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Dating Disasters Books in Order

Part ofAvery Flynn Books in Order

Find the Dating Disasters books by Avery Flynn in order, with summaries, reading order help, and notes on these wedding-and-family chaos rom-coms.

Last updated: July 8, 2026

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Dating Disasters books in publication order

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The Wedding Date Disaster

by Avery Flynn

2020

Hadley dreads going home to Nebraska for her sister's wedding, and getting stuck with her best friend's arrogant billionaire twin only makes it worse. Family games, old grudges, and forced proximity turn the trip into full-blown romantic warfare.

Dating Disasters books in chronological order

  1. Book cover for "The Wedding Date Disaster"

    The Wedding Date Disaster

    by Avery Flynn

    2020Dating Disasters, Book 1

Series background & context

Dating Disasters is built on one of Flynn's favorite ideas: romance is at its funniest when the plan is already falling apart. These books start in the middle of weddings, travel disasters, family obligations, and social situations that would be survivable if the wrong person were not standing right there looking smug.

That makes the series feel instantly lively. The characters are rarely searching for love in a calm, orderly way. They are trying to get through the weekend, survive their relatives, keep their pride intact, and maybe avoid strangling the person who is suddenly much too close for comfort.

The Wedding Date Disaster shows the setup nicely. Going home for a sibling's wedding is bad enough. Getting stuck with your best friend's arrogant twin as your buffer makes it worse, and also much more interesting. That balance of irritation, forced proximity, and family chaos is the whole appeal.

This is also a good series for readers who like standalones. The books are united more by tone than by a single long plot. Expect quick sparks, sharp dialogue, and characters who are doing their best not to catch feelings at the exact worst moment.

In other words, these are romance novels for anyone who has ever looked at a seating chart, an airport gate, or a family game night and thought, this cannot possibly end well.

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Richard Reis

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Anurag Ramdasan

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

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