He Who Fights With Monsters Books in Order
Part ofShirtaloon Books in OrderThis page lists the He Who Fights With Monsters books by Shirtaloon in order, with short summaries, series background, and clear advice on where to start.
Last updated: July 9, 2026
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He Who Fights With Monsters books in publication order
13 books
He Who Fights with Monsters
by Shirtaloon
2021
Jason Asano wakes up in a world of magic and monsters with no pants, no plan, and powers that look alarmingly evil. To survive cultists, cannibals, and beasts, he has to become the hero he keeps insisting he is.
He Who Fights with Monsters 2
by Shirtaloon
2021
While young elites gather in Greenstone for a grand contest, Jason scrambles to build a team that can actually compete. Beneath the tournament excitement, betrayal and a vast enemy are already closing in on the city.
He Who Fights with Monsters 3
by Shirtaloon
2021
Success has made Jason and his team harder to ignore, and the cost of power starts coming due. As personal enemies and larger forces collide, they face battles where getting stronger fast is the only chance they have.
He Who Fights with Monsters 4
by Shirtaloon
2021
An unexpected trip home drops Jason back on Earth, where he feels more alien than ever. As hidden truths about his old world come to light, he is pulled into a new fight that hits far closer to home.
He Who Fights with Monsters 5
by Shirtaloon
2022
Jason learns that Earth has never been as ordinary as he believed, and that the truth may soon become everyone's problem. With magic rising and pressure mounting on every side, he needs more power than ever, and still may not have enough.
He Who Fights with Monsters 6
by Shirtaloon
2022
Earth is sliding toward catastrophe, and the people with the power to help would rather fight over the scraps. Jason decides to save the world anyway, even if it means taking hold of forces no mortal should ever touch.
He Who Fights with Monsters 7
by Shirtaloon
2022
Back in the magical world he missed, Jason reaches a kingdom under siege and hopes, for once, not to be the one fixing everything. Rest does not last, and old enemies, strange allies, and fresh trouble quickly find him.
He Who Fights with Monsters 8
by Shirtaloon
2022
After a long-awaited reunion, Jason tries to move beyond old trauma and return to adventuring. Instead, enemies who have lingered in the shadows step forward, and his search for answers pushes him toward even greater power.
He Who Fights with Monsters 9
by Shirtaloon
2023
With one disaster finally behind him, Jason wants a simpler stretch of road-trip adventuring. He does not get it. Scarred lands, fresh politics, and ruthless angelic enemies drag him into another escalating conflict.
He Who Fights with Monsters 10
by Shirtaloon
2023
Yaresh is in ruins after a devastating attack, and Jason's role in the battle has made everyone wary. When a hidden civilization and a dangerous buried power come to light below the surface, enemies and uneasy allies are forced together.
He Who Fights with Monsters 11
by Shirtaloon
2024
Jason and his companions are scattered across a strange realm where someone has to conquer territory to get out alive. To save his friends and face angelic and undead foes, Jason must confront the power in himself he fears most.
He Who Fights with Monsters 12
by Shirtaloon
2025
After saving worlds and surviving a fight over the laws of reality, Jason wants something almost laughably modest: a quiet year of adventuring with friends. Of course that means guild politics, angelic armies, slave towns, and Jason causing trouble on purpose.
He Who Fights with Monsters 13
by Shirtaloon
2026
Jason's story continues as every attempt at a quieter run of adventuring collides with bigger powers, old problems, and the fallout from everything he has already changed.
He Who Fights With Monsters books in chronological order

He Who Fights with Monsters
by Shirtaloon
2021He Who Fights With Monsters, Book 1
He Who Fights with Monsters 2
by Shirtaloon
2021He Who Fights With Monsters, Book 2
He Who Fights with Monsters 3
by Shirtaloon
2021He Who Fights With Monsters, Book 3
He Who Fights with Monsters 4
by Shirtaloon
2021He Who Fights With Monsters, Book 4
He Who Fights with Monsters 5
by Shirtaloon
2022He Who Fights With Monsters, Book 5
He Who Fights with Monsters 6
by Shirtaloon
2022He Who Fights With Monsters, Book 6
He Who Fights with Monsters 7
by Shirtaloon
2022He Who Fights With Monsters, Book 7
He Who Fights with Monsters 8
by Shirtaloon
2022He Who Fights With Monsters, Book 8
He Who Fights with Monsters 9
by Shirtaloon
2023He Who Fights With Monsters, Book 9
He Who Fights with Monsters 10
by Shirtaloon
2023He Who Fights With Monsters, Book 10
He Who Fights with Monsters 11
by Shirtaloon
2024He Who Fights With Monsters, Book 11
He Who Fights with Monsters 12
by Shirtaloon
2025He Who Fights With Monsters, Book 12
He Who Fights with Monsters 13
by Shirtaloon
2026He Who Fights With Monsters, Book 13
Series background & context
He Who Fights With Monsters starts with Jason Asano, an ordinary Australian who wakes up in a world of magic, monsters, and very little patience for confused newcomers. He arrives with no gear, no plan, and a power set that looks more villainous than heroic. That gap between who Jason wants to be and what his abilities seem to say about him is one of the series' big engines.
The early books are built around survival, training, and learning the rules of a new world. Jason falls in with adventurers like Rufus, Gary, and Farrah, and the found-family side of the story matters as much as the combat. Cities such as Greenstone are shaped by rank, wealth, religion, and institutions, so even a simple dungeon crawl can turn into a political problem before long.
The system matters, but the people matter more.
This is LitRPG and progression fantasy, so there are plenty of new abilities, harder fights, and steady growth. But Shirtaloon is just as interested in what power does to relationships and reputation. Jason is funny, stubborn, and far too willing to needle people above his station, which means the tension rarely stays inside a battlefield. Cults, aristocrats, churches, adventuring bodies, and even gods all end up part of the pressure around him.
Then the scope widens. What starts as a story about surviving in a strange world expands into larger conspiracies, interdimensional threats, and eventually a return to Earth, where magic and family history crash together in messy ways. That homecoming stretch gives the series a different flavour. The monsters are still there, but so are trauma, public panic, and the question of whether Jason can ever really step back into his old life.
When the story swings back into wider adventure, Jason is stronger, more complicated, and much more watched than he was at the start. Old enemies stay dangerous, new cosmic threats move into view, and the idea inside the title starts to matter more and more: if you spend enough time fighting monsters, what keeps you from becoming one yourself?
Expect a mix of banter, dungeon fights, magic systems, found-family loyalty, and long conversations about power, duty, and consequences. The tone can be goofy one minute and heavy the next, which is part of the appeal. If you like portal fantasy that enjoys both the build mechanics and the people living inside them, this series has a lot to dig into.
Edited by
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