side·​sad·​dle ˈsīd-ˌsa-dᵊl How to pronounce sidesaddle (audio)
: a saddle for women in which the rider sits with both legs on one side of the horse
sidesaddle adverb

Example Sentences

Recent Examples on the Web Babst is the daughter of a serious horsewoman who won prizes by demurely riding sidesaddle — and other times appearing in drag as a man. Margaret Wappler, Los Angeles Times, 11 Aug. 2021 Before the musical began, Sadie sat sidesaddle in her aisle seat and studied the playbill. Patricia Marx, The New Yorker, 21 Oct. 2019 Descriptions of the trend pioneered by the siblings were sibilant: soccer-style, sidewinder, sidesaddle. Michael Farber,, 2 July 2018 The story is that my great-grandmother once gave her husband a sidesaddle for Christmas. Amy Dickinson,, 18 Feb. 2018 And, with Becca riding sidesaddle on a stationary horse, The Bachelor came to a close. Rebecca Farley,, 7 Mar. 2018 Focal Point Big Wheels Arrive sidesaddle in a fantasia of a dress that leaves a trail in its wake. Mario Testino, Vogue, 15 Aug. 2017 Hundreds of horsewomen, in full festive regalia, rode sidesaddle in specially constructed wooden armchairs known as jamugas, a tradition since the 16th century. Nick Madigan, New York Times, 11 Apr. 2017 There are specialized positions—sidesaddle, spread eagle—and identical poses whose names add nuance: prostrate, supine, decubitus, shavasana. Jamie Lauren Keiles, The New Yorker, 6 Apr. 2017 See More

These example sentences are selected automatically from various online news sources to reflect current usage of the word 'sidesaddle.' Views expressed in the examples do not represent the opinion of Merriam-Webster or its editors. Send us feedback.

Word History

First Known Use

15th century, in the meaning defined above

Time Traveler
The first known use of sidesaddle was in the 15th century

Dictionary Entries Near sidesaddle

Cite this Entry

“Sidesaddle.” Dictionary, Merriam-Webster, Accessed 6 Feb. 2023.

Kids Definition


side·​sad·​dle -ˌsad-ᵊl How to pronounce sidesaddle (audio)
: a saddle for women in which the rider sits with both legs on one side of the horse
sidesaddle adverb

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