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Synonyms

heartbreaking

American  
[hahrt-brey-king] / ˈhɑrtˌbreɪ kɪŋ /

adjective

  1. causing intense anguish or sorrow.


heartbreaking British  
/ ˈhɑːtˌbreɪkɪŋ /

adjective

  1. extremely sad, disappointing, or pitiful

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Other Word Forms

Etymology

Origin of heartbreaking

First recorded in 1600–10; heartbreak + -ing 2

Explanation

Something that's deeply sad or distressing is heartbreaking, like the heartbreaking death of your beloved cat. Heartbreaking is the perfect word to describe a devastating feeling. When you lose someone you love, it feels like your heart is broken. Use this adjective for anything that causes you grief or sorrow, like the heartbreaking loss of an old tree in your yard or a glimpse of your crush holding hands with someone else. Other distressing events can feel heartbreaking too — even the loss of your favorite team in the playoffs: "What a heartbreaking defeat!"

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Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

For pretty much everyone I know, their dog’s last years are littered with health problems that are both heartbreaking to witness and expensive to manage.

From MarketWatch • May 19, 2026

“When heartbreaking things happen, find your community,” she says.

From Los Angeles Times • May 8, 2026

The extraordinary difficulties she encountered in adopting her son range from heartbreaking frustration to pure joy.

From The Wall Street Journal • May 8, 2026

But the group said that "after taking an honest look" at the North American section of the tour, they had taken the "difficult and heartbreaking decision" to cancel all but one of the shows.

From BBC • May 5, 2026

In fact—and this is the most heartbreaking part of all—he manages to have an entire conversation with his calculus professor without ever communicating the one fact most likely to appeal to a calculus professor.

From "Outliers" by Malcolm Gladwell

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