Pronoun Trouble

"(Shortly after Daffy has been shot...) Daffy: "...Let's run through that again." Bugs: "Okay. 'Would you like to shoot me now, or wait till you get home?'" Daffy (calmly) "Shoot him now, shoot him now." Bugs: (calmly) "You keep out of this, he doesn't have to shoot you now." Daffy: Ha! That's it! Hold it right there! (Aside Glance) Pronoun trouble. (Beat) Daffy: "It's not 'He doesn't have to shoot you now,' it's 'He doesn't have to shoot me now.' WELL, I SAY HE DOES HAVE TO SHOOT ME NOW!! (runs to Elmer) SO SHOOT ME NOW!!!""

- Daffy Duck, before promptly being shot, "Rabbit Seasoning"

Gender neutral pronouns and substitution of names for pronouns allows speakers in anime to play a kind of pronoun game. The purpose of the game is usually to obscure someone's the gender or identity to the audience (or other characters) in a natural manner. It can be used as a way to talk about the Wholesome Crossdresser before revealing their gender without anyone technically lying about it. Occasionally, it's also a way to refer to a machine or other creature as if they were a person.

This can be difficult to translate into other languages. Some languages will combine Pronoun Trouble with Adjective Trouble: for example, in Spanish, adjectives can shift form depending on the gender of who/what is being described, making it much harder to keep the gender ambiguous. And since compound verb forms are frequently created from participles, and participles are actually adjectives, it can lead to Verb Trouble.

A similar effect is seen whenever a piece of fiction includes a character who identifies with a non-binary gender -- referring to them as "it" sounds quite cold. However, more original gender-neutral pronouns, like "s/he" or "zir," tend to be quite clumsy and jarring. The old standby of singular "they" remains controversial.

A common trick in languages without a neutral pronoun is to refer to "that person", but that has its own pitfalls in that the unnatural phrasing serves to draw attention to what should, in many cases, go unremarked. Some languages, such as Finnish, have the opposite trouble - there are no gender-specific pronouns at all, just neutral ones. When translating English works into these languages, it's too easy to ignore someone's gender, so when it becomes a plot point that really has to be revealed, the translator is forced to use the less natural "that woman" or "that man" equivalents.

Compare The All-Concealing "I", which can serve a similar narrative function in English-language works. See Gender Vocabulary Slip for when crossdressers have Pronoun Trouble. See also Which Me?, for when people have trouble using the right pronouns to distinguish themselves from duplicates.

Not to be confused with Who's on First?, where proper names are the source of confusion, or Ambiguous Syntax, where the meaning is unclear rather than gender (and also what the trope-naming quote above qualifies as).

