* [[EmbarrassingMiddleName Embarrassing Middle Name]]: Ruggles.
* EpilepticTrees: It was once rumored that Pynchon and fellow reclusive author Creator/JDSalinger were the same person; the rumor is less popular now that the latter has passed away.
* GeniusBonus[=/=]ViewersAreGeniuses: One or the other, depending on the work; whichever it is, he's probably the ''king'' of the trope in question.
* MemeticMutation: The Trystero sign from ''Lot 49'', as well as the [[FunWithAcronyms fun he has with acronyms]]:
-->''W''e ''A''wait ''S''ilent ''T''rystero's ''E''mpire\\
''D''on't ''E''ver ''A''ntagonize ''T''he ''H''orn
** Music/{{Radiohead}} adopted W.A.S.T.E. as the name of their fan club and online store, in a deliberate ShoutOut to Pynchon.
* ParanoiaFuel: Hoo boy.
* {{Squick}}: Often used symbolically, no less!
* {{Tearjerker}}: For all the zany antics that go on in his books, moments of immense melancholy and sadness are also bound to show up. Perhaps most apparent in ''Vineland,'' which centers around the collapse of a family and their efforts to make things right again.
* TrueArtIsIncomprehensible
* WhatDoYouMeanItWasntMadeOnDrugs: Justified...it admittedly usually ''was''.
* WhatDoYouMeanItsNotSymbolic