The Portuguese writer Fernando Pessoa had a lot in common with Joyce; they were both visionaries who espoused what might be called a "critical nationalism" with respect to their home countries, and they even both participated in puzzle contests (Pessoa did so under the name A. A. Cross). But Pessoa was no fan of Joyce, complaining that Joyce's writing "is preoccupied with method, with how it is made." He added that the sensuality of Ulysses is "oneiric delirium - the kind treated by psychiatrists - presented as an end in itself."
It's true that Ulysses is a forbiddingly methodical novel, one that uses a dizzying range of styles and techniques. It's the polystylistic nature of Ulysses that makes it hard to compare to a crossword, though many have approached it as a puzzle. In a crossword, thematic unity is key: a single, consistently executed theme is generally treated as the hallmark of a good puzzle. That's a metric that I've brazenly ignored in this Ulysses-inspired crossword (pdf, puz, pdf solution). It's a 25x25 grid with 18 sections, each corresponding to one of the 18 episodes of the novel, and each one having a conceit inspired by that episode. Don't worry, familiarity with Ulysses isn't required to solve the puzzle (though it will surely help in some sections). If you're curious what the heck is going on in a particular section, I've included a handy section-by-section guide below the puzzle.
Thanks to Frisco, Richard, and Matthew for test-solving this beast!
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Episode 1, "Telemachus"
The symbol of the cross is the first image in Ulysses, which begins "Stately, plump Buck Mulligan came from the stairhead, bearing a bowl of lather on which a mirror and razor lay crossed." But the symbol of the broken mirror is also a motif in Episode 1 (representing, according to Stephen Dedalus, the warped state of Irish art). So the puzzle opens with the image of a broken mirror crossing a razor.
Episode 2, "Nestor"
This episode depicts Stephen as a teacher at a boys' school, drilling his students with rote questions about ancient history, so the entries in the second section of the puzzle are clued in the same way.
Episode 3, "Proteus"
Episode 3 is named for Proteus, the mythological shapeshifter, and the third section of the puzzle is made up only of the letters in PROTEUS.
Episode 4, "Calypso"
Episode 4 is the first major introduction of the theme of bodily appetites, and the entries in this section are all related to food and drink.
Episode 5, "Lotus-Eaters"
This episode is inspired by the episode of The Odyssey in which Odysseus's crew eat lotus flowers and become intoxicated, losing all desire to continue their journey home. The episode also portrays the wandering and digressive thoughts of Leopold Bloom. The entries in this section are all related to the motif of intoxication, and are all interrupted before they can finish.
Episode 6, "Hades"
Episode 6 includes the first of several mentions in the novel of the phrase "retrospective arrangement," which critics often use to refer to the way in which passages in the novel serves as echoes of previous episodes. In this section, each entry is clued with a cross-reference to an entry in a previous section.
Episode 7, "Aeolus"
This episode is interspersed with newspaper headlines, so the clues in this section are written in the style of headlines.
Episode 8, "Lestrygonians"
Like Episode 4, "Lestrygonians" is filled with references to food, and Joyce's schema for Ulysses lists "peristaltic prose" as the technique used in this episode, with the contractions of the digestive system serving as a model for Bloom's post-lunch walk through Dublin. In this section, the letter bank from Episode 4 above is reused, as if the foods are traveling through the digestive system.
Episode 9, "Scylla & Charybdis"
In this episode, Stephen delivers a lecture on Hamlet, and the episode is dense with Shakespeare references, so each clue in this section is a reference to Shakespeare.
Episode 10, "Wandering Rocks"
This episode consists of 18 short vignettes using the technique of interpolation, in which passages from one vignette reappear in the middle of another vignette. A letter is interpolated into each entry in this section. (MAC becoming MASC is also a nod to the "man in the macintosh," mentioned in the writeup to the second puzzle in the series.)
Episode 11, "Sirens"
The prose in Episode 11 attempts to imitate the qualities of music, so this section of the puzzle is filled with musical references (and repeats the C, R, and N sounds in a hopefully quasi-musical way).
Episode 12, "Cyclops"
Episode 12 is a story narrated by an unnamed Dubliner, unusually using first-person "I" narration. Since the episode is named after the Cyclops, every entry in this section includes the letter "I" exactly once.
Episode 13, "Nausicaa"
In this episode, Bloom masturbates to the sight of Gerty MacDowell, a woman he sees on the beach. Before Bloom's climax, Gerty is characterized with an over-the-top cavalcade of references to beauty and fashion, but that sense of beauty fades afterwards as Gerty walks away and is revealed to walk with a limp. The Across entries above and below CLIMAX in this section are thematic nods to those descriptions.
Episode 14, "Oxen of the Sun"
This section recapitulates the stylistic history of English prose, shifting between styles every few paragraphs. The Across clues in this section imitate five of the styles from the episode, ranging from early Latinate prose to Gothic horror.
Episode 15, "Circe"
This episode is written as a surrealistic stage play set during Bloom and Dedalus's visit to Dublin's red-light district. The clues in this section are written as if they were part of that play.
Episode 16, "Eumaeus"
This episode is deliberately written in a stilted, overwritten style, with some critics arguing that it imitates the way that Bloom himself would have written it. The clues in this section are written deliberately poorly.
Episode 17, "Ithaca"
This episode is written as a catechism (a theological question-and-answer session, essentially), so the clues are written as questions. The answer to the final question in the episode is a large dot printed on the page, referenced by the PERIOD rebus square.
Episode 18, "Penelope"
The final episode is a stream-of-consciousness representation of the thoughts of Bloom's wife Molly, so the clues and entries are in a continuous stream that doesn't break at the boundaries between entries. The partial clue at 123-Across, [yes], is a nod to the fact that "yes" is both the first and last word of the episode.