David Foster Wallace's relentless doorstopper of a novel, first published in 1996. Infinite Jest takes place in the not-too-distant future, around the Enfield Tennis Academy and the neighboring Ennet House Drug and Alcohol Recovery House (redundancy sic) in suburban Boston. Before he died, James Incandenza, founder of the ETA and film auteur, created a movie so mesmerizingly entertaining that the master copy is being sought as a weapon by Canadian terrorists and the US government. Dealing with issues like the nature of the self, family, emptiness and absence, addiction and recovery, and the minutia of tennis, there's just no way to adequately summarize this massively complex novel here. With nearly 100 pages of end notes, this may be one of the only novels for which you will need to use two bookmarks simultaneously.
This book provides examples of:
Accidental Athlete: Orin Incandenza, the older brother in the family, starts out playing tennis, and is really good at it. He goes to Boston University, and finding that college tennis doesn't really suit him, he tries out for the football team, only to find that he isn't big enough. As he is leaving the try-out, he punts a football, and the coach realizes he is a really good kicker...because of the tennis (tennis has a tendency to really work out one's leg muscles and often leaves one side stronger than the other, to boot).
Addiction Displacement: All of the characters to some extent, but none so horrifying as Randy Lenz's evening constitutionals.
The Alcoholic: James O. Incandenza, Jr. (and Sr.), and a few others besides. Junior seemed to be functioning until shortly before his death, though.
Alternative Calendar: In DFW's alternate future, even the names of years have been sold for ad space, leading to such confusing chronological reference points as the Year of the Depend Adult Undergarment and the Year of the Purdue Wonderchicken
Anachronic Order: The book starts sometime after the end of the plot, and then cycles back through the year or so leading up to that point. And then you're still not quite sure what happened.
And I Must Scream: The fate of Hal Incandenza. That's not a spoiler, it's the first chapter.
Author Appeal: David Foster Wallace was a pretty good tennis player in his youth, reaching the top levels of junior tennis in high school. It makes some sense that he'd set some of the novel around a tennis academy.
Also, James' work is described once or twice as deliberately abstruse and unentertaining, seeming in some ways hostile to the audience.
Author Vocabulary Calendar: A novel this size, one could be forgiven for assuming this out of hand, but nope. Aside from some Future Slang and tennis terminology (which is always explained), conversational English reigns throughout.
Admittedly, there are a fair number of oddball ten-dollar words tossed in... but only where it would suit the voice of the viewpoint character, in which case it's seamlessly blended into ordinary conversational English.
Played with to go along with the theme of everyone being full of things that are impossible to communicate. Say, early on, when James Incandenza straight out says a few huge keys to the plot, but before you have the context to know why they're important, and in such dense, obscure words that your eyes slide right off.
Big Screwed-Up Family: The Incandenza family. They like to play up their eccentricities in front of onlookers, but Joelle Van Dyne notes that they fail to totally hide the fact that the screwed-upness goes much, much deeper.
Brick Joke: Gately's toothbrush prank on the ADA in the hat comes back only about 800 pages later.
Brown Note: The eponymous "Entertainment" is a short film apparently so captivating that anyone unfortunate enough to see it will become hopelessly and irreversibly addicted to it, wanting to do nothing but continue watching it again and again, even at the cost of physical harm to themselves. According to a source that may or may not be reliable, it features the World's Most Beautiful Woman apologizing to her baby/the viewer, probably for killing him/her in his/her previous life.
Calvinball: One of the courts at the ETA is intricately painted with a map of the Earth and all its nations. Its only use is for a training game of nuclear geopolitics, which has become something of an Academy tradition. True to the trope, all that is made explicitly clear is that nuclear strikes are represented by serving tennis balls onto the map; the rest of the rules are stated to be so complex that they can only be understood through total memorization.
This part of the book has actually been adapted as a music video, for "The Calamity Song" by The Decemberists.
College Radio: Joelle Van Dyne/Madame Psychosis has a program at WYYY called 60 Minutes, More or Less that consists of her reading various things aloud to the audience against a background of dark ambiance.
Doorstopper: This baby clocks in at a mean 1079 pages, including the (required) appendix. It's so intimidating that an on-line support group was formed to help those who'd always meant to but never quite managed to finish it, a full thirteen years after its initial publication.
Double Agent: Remy Marathe is actually a "quadruple agent"...possibly becoming a "quintuple agent" later on.
Empty Shell: The fate of victims to "The Entertainment".
Evil Cripple: Les Assassins des Fauteuils Rollents, a.k.a. The Wheelchair Assassins of Southern Québec. How there's so many of these guys who need wheelchairs is explained by a game that kids in the area play: trying to jump across train tracks at the last possible second before the train comes.
Fantastic Drug: The incredibly potent DMZ. Described as "acid that has itself dropped acid", its hallucinogenic properties are rumored to be so powerful that it may cause the user to permanently lose the ability to communicate with the rest of the world. Hal and Pemulis are still eager to experiment with it.