Anime and Manga

 * The Viz dub of Ranma ½ had to jump through verbal hoops to hide the true gender of Kurenai Tsubasa before that character's initial appearance in the third season.
 * The Russian dub of Sailor Moon S ran into a similar problem: the translators could not find a way to leave Haruka's gender dubious until she was revealed to be female, which led to Haruka talking about herself in masculine forms. (Verbs in the past tense have genders in Russian, as do adjectives in singular forms.)
 * Ashura in CLAMP's series RG Veda is genderless. This is easier to convey in Japanese, which has genderless pronouns. The English manga uses "he", while the dubbed OVA uses "she", leaving some fans very, very confused.
 * This also applies a good portion of the cast of Wish, in which CLAMP followed the "angels are genderless" tradition, and the persocom Dita in Chobits. Ruby Moon from Cardcaptor Sakura was sexless but saw herself as female, so she doesn't cause the pronoun problems the rest of them do.
 * Mokona is Mokona.
 * This comes up again in the quartet's newest series, Gate 7, which features a character named Hana whose gender is intentionally ambiguous. Thankfully, the English translation handles this ambiguity remarkably well.
 * Kino's Journey features a protagonist who looks masculine but sounds feminine, and who uses both the masculine and feminine forms of "I".
 * The English dub makes it even harder to tell that, by the voice actor purposely obscuring this since the english version wouldn't have as much pronoun trouble.
 * Katsura Hoshino, author of D.Gray-man, uses pronouns that make pinning down the author's gender impossible. We finally found out first major public appearance.
 * As mentioned below, Chinese does not distinguish between male and female in the third person. This leads to two people being Mistaken for Gay in the manwha (Chinese comic) Half Prince; one guy is in love with a female character's male online persona, whilst the other is in love with her real self. She overhears and eventually concludes that they were fighting over a man and, later, talking about her twin brother. The subsequent Ho Yay writes itself.
 * In Fruits Basket there's a joke where a character talks about her child. When we meet this child about 10 episodes later, they appear to be a beautiful girl who, of course, turns out to be a boy. The dubbers seemed to have (initially) missed this memo, and erroneously translate "my child" as "my son", potentially ruining the joke. Fortunately, they did eventually catch it; in the episode the son appears, in a flashback to the original conversation, it's correctly translated as "my child".
 * In the manga, however, it was translated in English as "my son", therefore ruining the joke when the boy finally appears.
 * In the Japanese original version of Mobile Suit Gundam 00, the very feminine-looking Gundam pilot Tieria Erde changes pronouns depending on his mental state. The traditionally masculine "ore" at the beginning, the more casual but still mostly male "boku" when he starts more emotions, the formal and gender neutral "watashi" when at his most fragile... Good luck making that translate into English.
 * They didn't, though the dub still did an admirable job of conveying Tieria's gender-identity issues.
 * Similarly, Deadman Wonderland's Toto Sakigami mixes up his pronouns and has to correct himself - usually female (atashi) to neutral (watashi) or male (boku or ore). Yep, he runs the whole spectrum.
 * Crona from Soul Eater. The dub of the anime just uses male pronounces, but left in the line about Patty not knowing if Crona is a boy or a girl and various commentaries by the voice actors and director actually have them referring to Crona with one pronoun or another, and the English translation of the manga uses female pronouns.
 * Although in the dub Medusa, being Crona's mother and pretty much the only other one who would be sure of Crona's gender, calls Crona "it".
 * A common occurrence in Detective Conan, where Conan claims that he knows the killer is "that person" when there are suspects of both sexes, preventing the audience from getting any information.
 * Probably unintentional in Katekyo Hitman Reborn with regards to several characters as a side-effect of the otherwise well-received Art Evolution. Viper, Kikyou and Daisy were all referred to with gender neutral pronouns, yet their designs are confusing, to say the least. This has led to translations using "he" then "she" for the same characters depending on who's translating.
 * Because of his gender neutral style of speaking, Lopmon in Digimon Tamers could have gone any which way. By the time Shiuchon was trying to teach him male pronouns, it was a case of She's a Man In Japan in the dub.
 * Nabari no Ou will likely run into this in the translated manga, with
 * Yellow in Pokémon Special. It's possible that it was because she wanted to keep the ruse up, but why would her uncle refer to her as "he"?
 * Crystal has also been referred to as male... after it's clear that she's the one they're all talking about, and pretty much female.
 * Keiichi fell foul of this in Ah! My Goddess when put under a temporary Gender Bender by Skuld's pudding. When his sister and his fellow members of the Auto Club came looking for him, he tried to pretend that he was someone else, in a bid to hide the presence of goddesses in his home. Just as he was about to leave, however, he accidentally used the masculine 'ore' when referring to himself, rousing some suspicion in his guests.
 * Death Note ' s translation always referred to an unknown Kira as "them", that was fitting, because often those who discussed it, didn't even know if it's really a single person or a group.
 * Belbel in There Beyond the Beyond was the victim of this and Viewer Gender Confusion in the Tokyopop translation; the first volumes used the name "Lady Belbel", but when they changed translators, Belbel suddenly became a "he".
 * Heartcatch Pretty Cure didn't formally reveal Myoudouin Itsuki's female gender to Tsubomi—and the audience—until Episode Seven. This was a lot easier to get around in the original Japanese than in the subs, where not only Tsubomi, but Erika and the student council, the latter of which know better, refer to Itsuki with exclusively male terms until the aforementioned reveal.
 * In the official subs of the Fist of the North Star anime, the Tentei or Heavenly Empress Lui is continually referred to as a "he" or as an "Emperor" by characters who knows her true identity before her gender is revealed.
 * In the original Japanese version of the Pokémon anime, the somewhat infamous episode where Satoshi (Ash) crossdresses must have been hard to translate. Satoshi's usual pronoun is the somewhat arrogant masculine "ore", and he tripped and had trouble using the feminine "atashi".
 * In Code Geass, Suzaku's mental state can be determined by which personal pronoun he uses: when he's trying to be a good guy, he uses the more polite "boku", but when he was a young boy (and again after he passes the Despair Event Horizon and becomes harsher) he starts using the more boastful "ore". Some fans even took to using this as a label to distinguish his two attitudes (Boku-Suzaku versus Ore-Suzaku). Obviously the English dub doesn't retain this.
 * A minor example for most English speakers, but an obvious one for folks who speak Japanese, is the way in which Hazumu refers to h(er/im)self in Kashimashi: Girl Meets Girl - most notably the use of the 'boku' (male reflexive) pronoun, also referenced in a similarly gender-bending series, Otome wa Boku ni Koishiteru.
 * A meta example occurs with Wandering Son as there's been discussion on the wiki about whether to refer to the transgender characters by their biological sex (Shuuichi is "he" & Yoshino is "she") or by their desired/mental genders (Shuuichi is "she" & Yoshino is "he"). The general consensus is to simply match what's used in-story (Shuuichi "he" / Yoshino "she"). Yuki is more straightforward, as she lives as a woman, is implied to have had surgery, and everyone in-story refers to her as "she" even after knowing her original gender.
 * Kurapika in Hunter X Hunter presents translators with plenty of trouble. Again, in Japanese with no gendered pronouns, it's just not mentioned. Ambiguous tribal clothing, a female voice actor, and a tendency to wear female disguises don't help matters. At this point the English-speaking fandom has pretty much settled on Kurapika being male, since all the dubbers went with that pronoun, but the initial promotions released about the manga specifically stated, "Kurapika's gender has not been revealed." Meanwhile, the Japanese half of the fandom seems to have a pretty even split, so fan art featuring female Kurapika is as common as male.

