South Side Boys books in order

The South Side Boys series by Alexis Winter features gritty contemporary romances about tough men from the wrong side of town.

Reading order

# Title Published Author Buy on Amazon
1 Bad Boy Protector / Damaged 2019 Alexis Winter Buy
2 Fake Boyfriend / Broken 2020 Alexis Winter Buy
3 Brother-in-law’s Baby / Wrecked 2020 Alexis Winter Buy
4 Bad Boy’s Baby 2020 Alexis Winter Buy

South Side Boys trades the billionaire penthouses of Winter’s other series for a rougher setting. The four books (published 2019-2020) feature heroes who are protectors, bad boys, and brothers-in-law caught in complicated situations.

The dual titles for some books (Bad Boy Protector/Damaged, Fake Boyfriend/Broken) suggest the series may have been rereleased or retitled, a common practice in indie romance publishing.

Frequently Asked Questions

How many books are in the South Side Boys series?

There are four books in the South Side Boys series, published between 2019 and 2020.

What is the first book in the South Side Boys series?

The first book in the South Side Boys series is Bad Boy Protector / Damaged, published in 2019.

How dark is the South Side Boys series?

The series is grittier than Winter’s billionaire romances, with heroes described as bad boys and storylines involving protection and danger, but it stays within the contemporary romance genre.

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