Hilarious in Hindsight/Literature

Everything About Fiction You Never Wanted to Know.
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  • In the first Discworld book, the heroes are surprised by a troll that appeared suddenly in their path, having been whisked away from its home in the mountains some thousands of miles away, in order to appear as a random encounter in the Dungeons and Dragons game of the Gods. While it was in reference to random Tabletop RPG encounters, the way it was described - a sound, the world looking 'strange' and a monster suddenly popping up - mirror exactly the random battles in most console RPGs. This was in 1983, three years before Dragon Quest or Final Fantasy, although Ultima III was from 1983.
    • Another Pratchett one in Carpe Jugulum: Having an Ax Crazy vampire parody Tom Cruise's character in Interview With the Vampire - funny; Reading this parody against Tom Cruise's current reputation? Hilarious.
      • Vlad is accused of only liking Agnes because he can't read her mind. Between that, and the odd amount of sparkling that goes on in Thud, there is much in the way of unintentional humor if you're at all familiar with Twilight or the Southern Vampire Mysteries, for that matter.
    • In Thief of Time there's a gentleman's club with a Rule 34. In this case, Rule 34 states that women cannot enter the club except at a certain time and date, which leads to members assuming any women they see inside the club outside of that narrow window of time must be figments of their imagination. The narration then notes that in Susan's case, with her strict schoolteacher outfit and black high heels, this could easily be the case.
    • The anti-war novels Jingo and Monstrous Regiment have echoes in conflicts that have broken out since they were published, but since "war is stupid, and all wars are stupid in much the same ways" is kind of the point, this is not surprising. Likewise with Making Money's jabs at the magical thinking inherent in economics.
    • The only logical conclusion is that Terry Pratchett is either clairvoyant or a time traveler (and he did steal Unseen University from Hogwarts!).
      • Word of God claims that "with amazing prescience, I saw no future in a series based around a college of magic and wanted UU to stabilise a bit to give me headroom for other stories."
    • Witches Abroad predates The Princess and The Frog, and is partially set in a combination of a Disney Princess city and The Big Easy(During Fat Lunchtime, no less) and with a frog prince. Also, Greebo always wanted to be ginger.
      • Witches Abroad also has a lot of odd similarities with Shrek 2, including the ruler who's only revealed to be a frog at the end, and the villain being a fairy godmother.
    • An early Watch book mentions that mass-circulation newspapers hadn't been invented yet in Ankh-Morpork, "leaving the public to fool themselves". Then Pratchett gets around to writing The Truth...
    • One of The Wee Free Men says he's "bigger on the inside" in a straightforward Doctor Who reference. Then, later on in the book, Tiffany comes across unnatural shadows that move around without any light source...
      • Also in that book is Tiffany rescuing someone from a dream by killing him, and being informed by said individual that they might still be trapped in a dream and be unable to tell the difference. The dream is populated by stuff from the dreamer's memories. Oh, and Tiffany was in said dream because she and the WFM wanted to steal something. Date of publication: 2003.
  • Neuromancer: "The sky above the port was the color of a television tuned to a dead channel". Some years after this was published, new television sets with sophisticated electronics began replacing "snow" on dead channels with a blank, sky-blue, screen.
    • Which is why, in Neil Gaiman's novel Neverwhere, he describes a perfectly clear sky as being the color of "a television tuned to a dead channel," in both a homage to Neuromancer and a nod to the changes in technology.
    • Speaking of Cyberpunk novels, it's hard to wonder if Neal Stephenson is a dead-on prophet when reading the descriptions of the "Metaverse", considering how many MMORPGs it resembles... then again, this may be a "Which came first" kind of situation.
    • The intro can by now be interpreted as at least 4 types of sky. Overcast (the intended), a clear black sky, a rainbow, and a clear blue sky.
      • Another interpretation would be a black sky with enough ambient light from surrounding structures/buildings/etc. to make it appear to be luminescent at the edges, much like a CRT that is on but does not have any input (like at a command prompt).
    • It came out over a decade before the Metal Gear series became popular. Reading it today, the inclusion of a genetically enhanced super ninja named "Hideo" is pretty funny.
  • A children's educational book in The Knowledge series called Crashing Computers, published in 1999, talks about policy discussions on the 10 Downing Street website and makes a joke about paying kids to go to school. A few years later, the Government created the Education Maintenance Allowance, paying some 16-18 year olds to go to school.
    • Some countries (e.g. Finland) had student benefits years before 1999, so it's more of a case of Hilarious When Put Into Multinational Perspective.
  • Dave Barry's Book of Bad Songs cited "All By Myself" as a member of the bathetic "you-don't-love-me-so-it's-time-to-jump-into-the-bathtub-with-an-electrical-appliance genre". The movie Me Myself I used the song for that exact dramatic situation.
    • Also, this book was published well before Emo became popular...
  • The book LA Confidential features the death of a down and out prostitute named Kathy Janeway. The creators of Star Trek Voyager probably didn't have this in mind when naming their show's captain, but the name was removed from The Film of the Book nonetheless.
    • The original name of the character was Elizabeth Janeway. That had to be changed after the producers learned that a rather strident (and litigious) professor shared that name. They then went with Nicole, which went out the door when Canadian actress Genevieve Bujold walked off the production. Katherine was a last-minute choice.
  • In the 1998 Star Trek the Next Generation/X-Men crossover novel Planet X (which is not a fanfic but rather an officially published, authorized, but noncanonical novel) Captain Picard meets a holodeck simulation of Professor Charles Xavier and is astounded by how similar he looks to him. Two years later the first X-Men film came out, casting Picard actor Patrick Stewart as Professor Xavier.
  • In Charles Stross' The Atrocity Archives, written in 1999, the author was looking for an obscure terrorist who was none the less likely to strike on American soil. In the book this terrorist gets his occult weapon mass destruction from Saddam, and is based in Afghanistan. Originally the terrorist in question was, you guessed right, Osama Bin Laden. The book was published in late 2001 and his publisher suggested he change this to some other terrorist who is still obscure, which Stross did.
  • In The Hitchhikers Guide to The Galaxy, a Someone Else's Problem field is set up to stop people noticing a spaceship parked at Lords' Cricket Ground. A couple of decades later, they built this.
    • Holy pants, it's Wallace's smile!
    • Another example: at the beginning of the first book a demolition foreman is described as being a descendant of Genghis Khan to set up an amusing aside where he has visions of his ancestor's life. Later, it was discovered that 0.5% of the world's male population are indeed descended from Genghis Khan.
  • In Michael Crichton's 1994 novel Disclosure, discussing a computer help program:

