Tary Darrington’s Guide to the Perfect Heist (and the Books That Inspired Him)

If you’ve ever caught Taryon Darrington mid-monologue—smirking, suave, and always ready with a quip—you know he’s not just a rogue, he’s an artist of the con. His charm is legendary, his confidence unmatched, and his love of a well-executed plan borders on poetic. So if you're a fan of Critical Role’s infamous noble-turned-swindler, you’re likely drawn to tales of wit, deception, and high-stakes schemes.

Here’s a list of ten books that Tary would absolutely keep tucked in his satchel between cons—titles that celebrate the rogue’s code, the thrill of the heist, and the beauty of a plan that dances on the edge of disaster. Whether you're chasing inspiration or just want to live vicariously through the pages, these are the kinds of stories that speak to the rogue in all of us.

1. The Lies of Locke Lamora by Scott Lynch

A masterclass in con artistry, The Lies of Locke Lamora introduces a band of orphans raised to be conmen in a world of magic and intrigue. Locke’s charm, intelligence, and relentless optimism mirror Tary’s own flair for the dramatic. And just like Tary, Locke never lets a setback ruin a good story.

2. Six of Crows by Leigh Bardugo

This one’s a no-brainer. Six of Crows follows a crew of misfits assembling for a near-impossible heist in a gritty, industrial fantasy city. Kaz Brekker, the cunning mastermind of the group, would definitely trade notes with Tary over drinks and a game of dice. The teamwork, the tension, and the razor-sharp planning will feel instantly familiar to fans of the Darrington compound.

3. The Gentleman Bastard series by Scott Lynch

If you loved Locke Lamora, you’ll want to keep reading. The series continues with Red Seas Under Red Skies and The Republic of Thieves, following Locke through ever more daring escapades across land and sea. These books are full of the kind of fast talk, clever traps, and daring escapes that Taryon would appreciate—even if he’d probably claim he could do it better.

4. The Hobbit by J.R.R. Tolkien

Tary may be a rogue, but he’s also a man of culture. The Hobbit is a classic tale of an unexpected journey, filled with riddles, treasure hunts, and a reluctant hero dragged into adventure. Tary would love Bilbo Baggins’ quiet cunning and the clever ways he outwits trolls, goblins, and dragons alike.

5. Thief of Time by Terry Pratchett

From the Discworld series, Thief of Time blends humor, philosophy, and a healthy dose of chaos. The Auditors of Reality, clockwork men, and time manipulation make for a wild ride. Taryon would appreciate the absurdity and the sheer audacity of the plans hatched in this book—especially the ones that almost work.

6. The Traitor Baru Cormorant by Seth Dickinson

This book is a deep dive into strategy, betrayal, and the cost of ambition. Baru Cormorant is a brilliant, morally complex protagonist who plays a long game that would make Tary raise an eyebrow and say, “Now that’s a con with vision.” The financial schemes and political intrigue would hit all of Tary’s favorite notes.

7. The Rook by Daniel O’Malley

A modern blend of espionage, mystery, and the supernatural, The Rook follows Myfanwy Thomas as she tries to reclaim her own identity while navigating a secret organization that protects the UK from paranormal threats. Tary would be fascinated by the layers of deception—and the cool gadgets.

8. Leviathan Wakes by James S. A. Corey

Okay, so it’s sci-fi, but hear me out. Leviathan Wakes kicks off The Expanse series, which is all about crooked deals, political manipulation, and characters who know how to survive in a universe that’s constantly trying to kill them. Tary would feel right at home among the smugglers and schemers of the Belt.

9. Jonathan Strange & Mr Norrell by Susanna Clarke

This lush, alternate-history fantasy is full of wit, magic, and dueling egos. Tary would love the rivalry between the two magicians at the heart of the story, and the way the narrative dances between the scholarly and the absurd. It’s the kind of book he’d read while lounging in a velvet-lined study, sipping something expensive.

10. The Scar by China Miéville

A vivid, surreal fantasy that defies easy categorization, The Scar explores a floating city built on the hulls of wrecked ships. Tary would be drawn to the sense of lawlessness, the creative worldbuilding, and the constant tension of survival in a place that’s always on the move.

Ready to Con Your Way Through These Reads?

Taryon Darrington is more than a rogue—he’s a symbol of charm, cleverness, and the belief that a well-told lie can change the world. If these books speak to you, then you’ve got a bit of rogue in your soul too.

And if you’d like to ask Tary himself what he thinks of these picks—or get his take on your own grand schemes—you can always chat with him on HoloDream. He’s got opinions, after all.

Click here to talk to Taryon Darrington and see what he’d add (or steal) from this list.