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Flirting with Forever Books in Order

Part ofAlexis Winter Books in Order

Browse the Flirting with Forever books by Alexis Winter in order, with short summaries, workplace romance background, and a simple reading path.

Last updated: July 3, 2026

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Flirting with Forever books in publication order

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3 books

1

Worth The Risk

by Alexis Winter

2024

A viral video forces a woman to confront the man who may have been the right choice all along, her business partner Austin. Their fake-public setup turns into a slow-burn second chance with real stakes.

2

Worth the Fall

by Alexis Winter

2025

Fresh off a breakup, a hard-driving lawyer meets Miguel Ramirez after an embarrassing pickleball accident. Between office pressure and Miguel's young daughter, the romance she did not want starts looking worth the fall.

3

Worth the Wait

by Alexis Winter

2025

A rising star at Blake Financial is thrown off course when her first love returns as the firm's newest golden hire, and her direct rival. Long nights together turn old heartbreak into fresh temptation.

Flirting with Forever books in chronological order

  1. Book cover for "Worth The Risk"

    Worth The Risk

    by Alexis Winter

    2024Flirting with Forever, Book 1
  2. Book cover for "Worth the Fall"

    Worth the Fall

    by Alexis Winter

    2025Flirting with Forever, Book 2
  3. Book cover for "Worth the Wait"

    Worth the Wait

    by Alexis Winter

    2025Flirting with Forever, Book 3

Series background & context

Flirting with Forever is Alexis Winter's slow-burn workplace trilogy, and it feels a little different from her more chaotic accidental-pregnancy or mountain-man books. The heat is still there, but the pace is more about build, glances across conference tables, professional lines getting blurry, old feelings refusing to stay buried, and adults trying to keep their lives tidy while desire keeps making a mess of the plan.

That slower simmer is the point.

Worth The Risk opens with a smart mix of modern image culture and old what-if feelings. A viral moment forces a heroine to look at the man who may have been the right choice all along, her business partner Austin. Worth the Fall shifts into a brighter, slightly softer vibe, pairing a hard-driven woman fresh off heartbreak with Miguel, a single dad who makes complication look awfully tempting. Worth the Wait circles back to old love, ambition, and competition when a rising star finds her first heartbreak seated across from her as both coworker and rival.

The shared world is corporate and professional, but these books are really about timing. What if you meet the right person at the wrong moment. What if the job you worked for years to build starts colliding with the life you actually want. What if the person you cannot stop thinking about is also the one who could throw your carefully built future off balance. Winter uses all of that to create tension without needing kidnappers, fake babies, or public meltdowns.

If you like romance that lingers in the almost, almost touching, almost admitting it, almost blowing up your career, this series is a good pick. It still lands on satisfying, very steamy payoffs, but it enjoys the ache on the way there.

Read these in order if you can. The trilogy works best when you let the connected workplace world and evolving relationships build naturally from Worth The Risk through Worth the Wait.

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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