Users' headcanons

Boku No Hero Academia

 * Momo is a trans lesbian, and is dating Kyoka, who is also a trans lesbian.
 * Fuck it. All of the girls are MOTHERTRUCKIN' TRANS LESBIANS. All the boys are trans boys, and they're all either gay or bi too, with the exception of Bakugo, who is aroace, and Mineta, who is cishet incel pervert aplatonic scum.

Dangan Ronpa

 * Hiyoko, Tenko, Himiko, Angie, Miu, Ibuki, Peko, Tsumugi, Maki and Mahiru are all trans lesbians.
 * Kokichi is nb/gay.
 * Hinata has BHE (big homo energy)
 * Kaede is trans.
 * Komaeda is fucking cishet.

OK K.O.!

 * Shannon is a lesbian trans girl and stans the shit outta WJSN.
 * Fink is a lesbian trans girl.
 * Professor Venomous is gay/trans.
 * Darrell is ace/trans.
 * K.O. is gay/ace.
 * Dendy is a lesbian.
 * Enid is bi/trans.
 * Rad is bi/nb.
 * CAROL IS TRANS AND STRAIGHT AAAAAAAAAAAA

Pokemon

 * Mallow is a pan/lesbian trans girl.

Summer Camp Island

 * Like TS' headcanon, Susie commits tax fraud. She makes the other witches do her taxes.
 * Max is bi/trans.
 * Speaking of Susie herself, she's pan/trans. Also, she enjoys K-Pop, but is reluctant to admit it.
 * Pepper is a trans lesbian.
 * Oscar and Hedgehog are mlm/wlw solidarity

Unikitty!

 * Frown's trans and bi.
 * Puppycorn's gay/nb...... Yeah..
 * Frown is an Edgy Emo Motherfucker and Mindless Self Indulgence is his favorite band.
 * Richard is cishet aroace I don't make the rules
 * HAWKODILE'S AROACE AND TRANS. HE'S ALSO KIN WITH HITOSHI-SAN FROM NNSG AAAAAAAAAA
 * Unikitty is a nb lesbian
 * Unikitty and Dr. Fox are definitely dating you can't tell me otherwise

Wishfart

 * Nobody knows where the fuck Akiko came from. She just showed up one day.
 * Akiko is a bi trans girl and is crushing on Dez. She spends her time evading taxes and trying to convince Dez that the Earth is round.
 * Dez is bi (male-leaning)/trans and stans Red Car Wire and The Royal. Also he has an irrational fear of minions -- don't bring it up when he's around.
 * Finnuala's a bi trans girl. She leans more towards girls, so she just refers to herself as a lesbian. However, she rarely ever talks about her attraction towards girls/her transfeminine identity, if at all, due to fear of her reputation being tarnished.
 * Dez claims to hate anime, but is a big fan of Nyan~ Neko Sugar Girls and Love Live, the latter being a guilty pleasure. He also reads manga, with Sailor Moon and Toradora being his favorites.
 * Dez hates K-Pop, and doesn't consider it as music. He is also behind Komaedalovemail.
 * Finnuala is a flat-earther. This isn't even a headcanon, it's just facts. But I'm putting it here anyway because fuck you.
 * As stated before, Dez is a closeted Love Live fan, with Honoka and Rin being his best girls in School Idol Project (he can't choose between the two), and Chika being his best girl in Sunshine!!.
 * Akiko regularly shouts swear words in Japanese. Nobody ever knows what she's saying, and nobody questions it.
 * Akiko collects knives and is a huge horror buff. She also is a big fan of Nyan~ Neko Sugar Girls (yes, really), Fullmetal Alchemist, Baka To Test and the Monty Python series.
 * Dez is a total incel.  This isn't even a headcanon it's just facts
 * Dez lives for Gang Weed memes.
 * Dez, Akiko and Puffin's apartment has an Alexa in it, and Puffin regularly asks it to play "Video Game Lover Nightcore (10 Hours)" and it annoys the shit out of Dez.
 * Dez does the exact same thing, just with "Africa" by Toto.
 * Speaking of "Africa" by Toto, Dez knows every word to that song by heart.
 * In the words of TS, "Leslie is bitchgender and shitheadsexual. Fuck Leslie."
 * Akiko religiously listens to Vocaloid, and her favorite ones are Yuzuki Yukari, Galaco, GUMI, UNI and Xingchen/Stardust.
 * She also managed to get Dez into it as well, with his favorites being Hatsune Miku (she's his only waifu), Matcha Kobayashi and Yuezheng Ling. Even though the leprechaun prefers feminine vocalists over masculine ones, he can somehow tolerate Kaito's voice despite the fact Kaito "ruins every song", according to Akiko.
 * Akiko is also a big fan of Utauloid with Teto Kasane and Emiko being her favorites, the latter because of his resemblance to Dez. As far as Dez is concerned, Utauloid and Vocaloid are the exact same thing.
 * Akiko and Dez are also the No. 1 and No. 2 haters (respectively of course) of Jubyphonic and Rachie.
 * PUFFIN COMMITED TAX FRAUD. Also he's uhhh CISHET

Misc. media
take a shot for every bi/trans headcanon i have
 * Vocaloid - Miku is a lesbian trans girl.

