Rags to Romance books in order

The Rags to Romance series by Mallory Monroe features 21 billionaire romance novels exploring themes of wealth, power, and transformative love outside her mob family universe.

Reading order

# Title Published Author Buy on Amazon
1 Bobby Sinatra: In All the Wrong Places 2019 Mallory Monroe Buy
2 Boone & Charly: Second Chance Love 2019 Mallory Monroe Buy
3 Plain Jane Evans and the Billionaire 2020 Mallory Monroe Buy
4 Gentleman James and Gina 2021 Mallory Monroe Buy
5 Monty & LaShay: Rescue Me 2021 Mallory Monroe Buy
6 Tony Sinatra: If Loving You Is Wrong 2021 Mallory Monroe Buy
7 If Loving You Is Wrong 2021 Mallory Monroe Buy
8 When a Man Loves a Woman 2021 Mallory Monroe Buy
9 The Duke and the Maid 2021 Mallory Monroe Buy
10 Boone & Charly: Upside Down Love 2022 Mallory Monroe Buy
11 Hood Riley and the Ice Man 2022 Mallory Monroe Buy
12 Recruited by the Billionaire 2022 Mallory Monroe Buy
13 Abandoned Hearts 2022 Mallory Monroe Buy
14 Hood Riley and the Ice Man: Just When I Needed You Most 2023 Mallory Monroe Buy
15 Daniel’s Girl 2023 Mallory Monroe Buy
16 Bulldog Burton and the Waitress 2023 Mallory Monroe Buy
17 Love Comes for Christmas 2023 Mallory Monroe Buy
18 Don’t Leave Me This Way 2024 Mallory Monroe Buy
19 Janardi and His Muse 2024 Mallory Monroe Buy
20 The Billionaire and His Driver 2024 Mallory Monroe Buy
21 Coming Out of the Cold 2025 Mallory Monroe Buy

Rags to Romance takes Mallory Monroe’s prolific output in a different direction from her mob family sagas. This series features 21 billionaire romance novels that explore wealth, power dynamics, and transformative relationships. Unlike her Sinatra and Gabrini books, these stories are not part of an interconnected crime family universe.

The series title reflects the classic romance trope of characters from different economic backgrounds finding love. Monroe’s alpha male heroes appear here as billionaire businessmen rather than mob bosses, though they share the intensity and dominance that define her romantic leads. Each book in the series offers a complete romance arc.

With 21 books, Rags to Romance provides substantial content for readers who prefer billionaire romance over organized crime settings. Monroe’s fans who enjoy her writing style but want a break from the mob family interconnections will find this series a good alternative.

Frequently Asked Questions

How many books are in the Rags to Romance series?

There are 21 books in the Rags to Romance series, published between 2019 and 2025.

What is the first book in the Rags to Romance series?

The first book in the Rags to Romance series is Bobby Sinatra: In All the Wrong Places, published in 2019.

Is Rags to Romance connected to Mallory Monroe's mob romance series?

No, Rags to Romance is separate from Monroe’s interconnected Sinatra and Gabrini crime family series. This series focuses on billionaire romance rather than mob storylines, offering 21 books with different characters and settings.

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