Film
"Alyssa: ...Holden. Friend: Well. * drinks* Another one bites the dust."
 * A version of the pronoun game is played by Alyssa, a lesbian-identified bisexual woman and the protagonist's (Holden's) love interest in Chasing Amy. Her friends press her on why she's less able to spend time with them, and she admits she's found someone — but she refers to Holden (and his friends) as "they" until she's called on playing the pronoun game by one of them, who asks for a name.

"Rachel Samstat: Mark. For God's sake. Laszlo, we thought that you could put a door here. Contractor Laszlo: She's a piece of cake. He's a piece of cake. Rachel Samstat: It's a piece of cake. Contractor Laszlo: You are Hungarian? Rachel Samstat: No. You are Hungarian. Contractor Laszlo: Yes. Rachel Samstat: Yes. Hungarians have no pronouns. Mark Forman: Apparently they don't have fucking doors, either. Contractor Laszlo: She is very angry at me. Rachel Samstat: He is very angry at you. Yes."
 * In Heartburn, the fact that Hungarian has one pronoun both for "he" and "she" led to the following exchange:


 * It should be noted that this is unrealistic; Hungarians who speak poor English will tend to use "he" instead of "she", and sometimes even instead of "it", but almost never vice versa. By the way, although the above conversation would not have included any pronouns in Hungarian (the language relies on verb declination and context in a lot of cases where English uses pronouns), Hungarian does have pronouns. It just doesn't have grammatical gender.

