winsome

adjective

win·​some ˈwin(t)-səm How to pronounce winsome (audio)
Synonyms of winsomenext
1
: generally pleasing and engaging often because of a childlike charm and innocence
a winsome smile
2
winsomely adverb
winsomeness noun

Did you know?

Despite appearances, winsome bears no relation to the familiar word win, meaning “to achieve victory.” The Old English predecessor of winsome is wynsum, which in turn comes from the noun wynn, meaning “joy” or “pleasure.” And the ancestor of win is the Old English verb winnan, meaning “to labor or strive.” Given those facts, one might guess that the adjective winning, meaning “tending to please or delight,” as in “a winning personality,” is a winsome relation, but in fact it’s in the win/winnan lineage. Winning is more common today than the similar winsome in such constructions as “a winning/winsome smile,” but we sense no hard feelings between the two. It’s just the way things (lexically) go: you win some, you lose some.

Examples of winsome in a Sentence

He had a winsome, boyish smile. she was a bright, winsome gamine who could draw a smile out of anyone
Recent Examples on the Web
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.
Malcolm in Joel Coen’s solo act, Macbeth; and the winsome early admirer of Anya Taylor-Joy’s chess prodigy in Scott Frank’s The Queen’s Gambit. Jackson McHenry, Vulture, 20 Feb. 2026 At least Tommy gets a love interest this time around, thanks to a winsome sheriff’s daughter (daddy issues in a franchise all about mommy issues? Alison Foreman, IndieWire, 13 Feb. 2026 But Raj and Sophia Laforteza, 23; Daniela Avanzini, 21; Yoonchae Jeung, 18; Manon Bannerman, 23; and Megan Skiendiel, 19, are breaking out of the K-pop mold with a winsome emphasis on individuality and authenticity. Ashley Fetters Maloy, Washington Post, 7 Feb. 2026 On the other, the box is rustic cardboard and arrives alongside winsome pictures of grinning goats. Matthew Korfhage, Wired News, 1 Feb. 2026 See All Example Sentences for winsome

Word History

Etymology

Middle English winsum, from Old English wynsum, from wynn joy; akin to Old High German wunna joy, Latin venus desire — more at win

First Known Use

1677, in the meaning defined at sense 1

Time Traveler
The first known use of winsome was in 1677

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Cite this Entry

“Winsome.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/winsome. Accessed 26 Feb. 2026.

Kids Definition

winsome

adjective
win·​some ˈwin(t)-səm How to pronounce winsome (audio)
1
: having a charming or pleasing quality
a winsome smile
2
: cheerful sense 1a
a winsome mood
winsomely adverb
winsomeness noun

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