* AnticlimaxBoss: After [[spoiler:reaching the Fortress of Regrets, opening the Bronze Sphere, and discovering both your true name and the source of your torment]], thereby achieving emotional catharsis, you get to fight the BigBad. While you can [[spoiler:[[TalkingTheMonsterToDeath defeat him with words]] if you [[StatisticallySpeaking have high enough wisdom, intelligence, or charisma]], or if you brought the Blade of the Immortal]], he isn't all that impressive of an enemy in physical combat. Also, resurrecting [[spoiler:Vhailor]] and telling him the truth of your identity will make him an unbeatable killing machine that drops the boss with relatively few hits.
* CompleteMonster: The worst monster is a former incarnation of The Nameless One, known simply as "The Practical Incarnation." Combining a wicked intellect with a lack of morals, the Practical enslaved an adventuring party to him, most notably by convincing a githzerai to follow him based on a religion the Practical invented. The Practical manipulated and murdered countless people, but the worst was what he did to the one woman who deeply loved him: after winning her love, he murdered her so her ghost, bound to the material plane by that love, would remain as a guide for future incarnations should the Practical's quest fail. At the end, the Practical confronts the current incarnation The Nameless One and attempts to [[GrandTheftMe absorb him into the Practical's own consciousness]] along with all the others so the Practical can achieve his goals.
* CultClassic: Essentially doomed to this, given its very unorthodox design and focus on text.
* CrowningMusicOfAwesome: The RecurringRiff, and by extension, most of the battle music and the background music for TheVeryDefinitelyFinalDungeon.
** Most of the {{Leitmotif}}s, especially [[TearJerker Deionarra's]].
* EpilepticTrees: The plot itself can give birth to umpteen, but in-game dialogue mentions an all-time great: that the Lady Of Pain, mysterious and godlike ruler of Sigil, who can banish lawbreakers to endless, eternal mazes (or just kill them by casting a shadow made of thousands of magical blades) for crimes like murder, treason or daring to worship her, is actually six giant squirrels wearing a cloak, a ring of levitation and an illusion spell.
** A popular fan one is that the Nameless One's original incarnation is Zerthimon. Despite the fact that the Nameless One appears as a human male, albeit covered in scars (not only on screen, but characters who bring up the Nameless One's appearance also describe him this way), and the game's creators have [[WordOfGod outright said]] that, while they don't * know* who he was, they '''do''' * know* who he was not, and he was '''not''' Zerthimon.
** [[http://www.youtube.com/watch?v=vn58158ygXI The guy sending the Symbol of Torment spell?]] It's the DM.
* FanonDiscontinuity: The 1999 novelization.
* HilariousInHindsight: Yeah, yeah, we ''know'' that "Vrischika" is Sanskrit for "scorpion"...but is there ''anyone'' who isn't going to think of ''Webcomic/{{Homestuck}}'' when they read that these days?
* HypeBacklash: Over the years the game rose to the status of ultimate western [=RPG=] ever made, if not one of the best games of it's time. And no-one is denying it's greatness, but it also leads to numerous new players being turned down from the game, as it didn't quite live to their (too high) expectations. This also makes the fandom look like bunch of overly-sensitive jerks whenever someone is genuinely trying to point out the flaws and limitations of the plot and gameplay.
* MagnificentBastard: The Practical Incarnation. Holy crap the Practical Incarnation.
* MemeticMutation: "Updated my journal." An average playthrough will have this sound play several hundred times, and the phrase has become an in-joke between fans. Most of The Nameless One's barks have also attained minor in-joke status.
* MoralEventHorizon: There's a chance it will be crossed in the story's narrative. You have several opportunities to cross it yourself. Some past incarnations ([[spoiler:Especially the Practical Incarnation, and [[NoodleIncident apparently]] your first incarnation]]) crossed it already.
** The Practical Incarnation [[spoiler:made Deionarra love him so her soul will be bound to him in death and force her to help him if he ever returns. It was his backup plan should he die in the Fortress of Regrets, which he did.]]
** ''You'' can cross it yourself in [[VideoGameCrueltyPotential multiple ways]], though particularly, [[spoiler:[[AndIMustScream shoving Morte or Annah into the Pillar of Skulls]]]].
*** Unless you [[spoiler: pull Morte back out afterwards.]] It's still pretty twisted, but not a Moral Event Horizon--especially since you suffer for it.
* NightmareFuel: Don't let the general quirkiness fool you, there are a ''lot'' of highly disturbing things in this game; enough that this trope requires [[NightmareFuel/PlanescapeTorment its own page]].
* OneSceneWonder: This game has more than a few, among them the following: [[spoiler:Ravel Puzzlewell, meeting the incarnations, and, of course, the Transcendent One.]] In fact, one might argue that very few generic characters are particularly forgettable.
* PlayerPunch: Hoo boy, yes. In particular, trying to play one of the evil paths is akin to facing down an Olympic boxer with lead weights tied onto your extremities. If the player is not a CompleteMonster, of course.
** If the Nameless One joins the faction of the Sensates, he gains access to their private sensorium. Within is a sensory stone entitled 'Longing'. In it are Deionarra's experiences, days before her death. And as the Nameless One, you experience both sides of the conversation (it being with the past incarnation Deionarra loved), and come to *know* its horror, especially as a good character. It is not so much a PlayerPunch as the Lady's Shadow of Player Punches. In the same private sensorium, you find [[spoiler: a trap from the Paranoid Incarnation]] and [[spoiler: the experience of being tortured by Ravel Puzzlewell with some interactivity]]. 'Longing' manages to be the worst of the three, ''by far''.
** Also, [[spoiler:when navigating the Fortress of Regrets, you have to watch as each of your scattered party members are approached by the Transcendent One. They all die. And there's nothing you can do to stop it.]]
* {{Squick}}: The game gets really vivid and detailed in describing what happens when you [[EyeScream pluck out your own eyeball]] and replace it with a magical prosthetic. Or when you [[FinGore bite off your own finger]] and use your HealingFactor to graft another to the stump. Or when you ask a woman who prepares dead bodies to cut you open and rummage around in your guts for [[CrazyPrepared magical items left by previous incarnations]]. Also, two words: "[[MadeFromRealGirlScouts baby oil]]."
* ThatOneLevel: [[TheMaze The Rubikon Dungeon Construct.]] While completely avoidable, essentially a BonusDungeon, if you want to find Nordom or kill the [[BonusBoss Evil Wizard]], you have to set it to 'Hard' difficulty and go through it... and it is basically 62 instances of the same room copied over and over and ''over'', with one to three pain-in-the-ass constructs which are completely identical from room to room. After the cuteness factor wears off, you can be forgiven for just going on a mad dash through the thing without stopping to fight.
** Curst, which plays out exactly like it would in a normal RPG. It should come as no surprise that this segment of the game was made by a completely different team (though the dialogue was still written by Avellone's team), who obviously didn't "get it".
* TheWoobie: Many, many characters in this story
** Heck, practically most of your party, including-but-not-limited-to The Nameless One.
** Special mention should be made of Deionarra, who could be the page image for this trope.
* TrueArtIsAngsty: Though it has at least an equal share of humor, it owes the critical respect it receives from tackling existential issues on personal and macroversal levels.
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