Literature

 * Many in the Star Trek Novel Verse. In addition to the pronouns Peter David uses in Star Trek: New Frontier for the Hermat race (listed in the body of the entry), there's a whole Hermat Language Council, to explain why he did away with the pronoun hish and the practice of calling a commanding Hermat officer "shir". The Hermat pronouns are later applied to other hermaphroditic or androgynous races like the Talosians. Also, a Damiani is either he, she or it, depending on sex. The four-sexed Andorians have a multitude of gender-specific words, but usually accept male or female pronouns so as to avoid confusion among offworlders. A Syrath is an "it", being asexual (but Damiani "its" are not asexual). Bynars use "this unit" in place of I or we, neither of which works well for them.
 * In Lois McMaster Bujold's Vorkosigan Saga, Betan hermaphrodites (genetic constructs who breed true) prefer to be referred to as "it". Also, instead of "Lady" or "Gentleman," the honorific "Honorable Herm" is used.
 * The novel Adrian Mole and the Weapons of Mass Destruction by Sue Townsend features an offstage character named Leslie who is in a relationship with Mr Carlton-Hayes, Adrian's boss. Since the Adrian has never met Leslie and Mr Carlton-Hayes always talks about him/her using this trope, both Adrian and the reader are clueless as to whether Leslie is a man or woman.
 * Western example: In Foundation's Edge and Foundation and Earth by Isaac Asimov, Gaia is a Hive Mind where all residents of Gaia are Gaia and do not consider themselves individuals, which necessitated two Foundationers who came to Gaia (and who did not understand the Hive Mind concept) to coin the hilarious pronoun I/you/we/he/she/Gaia (oftentimes shortened). Arguable Narm.
 * Ursula Le Guin's The Left Hand of Darkness has a near-human race whose members are normally of a neuter sex; during their reproductive cycle, members will switch to male or female, depending on the circumstances. Naturally, this leads to problems with the visiting male human from Earth. The natives' language has words for their sexes during their cycle, but their masculine pronoun for a fixed-sex being is reserved exclusively for animals and "defective" members of their race. It would be like using "it" to describe a member of their race during their neuter cycle.
 * The visiting always-male human from Earth, however, simply uses "he" when referring to natives that are in the androgynous part of their cycle.
 * The whole point of Jeannette Winterson's Written on the Body is that the readers are never told whether the first-person narrator is a man or a woman. The Polish translator had to settle for a female narrator, with the author sanctioning this.
 * In Emma Bull's Bone Dance,
 * Not just pronoun trouble, but name trouble in general is a common problem in The Saga of Tuck.
 * "Translation notes" in some of the Dragaera novels indicate that the language the characters are speaking has more commonly-used gender-neutral pronouns. In the Paarfi books in particular, this is generally translated as "he" to match the Antiquated Linguistics of the rest of the text.
 * Harry Dresden finds himself facing this problem when trying to talk about the skinwalker Shagnasty in Turn Coat. Leads to a Crowning Moment of Funny when he accidentally describes this trope as "gender issues" in front of Bob the Skull.
 * Another Jim Butcher example: In the Codex Alera series, Marat children are referred to by their parents as their "whelp" instead of boy or girl, until they pass a certain rite of adulthood. In the first book the POV character, Tavi, meets (and is injured by) a Marat child, and the narrator refers to this child with male pronouns, since that's what Tavi assumes it to be. Proves to be a major plot point that he's a she.
 * In David Lindsay's classic fantasy novel A Voyage To Arcturus, the protagonist Maskull meets Leehallfae, a member of a genderless race (Phaen), who use the neutral pronoun "ae" to refer to themselves.
 * Scorpion Shards references this, but notably avoids it. Okoya, a Hermaphrodite, is initially assumed by some characters to be a girl and by others to be a boy. Those who make the former assumption refer to Okoya with feminine pronouns, but the narration only bothers with masculine pronouns "for brevity."
 * The novelette on which Enemy Mine was based also had this problem; every member of the Drac species was both male and female at the same time. The story was told from the standpoint of a human who'd been trained to think of the Drac as merely an enemy that needed to be exterminated, so the storyteller used "it" as the pronoun. (e.g., "Jeriba Shigan took out its notepad and began to write.")
 * In the Spanish translations of the earlier Discworld books, Death was referred to with female pronouns since the word for death is feminine in Spanish. When Death became an actual character and the English started using "he" this was rectified.
 * In Ender In Exile, Graff does a pretty good job of tiptoeing around pronouns when talking about Demosthenes, but naturally, Ender sees through it anyway.
 * In the Spanish translation of The Lord of the Rings, the problem is in number, not gender, when a character says "May the Valar protect you." Since the Valar are not mentioned anywhere else, the translator uses "El valar" ("el" is masculine singular for "the"), probably assuming that the Valar is a sort of Crystal Dragon Jesus. It is clear from other works, though, that the proper form would be the plural "Los Valar."
 * The Children of Triad trilogy by Laurie J. Marks features the Aeyries, a race of hermaphrodites that are effectively neuter until maturity. A lot of this trope results when the Aeyries inevitably have to deal with the human-like Walkers, who, like every other species on their planet, have two genders. Because "It" Is Dehumanizing, many Walkers, who are incredibly prejudiced against the Aeyries, call them such, but the correct pronouns are 'id' and 'idre' in the Aeyrie language. As a more direct example, the eponymous main character of the first book, Delan the Mislaid, grows up in a Walker village; because id has no male 'characteristics,' the people of id's village decide id is a very, very ugly 'she' and move on from there.

