Goldilocks and the Three Bears (2010)

    When Goldilocks, a sassy reality TV star decides to film her next show at the humble home of the Bears, she gives them a taste of the celebrity sweet life they've never had before.

    Why it matches: Similar story and style · both comedy

  27. What's Love Got to Do with It (1993)

    Singer Tina Turner rises to stardom while mustering the courage to break free from her abusive husband Ike.

    Why it matches: Similar story and style · both music

    Worth the HypeMovies like this
  28. A Goofy Movie (1995)

    Goofy’s teenage son Max is desperate to impress his crush and fit in at school. After well-meaning but ignorant Goofy suddenly whisks him away on a cross-country road trip—messing up Max’s first date plans in the process—Goofy’s old-school parenting and Max’s desire for independence lead to a vacation of hilarious mishaps, as they both learn to see eye to eye and listen to each other.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  29. The Champion (2024)

    Diego has just been voted best young player in Europe and at the age of 20 he is on his way to making his team, Atlético de Madrid, champions of La Liga. But his impulsive and conflictive character makes the club, fed up with his excesses, hire Álex, a withdrawn and lonely psychology professor, to improve his behaviour. The two will have no choice but to learn to understand each other.

    Why it matches: Similar story and style · both comedy

  30. 10 Things I Hate About You (1999)

    After discovering his high school crush can't date until her brash older sister does, a lovesick teen enlists a bad-boy classmate to woo her.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this

Like Michael Bolton's Big, Sexy Valentine's Day Special and something else?

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

Frequently asked questions

What are the best movies like Michael Bolton's Big, Sexy Valentine's Day Special?

The closest matches to Michael Bolton's Big, Sexy Valentine's Day Special are Bo Burnham: Words, Words, Words (2010), The Festival (2018) and King of Jazz (1930). Below are 27 more, each with the reason it matches.

What should I watch after Michael Bolton's Big, Sexy Valentine's Day Special?

Start with Bo Burnham: Words, Words, Words (2010), the closest match to Michael Bolton's Big, Sexy Valentine's Day Special.

What is the highest-rated movie like Michael Bolton's Big, Sexy Valentine's Day Special?

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

What is the newest movie like Michael Bolton's Big, Sexy Valentine's Day Special?

Balls Up (2026) is the most recent release on this list.

Are there English movies like Michael Bolton's Big, Sexy Valentine's Day Special?

Yes: Bo Burnham: Words, Words, Words (2010), The Festival (2018) and King of Jazz (1930).

How are movies similar to Michael Bolton's Big, Sexy Valentine's Day Special chosen?

First come films that Trakt’s viewers watch alongside Michael Bolton's Big, Sexy Valentine's Day Special, 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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