 Don Cherry: "We thought of making it a blue fairy, but didn't want to offend anyone."

    • Hey! Listen! (Press C^!) Some people might not get this one if they don't hover the links.
    • You could also go for that great Microsoft innovation, the Office Assistant, aka that annoying f-ing paperclip.
  • In the fourth Harry Potter Book, Mad-Eye Moody (the fake one) repeats "Constant vigilance!" over and over. When this first came out, it seemed outdated. After 9/11, similar lines said by various officials were so pervasive that this line can now be viewed as prophetic dark humor.
    • When Dumbledore and McGonagall left Harry with the Dursleys as a Door Stop Baby in the first book, McGonagall said "This boy will be famous. There won't be a child in our world that won't know his name." Indeed, there probably isn't. She also mentions that "there will be books written about him". No way THAT one wasn't intentional.
    • In the fourth book, Cedric earns the nickname of "Useless Pretty-Boy Diggory". Considering who plays him in the movie (and said actor's further roles)...
    • For years, various well-meaning parents have demanded that the Harry Potter books be banned because of the books' obvious Satanic undertones. My Immortal makes all of this hilarious.
    • From Harry Potter and The Philosopher's Stone: "... the Weasley twins were punished for bewitching several snowballs so that they followed Quirrell around, bouncing off the back of his turban." Remember how this book ended? Fred and George were repeatedly hitting Voldemort in the goddamn face this entire time!
    • At the end of Prisoner of Azkaban, Snape flies into a rage and the Minister of Magic says to Dumbledore - "Fellow seems quite unbalanced...I'd watch out for him if I were you, Dumbledore" Possibly the only time Cornelius Fudge displayed sound judgment.
    • Combined with the movie, Harry Potter and The Deathly Hallows Part 1 has a mixed-income wedding where commoner Bill Weasley (handsome but disfigured by a werewolf's claws) marries the (presumably) wealthy Fleur Delacour, who is wearing an Alexander McQueen-inspired dress. There's a featured wedding guest in yellow, meanwhile there's dark doings involving terrorists and secret missions in the background (that ultimately succeeds, and the defeated foe is given a swift, unceremonious burial) that quickly overshadows the happy occasion. Less than a year after the movie's released, Prince William (handsome but prematurely balding) marries wealthy commoner Kate Middleton, who wears an Alexander McQueen dress while the Queen wears a cheerful yellow ensemble (wait, The Queen in yellow?). Meanwhile, there's a secret mission to take out Osama Bin Laden (who is killed and quickly buried at sea) that knocks the royal wedding off the news cycle (at least until the newlyweds visit California).
    • In the second book Ron suggests that Tom Riddle got an award for killing Moaning Myrtle. It turns out he did kill her.
  • In a case of either this or a Funny Aneurysm Moment (depending on how you handle your childhood memories being perverted): In 1971, Roger Hargreaves started the Mr. Men book series, the third of which was titled "Mr. Happy". The titular character was a very happy little yellow man. 10 years later, guess what Robin Williams decided to nickname his penis (and name a trope in the process)?
  • In The Fountainhead, one of the characters walks past a movie theater advertising a cheapened version of Romeo and Juliet: "Bill Shakespeare's immortal classic! But there's nothing highbrow about it! Just a simple love story. A boy from the Bronx meets a girl from Brooklyn. Just like the folks next door. Just like you and me." Ayn Rand wrote this description long before West Side Story. Shakespeare wasn't highbrow in Shakespeare's day, either.
  • Dave Barry Slept Here uses the word "befriend" in talking about the United States using Gunboat Diplomacy to establish relations with Latin American countries.
  • The book White Oleander has a passage where the protagonist's racist foster mother calls Oprah a "nig-nag". When Oprah selected the book for her Book Club, she quoted the passage for her audience, then described her call to the author. "Hello, this is the fat nig-nag calling." (Beat.) "'Ohmigod, Oprah!'"
  • In the original Shrek picture book, there's a scene where the title character has a nightmare about being beloved by children.
  • In Good Omens: "She wanted a change. Something with openings. She quite fancied herself as a newspaper journalist." Let's just say that whatever the state of the newspaper industry was in 1990, well, It Got Worse.
  • Before the invention of Internet memes, there were two points in The Thrawn Trilogy where Admiral Ackbar brings up traps. In the first book, told that smugglers suspect that alliance with the New Republic is a trap, he says "Because of me, no doubt." Later he says "It appears to be a trap."
    • And in the X Wing Series, years before Ric Olié's "Coruscant. The whole planet is one big city", newbie Tatooine pilot Gavin Darklighter has a Narm Charm moment.