Live-Action TV
"Frasier: I asked to see "MRS. Crane!" Greta: Yes! Missy Crane! Niles: Greta has trouble with her pronouns."
 * Pronoun Trouble drives the "humor" in the Saturday Night Live skit "It's Pat!" Watching any version of this skit at all makes clear exactly how troubling Pronoun Trouble can get.
 * Your contributor suspects that the film version of these skits (yes, they had one) had a scene in a Japanese restaurant where the chef Pat is working for and his customers discuss Pat's gender in Japanese, specifically because of the language's gender neutrality... though to be fair, they also throw in a guy vacuuming.
 * On Malcolm in the Middle, infant Jamie went several episodes just after being born without having a specified gender. (In the end, it was another boy.) This was also parodied with a skit where the parents are skirting around his gender for about 2 minutes before casually revealing it by calling him "mister".
 * The J'naii in the Star Trek: The Next Generation episode "The Outcast" are an androgynous species for whom gender is "primitive". Their pronoun for themselves was supposedly difficult to translate; it comes through to us as "one".
 * Pops up both in-universe and on This Very Wiki with The Sarah Connor Chronicles, in regards as to whether Cameron and other Terminators should be referred to as "he/she" or "it".
 * Marshall got himself into this because he didn't want to reveal to Lily than Marshalls co-worker Jenkins is a woman, and not a man, as Lily assumed. As he puts it himself, he just had to avoid pronouns (cue flashback in which Marshall tells Lily about how a superior chose people for a job: "him, him, her, him, him... Jenkins.")
 * Some literal Pronoun Trouble happens in-character on ER when Dr. Green's brain tumor began to inhibit his use of "he" and "she". Lambasting the friend of a gunshot victim, his "He blew his brains out!" became "She blew his brains out!", thoroughly confusing the guy he's yelling at.
 * In an episode of Frasier, the titular character learns that Maris has been having an affair and goes to confront her. He asks Niles' Hispanic maid for "Mrs. Crane" and she leads him to a sauna. After a lot of buildup, he opens the door and we see...Niles.