Ace Lad
HELL YES???

Villainous

 * Demencia and Flug are bi (with Flug being ace as well)
 * Also both of them are trans!
 * Black Hat has no gender or orientation, he uses he/his pronouns as they're convienent for him.
 * (this is a theory of mine) Demencia is a human experiment, possibly by Flug, to be an assassin/body guard/spy for BH (hence the lizard like abilities). Whether her infatuation with BH was a result from experimentation or was already present, it's hilarious either way.
 * 5.0.5 has a Berserk Mode that only goes off if someone he cares about gets hurt or something that could anger him.
 * Demencia likes musicals and tries to cover them on her guitar with limited success.
 * All of them live in BH's Manor (i guess thats already obvious but w/e)

Gravity Falls

 * Dipper is trans
 * Mabel is pan
 * Stanley is bi and Ford is gay
 * McGuckett is also bi
 * Fight me.

Homestuck

 * they're all gay and trans and there's nothing you can do about it
 * for real tho, i can see John being ace/aro or bi.
 * Half of Post [S] Game Over Homestuck??? Never heard of her.

The Adventure Zone

 * Magnus will probably have like, 3 dogs after all is done.
 * Merle is pansexual (GET IT????? BECAUSE HIS GOD IS P-)
 * Sazed died during the events of Song and Story. :)
 * Barry totally read Homestuck.
 * I saw this one on tumblr where Davenport doesnt know about pop culture so Taako and Lup made up a whole bunch of it and even kept it consistent, so like, yes.
 * The IPRE gang had so many in-jokes/memes.

Other Media
more later
 * Tangled the Series: Cassandra is gay.

Sagwa, the Chinese Siamese Cat

 * The show takes place in an alternate universe where the Xinhai Revolution failed to take out the Qing dynasty.
 * The Foolish Magistrate's palace is located in Fujian province.
 * The Foolish Magistrate was born in Haikou and was raised in Beijing.
 * Tai-Tai was born in Bát Tràng, Vietnam and moved to China when she was 5 years old.
 * The Reader of the Rules was born in Lhasa and was raised by a lesbian couple after his biological father left his mom and his mom began dating a young Kazakh girl who would become his stepmom.
 * The Cook was born in Beijing and was raised in Hangzhou in a working-class family of radio transmitter engineers. He pursued cooking as a child and was hired by the Foolish Magistrate at age 19.
 * Jet-Jet is secretly a huge softie who likes to snuggle with smaller kittens.
 * Sheegwa's a lesbian and there's nothing you can do about it.
 * Sagwa is a closeted bisexual.
 * Cha-Siu is a poodle. His biological parents were killed in a freak accident and he was adopted by Uncle Miao and Aunt Chi-Chi when he was barely 3 weeks old.
 * Sheegwa is fat because she ate all of the other alley cats that aren't Lik-Lik, Jet Jet, Wing Wing, and Hun Hun.
 * Stinky tofu was/is the source of Ming Miao and Mama Miao's ability to make drawings come to life.
 * Lik-Lik is owned by the Reader of the Rules and Jet Jet is owned by the Cook.

Timothy Goes to School

 * Yoko's father still lives in Japan because of his job, and visits her occasionally.
 * Frank and Frank's father is Cajun and their mother is French, explaining the Franks' French accents. Their mother is a model who's always travelling to fashion shows worldwide, hence her absence in the show.
 * Claude's mother is a Mormon missionary, hence her absence in the show.
 * Lilly's father works on an oil rig off the coast of Florida, hence his absence in the show.
 * Yoko was born in Yokohama, Japan and Juanita was born in Zapopan, Jalisco, Mexico.
 * Yoko's mom was an anarchist when she was a teenager.
 * Hilltop School is located in a town named Hilltop in New Hampshire, United States.
 * Mrs. Jenkins' full name is Fiona Kent Jenkins. Her husband's name is Barry Westhuizen Jenkins, and he used to be one of her old students.
 * Mrs. Jenkins is Amerasian, her father was a US Army soldier and her mother is Korean. She has a sister named Min-Ji who resembles her mother more while Mrs. Jenkins resembles her father more.
 * Miss Appleberry's full name is Jennifer Scott Appleberry. She's currently dating Lilly's aunt. The Franks and Claude have crushes on her but Miss Appleberry is a huge lesbian. Claude is still friends with her though.