 "It's just a city, the whole thing, one big, huge, really big city. It's all city."

  • In The Space Traveler's Handbook, published in the 70s but set in 2061, the second US space colony is called the Richard Nixon. This is indicated to have been a very popular choice.
  • A book of very serious, scholarly articles published in the New York Times in the 1950s had an interview with a Russian scientist just after Sputnik went up. He detailed a whole plan for how he thought humanity would expand into space, landing on the moon "Perhaps as early as the year 2000."
  • In the Malazan Book of the Fallen books Midnight Tides and Reaper's Gale (the latter published in 2007), one plot thread is Tehol Beddict's plan to destroy the economy of Lether by exploiting everyone's greed. Considering how much of the 2008-2009 economic unpleasantness was caused by unsustainable and shortsighted investment and lending makes it even better.
  • Julie Kenner's 2000 novel The Cat's Fancy is about a cat who becomes human in order to marry her owner. She shows up in her owner's house seemingly with amnesia, and he and others try to find out who she is, in a plot already reminiscent of a movie that would come out a year later... but then we get this line:

 "Maybe the rain had something to do with why you lost your memory," Deena offered. "A torrential rainstorm. A car speeding down Mulholland Drive. There was a crash, the squealing of brakes, and then...”"

 "The ambassador ventured to frame excuses by saying that the vanity of nations was a matter of little consequence; that Holland was proud that, with such limited resources, she had maintained her rank as a great nation, even against powerful monarchs, and that if a little smoke had intoxicated his countrymen, the king would be kindly disposed, and would even excuse this intoxication."

  • In Philip K Dick's short story Stand-By, in the future setting, the most important TV news presenter is...a clown.
  • Atlas Shrugged has a passage that sounds just like the commonly parodied Master Card commercials: "The roast turkey had cost $30. The champagne had cost $25....[Several more examples]. But it was held to be unspiritual to think of money and what it represented." If it didn't predate the Master Card commercials by many decades, it would seem like the perfect setup for something like "Thanksgiving dinner with family was priceless" Or "Using the power of reason to produce wealth was priceless." Or "For Rearden's family, the opportunity to make him feel a sense of unearned guilt was priceless."
  • The first book of John Ringo's Posleen War Series, released in 2000, features Mike O'Neal, initially an NCO, using an experimental suit of Powered Armor with an AI named "Michelle" in it, part of a military unit that exclusively uses said armor. He and said AI are close friends. See also; Halo Combat Evolved, featuring Master Chief Petty Officer John-117 and his AI best friend Cortana, member of the elite group known as Spartans. And yes, both types of armor have the Sticks to The Back trope
  • One 80's gamebook featured the player as a mage, leaving the reader to determine what type of magic they used. Each type of magic was assigned a colour. Of which there were five. Even better, they were white, blue, black, red, and green.
  • In the 1990 short horror novel The Langoliers by Stephen King one of the characters is trying to figure out what caused practically all the passengers of a cross country airline flight do disappear and while internally brainstorming considers the idea that someone filled the plane's luggage compartments with poisonous snakes before immediately dismissing it as ludicrous.
  • In The Princess Bride, the old Archdeacon, as part of Buttercup and Humperdinck's marriage ceremony says, "Mawidge is a dweam wiffin a dweam. (He was old and deaf and had a speech impediment.)
  • One part of Romance of the Three Kingdoms involves Guan Yu crossing five passes and slaying six generals, which sounds awfully like a videogame.
  • In A Wrinkle in Time, Meg Murry's father's mathematically-based nickname for her has a slightly different meaning to those who read the book after, say, 1984: "Megatron".
  • In the Sweet Valley High book Sweet Valley Saga Alice (the twins' mother) was engaged to Hank Patman (Bruce's father). When Sweet Valley Confidential comes out, guess who become a couple at the end of the book? Bruce and Elizabeth, that's who.
  • This couplette is from The Passionate Pilgrim, attributed to Shakespeare:

 Were kisses all the joys in bed,

One woman would another wed.