Video Games

 * The original Metroid had Samus's sex (hint...not male) as a Tomato Surprise at the end. The English-language manual seems to use "Samus" as a pronoun—although it does cheat and use "he" in places.
 * Later on in the series, it gets similarly cagey around Sylux, introduced in Metroid Prime Hunters as The Rival to Samus. Every other Hunter is a "he;" Sylux is... a Sylux, or "it" if pronouns must be stooped to. Thus, there is some speculation that Sylux is female as well.
 * Though Sylux may be a truly genderless being, possibly a computer or an Energy Being.
 * For certain reasons, Knights of the Old Republic goes to great lengths not to specify Darth Revan's gender.
 * It is mentioned in a few conversations obtainable only after the reveals.
 * The subtitle text is careful not to detail it, but the sound files occasionally refer to Revan as a he. Oops - the decision to allow a female player character was likely made late in the development process, and they didn't clear all the traces.
 * And it's even more frustrating in KOTOR 2 because you have to specify the gender of Revan, and your main character. Specify that both are female and you're in for a wild ride of Pronoun Trouble - the lengthy cutscene with the Jedi Counsel flashback is littered with hard-coded "hes" and "hims", despite your Revan/Exile choices.
 * Zohar in Silhouette Mirage can change genders at will, and was created with this ability, which is linked to the ability to change attributes between Silhouette and Mirage. Despite the character being equal parts male and female, Zohar is referred to as "He" in the English translation of the game.
 * In the fourth case of the second Ace Attorney game, an important plot point is the fact that the name can apply to any gender, and  The script does a good job of dancing around using pronouns for that person, but it's helped in that the name is only mentioned a few times during the time it's important.
 * Also, when presenting profiles which people don't have a specific response to, they'll often say things like, "I don't know anything about this person."
 * NiGHTS. Oh GOD, NiGHTS.
 * Legion in Mass Effect 2. It's iffy on whether the entity identified as Legion should be called a "he" (male-sounding voice), "it" (inherently genderless robot), or "they" (gestalt consciousness consisting of 1,183 "programs" in a single "platform"). Shepard refers to Legion as "it" (...usually), though most of fandom refers to Legion as "he."
 * In the third game, Legion refers to himself as I.
 * This is averted with Shepard him/her self, since unlike with KOTOR, the developers had planned from the beginning to have Shepard be either male or female, so there are separate voice files that have pronouns refer to either a male or female Shepard.
 * In Prototype, Blackwatch is very specific when they say that Alex Mercer must be referred to as an "it", not a "he".
 * Pronoun Trouble is what started the whole Sheik controversy of The Legend of Zelda: Ocarina of Time. When it was translated, Ruto had to call Sheik something. They decided to have her call Sheik "He".
 * In the earlier Super Smash Bros games, Sheik's design was still physically clearly male (the spandex could leave no doubts...), but was referred to as "she". In Brawl, the new design was given boobs and long hair.
 * Arguably, Saint Ajora in Final Fantasy Tactics was victim to this. The original PSX version of the game (both English and Japanese) referred to Ajora Glabados as a he. However, during the game he's and is also, though no one ever refers to Ajora as a she even in these cases. A Japanese-only Ultimania release refers to Ajora as female, as does Final Fantasy 12 in a fleeting reference, but the PSP retranslation keeps the male pronouns.
 * In Persona 4, social link runs into a translation problem for this reason. In the original Japanese, once you leveled up  social link far enough, you got a scene where  In the English version, the scene is changed to being about the pitch of voice.
 * In Metal Gear Solid 2: Sons of Liberty, Olga persistently refers to her child as, well, "my child", even in extremely convoluted circumstances. One would assume she at least got a glimpse of its gender after she gave birth to it, so there's no reason for this except to Lampshade the mystery about the child's identity.
 * An Idolmaster MAD averts this with Ryo Akizuki, using "me" and "the other (Idol Singer) me".
 * The intro to My Sims Agents has Buddy talking about how his comics are really about his best friend... but has to use "they" when forced to use a neutral pronoun to refer to you, because you choose your Sim's gender, and won't have done so yet. It would have been better to move at least that part of Sim creation to the beginning.
 * Nintendo has trouble whether they should refer to the Transgender Birdo as male or female at times, so they've used "Birdo" as a pronoun at least once.
 * Mentioned in Mario & Luigi: Superstar Saga, in regards to.
 * In Call of Duty: Black Ops III, John Taylor uses the singular "they" when referring to the player character in pre-mission text because the player gender can be chosen.

Toys

 * A presumably accidental invocation of this trope (a bio with no gendered pronouns used) led to a Transformer from the Beast Wars toyline (a bat named Sonar) to be considered female by the fanbase. (Eventually, this was apparently made canon).

