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Speakeasy Books in Order

Part ofElyse Douglas Books in Order

Discover the Speakeasy series by Elyse Douglas in order, with quick summaries, Roaring Twenties background, and where to start with Roxie's story.

Last updated: June 8, 2026

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Publication Order

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2 books

1

Speakeasy

by Elyse Douglas

2022

West Village singer Roxie Raines stumbles through a hidden doorway and lands in 1925 New York. Jazz clubs, gangsters, and detective Jake Kane pull her into a dazzling life that could cost her both love and safety.

2

Speakeasy - Book 2

by Elyse Douglas

2022

Recovering from fire and heartbreak, Roxie tries to rebuild her 1925 life while Jake chases a deadly case. Fame, gangsters, and an altered future force her to choose between returning home and fighting for the life she has found.

Series background & context

The Speakeasy books take Elyse Douglas's time travel interest and drop it straight into Jazz Age New York. The series begins with Roxie Raines, a struggling nightclub singer in 2019, who stumbles through a hidden basement doorway and lands in 1925. Suddenly she is not looking at a themed bar trying to imitate the twenties. She is in the real thing, a city full of music, bootleg money, crowded clubs, dangerous men, and a version of fame that can vanish overnight.

Roxie is the center of the series, and that matters because these books are not just about the era. They are about what happens when a woman with a modern voice and modern instincts has to survive in a world that is glamorous on the surface and risky underneath. In the first book, Speakeasy, Roxie finds work, draws attention with her singing, and gets caught in the orbit of club owner Frankie Shay. She also meets detective Jake Kane, and the romance between Roxie and Jake becomes the emotional spine of the series.

The party never feels completely safe.

That is part of what makes these books fun. They have the sparkle readers want from a Roaring Twenties setting, flappers, late nights, wisecracking detectives, celebrity culture, smoky clubs, but they never forget the pressure underneath. Roxie is out of time, out of place, and never fully in control of what happens next. Her success can make her visible in ways that are exciting and dangerous at the same time.

Speakeasy - Book 2 picks up that thread directly. Roxie is recovering from fire and heartbreak, Jake is pulled into a deadly case, and the future itself becomes unstable. The second book keeps the energy high, but it also makes the series feel bigger. Roxie is not just surviving the twenties anymore. She is trying to decide what kind of life she wants, what love is worth, and whether going home would even solve the problem.

Roxie is never just a tourist in the twenties.

That is the key to the series. These books are fast, stylish, romantic, and a little dangerous, but they stay grounded because Roxie always has something real to lose. If you want Elyse Douglas at her most playful and atmospheric, this is a great choice. Read the books in order, because the second one grows directly out of the first and the emotional payoff depends on seeing Roxie and Jake from the beginning.

Edited by

Richard Reis

Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.

Anurag Ramdasan

Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.

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All 2 Speakeasy Books in Order (Complete List 2026)