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All Words: heartbroken, handkerchief, hanker, breathtaking, brokenhearted, kindheartedness, heartbreaking, kindhearted, earthshaking, benchmark, hearken, housebreaking, brokenheartedness, speakerphone, brokenheartedly, heartsickness, chickenhearted, christianlike, hankering, Acokanthera, backhander, freakishness, rakishness, boneshaker, kitchenware, harken, thrombokinase, chickenheartedness, heartbrokenness, keratoacanthoma, quakerishness, branchlike, shrinkage, kinesitherapy, kindheartedly, weakheartedness, prankishness, hyperkinesia, Threskiornithidae, backbencher, chickenheartedly, darkishness, leatherneck, scrimshanker, heartsickening, unshrinkable, swashbucklering, sharkishness, heartbreakingly, and yorkshireman
| Word | Length | Vowels | Syllables | |||
|---|---|---|---|---|---|---|
| Heartbroken | 11 | 7 | 4 | 3 | ||
| Handkerchief | 12 | 8 | 4 | 3 | ||
| Hanker | 6 | 4 | 2 | 2 | ||
| Breathtaking | 12 | 8 | 4 | 3 | ||
| Brokenhearted | 13 | 8 | 5 | 4 | ||
| Kindheartedness | 15 | 10 | 5 | 4 | ||
| Heartbreaking | 13 | 8 | 5 | 3 | ||
| Kindhearted | 11 | 7 | 4 | 3 | ||
| Earthshaking | 12 | 8 | 4 | 3 | ||
| Benchmark | 9 | 7 | 2 | 2 | ||
| Hearken | 7 | 4 | 3 | 2 | Middle English | |
| Housebreaking | 13 | 7 | 6 | 4 | ||
| Brokenheartedness | 17 | 11 | 6 | 5 | ||
| Speakerphone | 12 | 7 | 5 | 3 | ||
| Brokenheartedly | 15 | 10 | 5 | 5 | ||
| Heartsickness | 13 | 9 | 4 | 3 | ||
| Chickenhearted | 14 | 9 | 5 | 4 | ||
| Christianlike | 13 | 8 | 5 | 3 | ||
| Hankering | 9 | 6 | 3 | 3 | ||
| Acokanthera | 11 | 6 | 5 | 5 | ||
| Backhander | 10 | 7 | 3 | 3 | ||
| Freakishness | 12 | 8 | 4 | 3 | ||
| Rakishness | 10 | 7 | 3 | 3 | ||
| Boneshaker | 10 | 6 | 4 | 4 | ||
| Kitchenware | 11 | 7 | 4 | 3 | ||
| Harken | 6 | 4 | 2 | 2 | ||
| Thrombokinase | 13 | 8 | 5 | 4 | ||
| Chickenheartedness | 18 | 12 | 6 | 5 | ||
| Heartbrokenness | 15 | 10 | 5 | 4 | ||
| Keratoacanthoma | 15 | 8 | 7 | 6 | ||
| Quakerishness | 13 | 8 | 5 | 4 | ||
| Branchlike | 10 | 7 | 3 | 2 | ||
| Shrinkage | 9 | 6 | 3 | 2 | ||
| Kinesitherapy | 13 | 8 | 5 | 6 | Ancient Greek | |
| Kindheartedly | 13 | 9 | 4 | 4 | ||
| Weakheartedness | 15 | 9 | 6 | 4 | ||
| Prankishness | 12 | 9 | 3 | 3 | ||
| Hyperkinesia | 12 | 7 | 5 | 5 | ||
| Threskiornithidae | 17 | 10 | 7 | 6 | ||
| Backbencher | 11 | 8 | 3 | 3 | ||
| Chickenheartedly | 16 | 11 | 5 | 5 | ||
| Darkishness | 11 | 8 | 3 | 3 | ||
| Leatherneck | 11 | 7 | 4 | 3 | ||
| Scrimshanker | 12 | 9 | 3 | 3 | ||
| Heartsickening | 14 | 9 | 5 | 4 | ||
| Unshrinkable | 12 | 8 | 4 | 4 | ||
| Swashbucklering | 15 | 11 | 4 | 4 | ||
| Sharkishness | 12 | 9 | 3 | 3 | ||
| Heartbreakingly | 15 | 10 | 5 | 4 | ||
| Yorkshireman | 12 | 8 | 4 | 4 |
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