Web Comics

 * Most characters refer to Vaarsuvius of Order of the Stick as V because they don't know whether V's male or female. Every now and then, someone will refer to V with gender-specific language; but it's often contradictory, and Word of God says any character who refers to V as male or female is reflecting their own perceptions, not necessarily reality.
 * An interesting example here...with Durkon's accent, the pronoun comes out to an ambiguous "'E".
 * In a later strip, even V's kids (stated to be adopted) refer to V and V's mate as "Parent" and "Other Parent." Their conversation is presented via Translation Convention; supposedly, we're to understand that the elvish language itself is gender-ambiguous in this setting. Or, we're to accept it on the grounds that it's funny.
 * In the preface for the third chapter of the second collection "No Cure for the Paladin Blues", the author does slip up and refer to V exclusively with male pronouns. But he'd probably deny that that proves anything.
 * And all of that is dashed to bits with this, where V admits that he/she ignores pronouns.
 * Ash in Misfile suffers from this. He's a guy turned into a girl who has to maintain The Masquerade that he was always a girl or end up stuck that way permanently. Those who are in on the secret sometimes swap male and female pronouns in the same sentence.
 * On the forums, you can usually figure out which way someone ships the Official Couple by their pronoun use. Those that use "he" typically want to see Ash turned back to normal; those that use "she" want to see Ash stay Misfiled permanently.
 * Narbonic doesn't seem to have any gender problems at all, happily referring to a gender-swapped Helen as "he". The fans do it, too (and also refer to "He-helen" and "Davette").
 * El Goonish Shive, on the other hand, seems to stick to the appropriate pronoun for the character's internal gender.
 * A 2008 8-Bit Theater comic had a particularly squickworthy take on the whole "undefined gender" trope.
 * Schlock Mercenary has LOTA ("Longshoreman Of The Apocalypse", later "Long-gunner Of The Apocalypse"), a hastily made robot who avoids the issue entirely. [//www.schlockmercenary.com/2008-07-24 "LOTA is too large for your puny pronouns!"]. Though [//www.schlockmercenary.com/2019-12-07 there are exceptions].

Web Original

 * The Chakats of Chakona Space use "shi" and "hir" to refer to themselves and other herms.
 * Whereas the gender-shifting Skunktaurs use "hy" and "hys" for some reason.
 * In the Whateley Universe, Heyoka (the codename) is a person of Lakota indigenous American origin whose first name is Jamie. Heyoka's superpower means that he/she shifts from masculine to feminine to in-between, as well as from human to part-animal. Even the other trans person at the school has trouble with pronouns in Jamie's case.
 * Jade and the manifested J-Team have it even worse, as she cannot keep personal or impersonal pronouns straight. This is used as a Running Gag.
 * The J-Team issues aren't so much male/female, though, as a situation where their singularity/plurality varies over time. Plus, there's a Masquerade going on where she/they are pretending that she/they are "they" 24/7. Whereas, as she says, "It's all just me." Now if you want a Team Kimba member whose male/female pronouns get a beating, try Ayla. Originally male, legally female, mentally male, physically intersex (but 95% female). His pronouns change depending on whether characters are talking about his legal, mental, or physical aspects, how much they know about him, and whether they remember to switch. Even the readers can't agree!
 * Oh, and Jade is transgender. Pre-op near the beginning, post-op later on. Not a spoiler. Interestingly, no pronoun trouble, Jade is ALWAYS 'she'. The omniscient narrator, however, uses 'he' for Ayla when written by Diane Castle.
 * Orion's Arm has a surprisingly simple pronoun system for referring to the six standard sexes in the setting plus addition pronouns to denote virtual and alien life forms of indeterminable gender.

