Dating Disasters Books in Order
Part ofAvery Flynn Books in OrderFind 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
1 book
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
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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