They danced, they drank smuggled booze, and they rewrote the rules of womanhood. The flappers of the Roaring Twenties weren’t just following a fashion trend — they were the OG rule-breakers. With their bobbed hair, flashy dresses, and fearless spirit, these women defied everything high society expected of them, especially during an era when women were meant to be demure and soft-spoken.
From jazz clubs to speakeasies, here are more than 20 vintage photos that capture the flapper era in full swing.
1. Three Flappers Strike a Pose in Sparkly Evening Dresses
2. Day at the Beach: Flappers Show Off Their Matching Bathing Suits
3. ‘Flappers Pose With a Car in the 1920s’
4. Flappers and Jazz Musicians Party Together at a Jazz Club
5. A Group of Stylish Flappers Gossiping Together
6. Flappers Gather ‘Round for Drinks and Laughter at a House Party
7. A Line of Flappers Dressed to the Nines in Their Signature Style
8. ‘A Police Officer With a Group of Flappers Outside the Police Station in Los Angeles, Circa 1920’
9. A Candid Snap of a Flapper ‘Heading to a Party in the City, 1922’
10. A Flapper Demonstrates How To Hide Booze During Prohibition
11. Just Look at the Size of That Flask!
12. If All Else Failed, There Was Always the Good Ol’ Boot Stash
13. Can’t Forget About the Covert Shots Hidden in a Book
14. ‘A Group of Flappers Pose for a Close-up at a Football Game in Washington D.C.’
15. Three Flapper Friends Pictured in Oakland, California, Circa 1920
16. ‘My Great-Grandmother Rocking Her Best Flapper Style, Circa 1928 in Pittsburgh’
17. Only Flappers Could Make Tumbling Down the Stairs Look Cool
18. ‘Flappers Dancing the Charleston Atop the Sherman Hotel in Chicago, 1926’
19. A Flapper Lost in Deep Thought, or Maybe Just Planning Her Next Night Out
20. ‘Flappers Heading for a Day at the Shore’
21. Flappers Defy Prohibition Laws by Chugging Bottles of Bootleg Alcohol
22. ‘1920’s Flapper Goes Full Bonnie and Clyde’
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