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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.

Ms. Lin arranged the names in death order, rather than alphabetically, making the roster a heartbreaking timeline of the war itself.

From The Wall Street Journal • Jun. 27, 2026

It is heartbreaking for their families, children, our communities, and workplaces.

From Slate • Jun. 26, 2026

Watching egocentrism augment in real time, on a mass scale, is as heartbreaking and destabilizing as death itself.

From Salon • Jun. 13, 2026

“This is one of the most heartbreaking incidents I have witnessed during my time serving this community,” Orgill said in the statement.

From Los Angeles Times • Jun. 11, 2026

Egg tempera is difficult and messy, painstaking and, at first, heartbreaking.

From "Cat's Eye" by Margaret Atwood

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