Footnote Fever: The story proper ends at page 981, with the remaining 96 pages being taken up by 388 end notes, some of which are several pages long, and a few more which have their own footnotes and/or end notes. Readers quickly figure out that the only way to avoid permanent damage is to use two bookmarks: One for your place in the main text, and the other for where you are in the end notes. DFW has said in interviews that this was fracture the text while still leaving it readable.
Fun with Acronyms: In spades. For starters, America, Canada, and Mexico have merged to form the Organization of North American Nations, or O.N.A.N. Rest assured that the term 'O.N.A.Nistic' appears at some point.
Also the 'Union of the Hideously and Improbably Deformed' (UHID), whose members wear a face-concealing veil in public.
Let's not forget the Wounded, Hurting, Inadequately Nurtured but Ever-Recovering Survivors (WHINERS)
Future Slang: Inspired by the creation of The Great Concavity/Convexity, the word "map" has come to mean "face," and so to "erase someone's map" has come to mean murder or horrible disfigurement, while "erasing your own map" refers to suicide.
There's also local Boston slang, some of which (like "mitt" for "meter") is almost certainly fictional, while some (like "eating cheese" for "ratting someone out") might or might not be.
Grammar Nazi: Avril Incandenza, in both the best and worst possible ways.
Hal reads the Oxford English Dictionary for fun—it shows.
Groin Attack: Played to a sickening degree in Gately's fight against the Canadians.
The Grotesque: Mario, the middle Incandenza child, is bradykinetic, leptosomatic, macrocephalic, homodontic, and suffers from familial dysautonomia, among other ailments. He's also one of the kindest and most sympathetic characters in the book.
Heävy Mëtal Ümlaut: "Brocken" is no "Bröcken" (more examples available). So Wälläce didn't do his hömewörk or, since it sounds unbelievable, did it on (whatever) pürpöse.
Inspirationally Disadvantaged: Mario Incandeza's optimism in the face of a long list of disabilities is nearly this, but this is done tastefully. Averted by Marathe's wife, who is clearly a grotesque and pathetic mess.
Intoxication Ensues: One of Pemulis' preferred methods for exacting revenge is spiking your food or drink with something mind-altering. The guys also consider spiking the cooler at a big event with the DMZ, but think better of it.
Our Presidents Are Different: President Johnny Gentle, a former lounge singer and rabid germophobe, also responsible for turning a vast swath of Northeastern US/Southeastern Canada into a hazardous waste dump, falls somewhere between President Buffoon and President Lunatic.
Really Gets Around: By most reports, Avril Incandenza would sleep with anything male, except for her husband.
Orin seems to have inherited this particular trait.
Shout-Out to Shakespeare: Hamlet references abound. The title is pinched from a monologue by the perplexed prince himself. Himself's film company is named Poor Yorick Entertainment. Both stories prominently feature usurped father figures. Hamlet begins with a question: "Who's there?" IJ begins by answering "I am." There's also a pair of janitors who bear a striking resemblance to Hamlet's gravedigger.
Shown Their Work: Contains more than the average human will ever want to know about tennis, pharmaceuticals, and 12-step programs.
Show Within a Show: Mario's puppet show, several excerpts from James O. Incandenza's filmography.
The aformentionned puppet show, which is intended as a political satire, also serves as a framing device for most of what we know of the Gentle administration.
Stepford Smiler: One aspect of Avril Incandenza. Someone tells a story about how when Orin accidentally (and horrifically) killed her dog, she went on calmly acting as though nothing had happened in order not to upset him.
The Metric System Is Here to Stay: Wallace had a definite preference for metric units, and in his universe, they've become standard in the U.S. (probably as a result of ONANite integration).
Title Drop: The "Entertainment" is also titled Infinite Jest.
Twenty Minutes into the Future: It's never specified, but from some references to characters' ages and the approximate beginning of "Subsidized Time," you can extrapolate that the plot takes place sometime in the first decadeor so of the 21st Century, 10-15 years after the book was published. There is a reference to "the Limbaugh administration."
And later a reference to a poster of Limbaugh "from before the assassination" (929).
Unreliable Narrator: Besides the usual kind, there's also a lot of information given obliquely or secondhand, or subtly contracting other things we've been told.
Video Phone: Mockingly discussed in a passage which describes how widespread videophone use made people increasingly concerned about their physical appearance, leading to most people wearing elaborate masks whenever they used the phone (and, later, just switching back to normal phones).
Zeerust: Although the popularity of cartridge rental anticipates Netflix, Wallace didn't seem to predict that people would rather do away with physical media altogether and just stream their entertainment.
More likely a case of Crapsack World with regard to DRM. InterLace spontaneous dissemination and pulse (streaming) is mentioned as a capability on the more top-of-the-line devices, but the paperwork and verification needed to receive even a one-time pulse is noted to be so draconian and complex that most people just opt to rent cartridges.