• Justin Handlin

Puzzles, Predicaments, and Perplexities



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Puzzles for your Dungeons and Dragons games!

Adventurers will find themselves tested in many ways during their careers seeking fame, fortune, justice, and truth. Some of these tests will challenge their strength, agility, spellcasting knowledge, and combat skills. Other encounters will require diplomacy, conversation, observation skills, and social interaction. A rare challenge provides elements of both and requires deeper thinking and analysis. Such puzzles are meant to guard treasure and secrets, and present a unique challenge to characters and players. They also suggest a worthy reward lies on the other side.


Adventurers need much more than just brute force, magical powers, and nimble moves in order to survive the dangers that await them. A sharp mind is just as important as a sharp sword. When faced with a challenging puzzle, finding the solution can be the difference between victory and defeat.

Puzzles, Predicaments, and Perplexities II is the sequel to the best-selling original Puzzles, Predicaments, and Perplexities. This volume contains a collection of logic puzzles, brainteasers, and encoded sequences intended to test the problem-solving and deductive reasoning of characters and players, as well as two adventures that connect these puzzles with an overall storyline. These puzzles are designed to be easily placed into any adventure with no additional work, yet also provide guidance on how Dungeon Masters can customize the details to best fit into their own campaigns.

Inside you will find:

  • 15 original puzzles for use in your adventures.

  • 2 full-length adventures for characters of all levels that connect the included puzzles with an original story.

  • A new “Perplexity Rating” that provides guidance on the relative difficulty of each puzzle.

  • Instructions on how to scale the difficulty of the puzzles for characters of all levels.

  • Hints for each puzzle to guide players towards the solution without simply giving it away.

  • Guidance for customizing the puzzles to fit into your own adventure, campaign, or original world.

  • Optional “Raise The Stakes” sidebars for making puzzles more deadly.

  • 2 original maps suitable for in person or online play.

  • 8 original hand-outs that help visualize the layout, runes, and arrangements involved with some of the puzzles.

  • 4 unique magical items that can be found within the included puzzles and adventures.

  • 2 original creatures are confronted within the puzzles.

In this episode Crit Academy Covers:


Perplexity Rating and Scaling Puzzle Difficulty

The Skeleton Court

Three skeletons sit upon thrones facing the center of the room. Gemstones rest in their empty eye sockets. Before them are three small wooden chests on raised pedestals. The corpse of an unfortunate adventurer lies crumpled on the ground in the center of the room. Several arrows protrude from the body. The skeletons silently watch as events unfold before them, waiting to judge the actions of those who dare enter the chamber. Those who present the expected tributes will be rewarded. Those who fail will be punished.


Tales from the Crypt

A powerful magic golden scepter was buried in the crypt of the adventurers who retrieved it many years ago. A new threat requires the retrieval of this item. But the adventurers did not leave it unguarded. The party will have to gather clues and piece them together in order to solve the riddle of the crypt and prove themselves worthy of the legendary artifact.


To Tell the Truth

There has been a murder in a small t