Western Animation

 * The titular character in the Futurama film "The Beast With A Billion Backs" is a hermaphroditic extra-dimensional being who asks to be referred to as "Shklee" and "Shklirr".
 * In King of the Hill, Hank's sex is printed as Female on his drivers license. A Rant-Inducing Slight occurs when a Department of Homeland Security employee calls him "ma'am." Hank almost gets arrested for threatening him, when Dale, who had recently become patriotic, rattles off the employee's entire chain of command and demands, as a taxpayer (as of a few hours ago), that he correct Hank's license.
 * For Brazilian translators, the English word "friend" is a nightmare. The word, as most denotative nouns in the Portuguese language, has a version for men ("amigo") and another for women ("Amiga" (gives a whole new meaning to the term "motherboard", doesn't it?)). So whenever an animated show wants to use the neutral meaning to create a plot-point, confusion ensues. A particular example in Avatar: The Last Airbender comes to mind - Aang asks Waterbending Master Paku if he can bring a friend to practice with them. When it turns out the friend is a girl, Paku denies it. In the Brazilian dub, Aang immediately referred to Katara as his "amiga", already giving out that she's a girl... yet the rest of the scene plays the same way. The only possible explanation is that Paku has bad hearing...
 * This is not just about the word 'friend', but about pretty much any word, period. In Portuguese (and other romance languages for that matter), it's much harder to stay gender neutral then English, since you have to specify the gender for most nouns. That said, Portuguese language convention dictates that, in ambiguous or neutral cases, the male ending for gendered nouns should be used. The same goes for Spanish, and probably the other romance languages as well.
 * That doesn't help in cases like the above, though, since Katara's gender is obviously not ambiguous to Aang.
 * Would it have helped if he said "someone"? Sorry, I don't know Portuguese, so I don't know if the word for "someone" has gender. I know in French it does: quelqu'un/quelqu'une. (But in French you can get away with the friend-word since "amie" is pronounced the same as "ami" and even happens to use the same male possessive pronoun "mon" because it begins with a vowel and thus can't use the feminine "ma".)
 * That is what happens in the Portuguese (European Portuguese) translation ("someone" doesn't have a gender). Although there are occasions there is no way around it. The problem is not just the nouns, adjectives must change both in gender and number too. Pronouns themselves have the "neutral masculine" way out, but some other situations get really awkward sometimes...
 * Baby Nameless, the infant child of Natalie and Carlos in Mission Hill, does not have a name yet since Natalie does not want her child "to fall into a preconceived gender stereotype". The child's gender is never revealed in the series.

Real Life

 * Truth in Television example: Many a transgender person, especially the ones who can't pass very well.
 * Especially if they aren't openly trans, and you have to switch between pronouns for them in public and private.
 * Also goes double for those who don't fit into the male/female binary, whether that's genderqueer, androgyne, neutrois, or so on. Also applies to many intersex people. Most attempts at a Gender Neutral Pronoun aren't very well accepted and often feel quite clumsy and awkward.
 * Historically, there were no gender-specific pronouns in Chinese Language. It was in twentieth century when the written forms of the female and neuter nouns were created as a bid to emulate the European languages, but all these pronouns remained homophonous (ta). This can cause difficulties, particularly when the gender of the person referred to is unknown to the translator or in similar situations. Or if a native speaker of Chinese is speaking English.
 * Bahasa has one basic third-person singular pronoun, "dia," which can mean "he" or "she."
 * I would almost dare to go as far as to say that there are more languages in the world that do not have gender-specific pronouns than there are those that do. It might seem otherwise because of how widely Indo-European languages are spoken.
 * In this this study, about 30% of the languages sampled contain gendered pronouns.
 * Another real-life example- despite any number of interviews, author Tsugumi Ohba's true gender remains unknown.
 * In military strategy, you're supposed to refer to the enemy (collectively) as "he"—as in "His forces are on top of that hill, but his planes are back at the base. Time to strike!"
 * According to Tom Clancy, the U.S. Navy refers to their ships as "she," the Soviets referred to their ships as "he," and enemy ships are universally referred to as "it."
 * The Tagalog language has no gender-specific pronouns; when Filipinos are starting to learn English or if they learned it at an older age, they constantly mix up s/he and his/her.
 * Armenian language is like this as well, he/she/it are all the same word, "an". This is unusual for an Indo-European language, but that may partly be why it has it's own separate branch.
 * Some words actually change gender depending on the language. For example, table in German is "der Tisch," which would make it masculine, but in Spanish, table is "la tabla," which would make it feminine!