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Bad Choices Books in Order

Part ofJoseph Souza Books in Order

Browse the Bad Choices series by Joseph Souza in order, with concise summaries, series background, and an easy guide to the best starting point.

Last updated: July 4, 2026

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Bad Choices books in publication order

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2 books

1

Cruel & Bitter Things

by Joseph Souza

2024

Gwynn Denning kills a man she believes ruined her friend's life years earlier, then discovers that one act will not stay buried. As police close in and old family damage resurfaces, her careful story starts to come apart.

2
New

Cruel to Be Kind

by Joseph Souza

2026

Tom holds proof that his wife Gwynn is a killer, and he enjoys using it to control her. When a copycat murderer appears and Detective Janet Nguyen wakes from her coma, Gwynn's fight to protect her son gets even more dangerous.

Bad Choices books in chronological order

  1. Book cover for "Cruel & Bitter Things"

    Cruel & Bitter Things

    by Joseph Souza

    2024Bad Choices, Book 1
  2. Book cover for "Cruel to Be Kind"

    Cruel to Be Kind

    by Joseph Souza

    2026Bad Choices, Book 2

Series background & context

Joseph Souza's Bad Choices series is dark psychological crime fiction built around a deeply unstable central question, what happens when the person telling herself she is delivering justice is also a serial killer? The books follow Gwynn Denning, a woman who looks respectable from the outside. She is a mother, a wife, and the director of a home for neglected and abused children. Under that surface, she carries violent compulsions, old wounds, and a private moral code that lets her believe some people deserve what is coming to them.

Gwynn is not an easy heroine. That is the point.

The series begins with Cruel & Bitter Things, where Gwynn sees a man tied to a traumatic event from her college years and decides to act on an urge she has spent years trying to suppress. From there, the book opens into a web of police attention, marital damage, buried family history, and Gwynn's own inability to separate revenge from righteousness. One of the pleasures of the series is that Souza never lets her rest in a clean category. She can be protective, perceptive, and even compassionate, especially toward vulnerable children, while also being frighteningly good at justifying terrible acts.

Cruel to Be Kind deepens that setup instead of simply repeating it. Gwynn's husband Tom knows far too much and uses that knowledge to control her. The detectives around her are no longer distant threats. They are close, personal, and emotionally entangled with her life. A fresh series of murders begins to echo an older pattern, which means Gwynn is not only trying to keep her own secrets buried, she is also dealing with new violence that pulls her history back into the open. The result is a series that keeps tightening the screws rather than resetting after each book.

The Maine setting gives these novels a lot of their flavor. Souza likes the contrast between respectable public spaces and the damage hiding underneath them, charity events, family homes, therapy sessions, police interviews, and quiet streets where no one seems to notice how close things are to breaking. The tension is less about flashy procedural detail and more about pressure inside relationships. Marriage, parenthood, trauma, attraction, guilt, and self-deception are doing as much work here as the crimes themselves.

Every relationship in this series has a cost.

If you like thrillers that stay close to a morally compromised mind, Bad Choices is a strong fit. These books are twisty, but they are also character-first, which means the suspense comes from watching Gwynn think, rationalize, panic, and keep moving. Across Cruel & Bitter Things and Cruel to Be Kind, Souza builds a crime series that asks whether vengeance can ever look enough like justice to fool the person doing it.

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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