78 Books Like The Life and Death of Pretty Boy Floyd

Everyone knows how the story of Bonnie and Clyde ends, but I loved how this novel delved into Bonnie’s background and life both before and after she met Clyde.

Bonnie grew up in a chaotic home, and when she met Clyde her whole life changed. She was so smitten with the charming Clyde that she just wanted to be with him—and that included tagging along on robberies and other ill-fated capers.

This novel doesn’t romanticize Bonnie and Clyde. It left me reflecting on the differences between male and female criminals—and the reasons they resort to crime.

This book starts in the same moment as Slayground, but follows Alan Grofield as he flees the scene, instead of Parker.

Grofield is more of a grifter than a straight-out thief, and his roles in the thieving scams tend to reflect that. I love that his true love is acting and him taking scores is simply a means to allow him to pursue that passion.

I enjoy the slightly lighter tone of the Grofield novels, though they are still what I’d call gritty. And I love how Stark created a “Parker-verse” long before the idea of an IP universe was commonplace.

Traumatized at the age of eight, causing him to be mute for ten years, Michael has a talent. He can pick any lock, no matter how complicated, and that includes safes. You can see where I’m going with this, right? It doesn’t take long to find out where that questionable talent leads him, because he’s just been released from a ten-year stint in prison. Michael is a heartbreaking character who is unwittingly led down the wrong path. The author unfolds the story through Michael’s narrative, slipping back and forth in time to explain how he got where he is, culminating in the tragic moment that sent Michael into his world of silence. The story is original and creative in character delineation and suspense.

I loved this book because it put me right there in the life, with all the violence, plots, girlfriends, and craziness. Author Nicholas Pileggi is a master of the craft. He drew me in immediately by capturing the voice of Henry Hill; mob associate turned informant.

I learned things I didn’t know–and some things I didn’t want to know–about the life. When I saw Goodfellas, the Martin Scorsese movie based on the book, it all rang true again.

This book grabbed me by the throat and refused to let go.

Jordan Harper does more with suggestion and a few well-crafted sentences than some writers accomplish in an entire novel. When he needs to be brutal, he’s a monster. When he needs to be tender, your eyes sting.

Polly is both a badass and a little girl—I don’t know how Harper pulled that off. And I have never cared so much about a stuffed animal as I have Polly’s teddy bear.

Sipho is a young man with nothing to lose. He drops out of high school and joins a car-stealing syndicate. The novel is part thriller and part coming-of-age tale, and the story takes the reader on an emotional journey as Sipho is sucked deeper and deeper into South African township crime. The author grew up in this township, and but for his other talents might have followed the same path as his protagonist. A remarkable look at the reality of township life and its effect on the youth.

Stagolee, the bad man who will not back down, is an icon of African American mythology. His defining moment, the Christmas night murder of Billy Lyons is the subject of folk and blues songs from the turn of the twentieth century to the present day. Though many know the story, before Cecil Brown’s book, most did not realize that the story was true. On Christmas night, 1895, in St. Louis, “Stack” Lee Shelton shot Billy Lyons in a fight over a Stetson hat. Stagolee Shot Billy documents the events leading to the murder while shining a light on the culture, attitudes, and politics of the St. Louis black community in the 1890s. The shooting of Billy Lyons is a Gilded Age murder that continues to resonate.

In a series of interviews, Arthur Harding tells us of his life as an East End rogue at the turn of the century. The characters he encountered are a “Who’s Who” of the underworld at that time and his descriptions of Spitalfields were very useful to me during research for The Worst Street In London.

Having grown up in South Africa during apartheid and witnessed how the appalling regime destroyed so many lives, I was profoundly affected by this read. It takes place in the sprawling black township of Soweto at the height of apartheid, where survival was a daily battle for the oppressed and marginalised inhabitants. To this end, Tsoti, an apparently heartless young township thug, lives a life of brutal crime. That is until he unwittingly kidnaps a baby during a bungled carjacking. Forced to care for the infant, Tsotsi gradually rediscovers his own humanity. The reader can’t help but be moved from a place of horror to one of deep understanding and empathy for the main character – a remarkable feat for any author. A compelling story of hope.

In adapting Nicholas Pileggi’s 1985 non-fiction Wiseguy for film, Martin Scorsese delivered a “staged documentary,” depicting a far more gritty and authentic account of organized crime than Mario Puzo’s Godfather trilogy.

Much of what makes Pileggi’s masterpiece work is how he captures South Brooklyn culture as it morphs from the 1950s through the 1980s. Pileggi’s tale of the tarnishing of the Golden Era of Italian American organized crime is recounted from the pedestrian perspective of un-makeable underling and ultimate-turncoat Henry Hill.

That bygone Brooklyn landscape leaps off the pages, from its gambling dens and gangster bars, to its corner cafes, criminal courts, and cab stands. BONUS: Pileggi’s no-nonsense non-fiction prose, peppered with Hill’s verbatim account, delivers even more days-in-the-lives of lowlifes than Scorsese could ever have packed into his classic film. 

Locations of interest: The Prospect Park Zoo (stand-in for The Tampa Zoo); Smith Street in Red Hook (Jimmy Conway’s… show more.