* SugarWiki/AwesomeMusic: The music that plays in the plot recap screens, and in a few scary places during the games themselves like the Nightmare Gate at the end of episode 2. It perfectly portrays how this is a young boy's terrifying journey into the darkest part of himself.
* FridgeLogic: The game centers around a magic key that turns any door into a portal to the user's psychological landscape. Said key was created by Native Americans, who aren't known for having doors or locks to use it in.
* {{Narm}}: The googly-eyed cartoon-like art style, even outside the dream world, can detract from the attempts at depicting Tyler's worst nightmares.
* NightmareFuel: Despite the cartoony look, [[WhatDoYouMeanItsForKids these games are]] ''[[WhatDoYouMeanItsForKids not]]'' [[WhatDoYouMeanItsForKids for kids]]...especially the last one, full of corpses and blood, and ruled by a sadistic demon.
* SequelDifficultySpike: The first game has a mode that removes some of the more counterintuitive puzzles, to make it easier for people who don't play a lot of point and click games to get into. The third and final game in the series, on the other hand, has much more bizarre and arbitrary-seeming puzzles where the player receives very little guidance, harkening back to the moon logic a lot of people cite as their reason for not getting into games like these.