heartbreaking

adjective

ˈhärt-ˌbrā-kiŋ How to pronounce heartbreaking (audio)
Definition of heartbreakingnext
1
as in sad
causing unhappiness a heartbreaking story of a family torn asunder by war

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2
as in tragic
of a kind to cause great distress the heartbreaking state of Main Street now that most of the businesses have closed

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3
as in pathetic
deserving of one's pity a heartbreaking attempt to escape that ends in disaster

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Example Sentences

Examples are automatically compiled from online sources to show current usage. Read More Opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback.
Recent Examples of heartbreaking Among the novel's many heartbreaking scenes is the moment when Ashley uses Sofia's gift card to buy pastries for herself. — CBS News, 6 Oct. 2026 The state of Connecticut formally into their General Assembly entered the heartbreaking details of more than three dozen local deaths strongly linked to energy drinks. — Kent Sepkowitz, STAT, 5 Oct. 2026 Minutes before he was sentenced Monday to life in prison for the murder of his wife, Caleb Flynn sobbed as his in-laws read letters written by his two daughters, asking him heartbreaking questions about their mother’s death. — Nicki Brown, CNN Money, 5 Oct. 2026 For the Cardinals, Sunday’s defeat came in heartbreaking fashion. — Doug Haller, New York Times, 4 Oct. 2026 See All Example Sentences for heartbreaking
Recent Examples of Synonyms for heartbreaking
  1. sad
  2. tragic
  3. pathetic
  4. depressing
  5. unfortunate
  6. pitiful
  7. poor
  8. miserable
Adjective
  • Tuesday's testimony in Media was emotional and sad as the 911 call of the stabbing was played.
    — Joe Holden, CBS News, 13 Oct. 2026
  • But seeing Mike Love this weekend was a sad one for Beach Boys fans.
    — Geoff Edgers, Washington Post, 12 Oct. 2026
Definition of sad
Adjective
  • Encouragement from his longtime confidante and collaborator helped the comedian write about the loss of his beloved home before Reiner’s tragic killing in December 2025 alongside his wife, Michele, in Brentwood.
    — Andrea Flores, Los Angeles Times, 15 Oct. 2026
  • Reynolds, a Black disabled man with a limb difference, is given a character of substance that isn’t tragic or inspirational.
    — Kristen Lopez, IndieWire, 14 Oct. 2026
Definition of tragic
Adjective
  • Haloed in distorted guitar and jagged synths, Wolf comes off as a champion of her own avoidance, her heroism charmingly pathetic.
    — Enzo Escober, Pitchfork, 9 Oct. 2026
  • The Chargers' offense mustered a pathetic 14 points all game.
    — Alejandro Avila OutKick, FOXNews.com, 21 Sep. 2026
Definition of pathetic
Adjective
  • There are concerted efforts to ban such devices, but they are still used with depressing frequency.
    — New Atlas, New Atlas, 12 Oct. 2026
  • Sunday’s 31-24 loss to Cincinnati – the latest miserable day during this depressing season - crystallized several issues that general manager Jon-Eric Sullivan and coach Jeff Hafley must navigate in the days and weeks ahead.
    — Barry Jackson, Miami Herald, 11 Oct. 2026
Definition of depressing
Adjective
  • Choosing the most abject—or unfortunate—car names will never not be funny.
    — Jason Barlow, Robb Report, 11 Oct. 2026
  • The timing was unfortunate for Saudi Arabia, several experts say.
    — Mostafa Salem, CNN Money, 10 Oct. 2026
Definition of unfortunate
Adjective
  • Just 7% of Democrats approve, along with a pitiful 12% of independents.
    — Jon Keller, CBS News, 14 Oct. 2026
  • Herbert's six interceptions is only surpassed by Drake Maye's pitiful start to the season.
    — Joe Kinsey OutKick, FOXNews.com, 5 Oct. 2026
Definition of pitiful
Adjective
  • Europe is expected to have a particularly poor corn harvest and needs larger imports just as its demand for feed remains high.
    — Jenni Reid, CNBC, 10 Oct. 2026
  • Reese is known as a poor shooter, and is often mocked for missing easy shots in games.
    — Jackson Thompson OutKick, FOXNews.com, 10 Oct. 2026
Definition of poor
Adjective
  • Sunday’s 31-24 loss to Cincinnati – the latest miserable day during this depressing season - crystallized several issues that general manager Jon-Eric Sullivan and coach Jeff Hafley must navigate in the days and weeks ahead.
    — Barry Jackson, Miami Herald, 11 Oct. 2026
  • Probably get out and do that, like, half-walk, half-jog thing and then show up, like, really sweaty and miserable.
    — Zach Schiffman, Curbed, 9 Oct. 2026
Definition of miserable

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Cite this Entry

“Heartbreaking.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/heartbreaking. Accessed 17 Oct. 2026.

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