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Cover of The Fiancé Dilemma by Elena Armas

Book 2 in The Long Game

The Fiancé Dilemma

by Elena Armas

432 pages

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The Fiancé Dilemma by Elena Armas is a contemporary romance set in a small North Carolina town. A woman with four failed engagements accidentally acquires a fifth fake fiancé, with slow-burn, witty charm throughout.

The Long Game series tropes

Tagged on the series as a whole, so not every book will feature each one.

About the book

The Fiancé Dilemma by Elena Armas is Armas's 2024 second instalment in the Green Oak series, returning readers to the warmly chaotic world of Green Oak, North Carolina, first established in The Long Game. Josie Moore has a reputation in town - not just as the mayor-in-spirit and coffee shop owner, but as a woman who has left four separate men at the altar. Four engagements, zero weddings. When her newly discovered, high-profile father announces his retirement via a glossy magazine piece about the family, Josie's colourful romantic history suddenly becomes a very public problem.

Into this mess stumbles Matthew Flanagan - her half-sister's best friend, freshly fired, his car stuck in the mud outside Green Oak after a wrong turn. He's barely set foot in town when a fake dating situation spirals into a full-blown fake engagement, Josie having introduced him as her fiancé in a moment of sheer panic. What follows is a forced proximity arrangement governed by rules neither of them is particularly good at keeping. The rest of Green Oak, delighted by the idea that the fifth time might finally be the charm, is more than happy to believe every word of it.

Armas writes slow-burn romance with real patience. Matthew is the kind of hero who falls first and harder, quietly and persistently, and the tension between two people who are very clearly not fooling anyone - except perhaps themselves - drives the contemporary romance forward with both warmth and heat. Josie's instinct to panic, deflect, and accidentally make everything worse gives the novel its comedic engine, while her complicated feelings around family, belonging, and a history of love that never quite stuck give it genuine emotional weight. This is Emotional Vulnerability played for both laughs and sincerity in equal measure.

The Small Town Romance setting does a lot of work here. Green Oak isn't just a backdrop - it's a community with opinions, investment, and a talent for cheerful interference. Readers who met these characters in The Long Game will find welcome familiar faces woven throughout. Those coming fresh to the series will find enough grounding to follow Josie's story on its own terms, though the first book adds meaningful context. The Found Family thread - Josie navigating a father who was absent for most of her life and a half-sister whose best friend is now supposedly her fiancé - gives the story its more tender undercurrents.

Funny, genuinely romantic, and built on the Opposites Attract and Grumpy-Sunshine Dynamic that Armas handles with considerable skill, The Fiancé Dilemma earned a starred review from Publishers Weekly and cemented Matthew Flanagan as one of the author's most beloved heroes. For readers who want their Heat / Spice alongside real emotional stakes and a romance that earns its ending, this delivers.

Why you’ll love this book

  • Perfect for fans of witty banter and workplace romance.
  • Features a grumpy-meets-sunshine dynamic with real chemistry.
  • Ideal for readers who love contemporary romance with humour.
  • Packed with tension, laughs, and swoony moments.

The Long Game reading order

Full reading order
  1. 1 The Long Game
  2. 2 The Fiancé Dilemma You are here

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About The Fiancé Dilemma

Who wrote The Fiancé Dilemma?
The Fiancé Dilemma was written by Elena Armas.
Is The Fiancé Dilemma part of a series?
Yes. The Fiancé Dilemma is book 2 in the The Long Game series. To read the series in order, start with The Long Game.
How many pages is The Fiancé Dilemma?
The Fiancé Dilemma is 432 pages long.
What books are similar to The Fiancé Dilemma?
If you enjoyed The Fiancé Dilemma, readers also recommend Powerless, Daydream, Heated Rivalry and Beach Read.

About Elena Armas

Spanish author of witty, slow-burn contemporary romance. Her New York Times bestselling debut won the Goodreads Choice Award for Best Debut Novel.

Books, series and tropes by Elena Armas

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