Wayside

 * Maurecia and her family are Filipino:
 * Her full name is Maurecia Luzviminda Fujibayashi de Jesus
 * Her father, Boyet de Jesus, is Filipino, and her mother, Umeko Fujibayashi, is an Japanese-American born in St. Louis, Missouri, United States.
 * She was born on May 22 in Quezon City, Phillipines and moved to Wayside at age 5.
 * Her brothers are named Fernando, Leo, Jim, and Barry and her sisters are named Angelika, Sagwa, Linda, Mary, and Zoey. Fernando, Leo, Angelika, Sagwa, and Linda were born in the Phillipines and Jim, Barry, Mary, and Zoey were born in the US. (And yes, Sagwa got her name from that cat in the now-cancelled PBS Kids show).
 * Maurecia has plans to become a star with the GMA Network once she graudates high school.
 * Leo, Maurecia's brother, is nicknamed the "Filipino Pelswick" because he's in a wheelchair. When he was 15, he was struck by a passing car while he attempted to help move his dad's stalled truck on the EDSA south of Guadalupe, which injured his legs and made him wheelchair-bound.
 * Dana was adopted from China by a Vietnamese mother from Ho Chi Minh City and a American father of Dutch descent. Her birth name is Mei Lin Rao, and her current name is Dana van der Bruggen-Trần.
 * Todd's full name is Todd Michael Stevens.
 * Principal Kidswatter is biracial, his father was a Xhosa immigrant from South Africa and his mother was a white woman of Irish descent.
 * Principal Kidswatter's full name is Joe Steven Kidswatter.
 * Mrs. Jewels' full name is Samantha Andrea Jewels. Her mother is a dancer and her father owns a construction company.
 * Shari is of Japanese, Cambodian, Chinese, and Icelandic descent. Her full name is Shari Guiying Etsujisdóttir
 * Myron is also biracial, his mother is black and his father is Sámi.
 * Bebe Gunn is a Afro-Brazilian girl who was adopted by white American parents.
 * The Three Erics are the sole survivors of a plane crash that killed their biological parents, and they ended up being adopted into and raised in a working-class family of tow truck drivers.
 * Leslie's full name is Lesile Mahkiyoc McSorley, and she is of Cree and Irish descent. She was born into a family of railroad workers and was named for the train horn manufacturer.
 * Like with CC00's headcanon, Leslie and Shari are dating.
 * Wayside is located in a town also named Wayside in Massachusetts, United States.

The Loud House

 * The Louds are an Armenian-American family. Rita was born in Nakhchivan, Nakhchivan Autonomous Republic while Lynn, Sr. was born to Lebanese-Armenian parents in Jerusalem, Israel. Lori was born in Royal Woods while Leni was born in Yerevan, Armenia during Rita and Lynn, Sr's trip there.
 * Sam is Brazilian-American and was born in Manaus, Brazil to a Brazilian mother and an American father.
 * Maggie's mom is an Egyptian-born Coptic Orthodox Christian and her father is a Polish-born Israeli-American businessman.

Dragon Tales

 * Max and Emmy's abuelita is a White Latin American.
 * Max and Emmy are also of Korean-Japanese heritage in addition to their Mexican heritage.

Arthur

 * Fern is of French and English descent.
 * Ladonna is bisexual as fuck and enjoys snuggling with her girlfriend.
 * W.D. is intersexual
 * Francine is a closeted lesbian
 * Bitzi Baxter is also a closeted bisexual woman, she divorced Bo because of her feelings towards girls.

Other shows

 * Wow! Wow Wubbzy!: Daizy is a closeted lesbian and secretly has feelings for Widget.
 * Jem: Everyone is gay or bi.

Wayside School
Lord forgive me for how much I'm about to McFucking write. This is pretty much based on the books, so hopefully there won't be much clashing with the cartoons.
 * Mrs. Jewls
 * Name: Her first name is Margaret, as a reference to Maurgarite Jukes, the actual person in the real world she's based on.
 * Appearance: I imagine she'd have olive skin, and really really fluffy hair. Just about the same style it's worn in the '07 cartoon, actually. She wears a green suit and red tie.
 * Joe
 * Appearance: Biracial student, has a large, curly, brown afro, wears a blue jacket and green pants.
 * Details: Lives with his mother and three siblings. Has two younger brothers and a younger sister.
 * Sharie
 * Name: Sharie Sakurai
 * Appearance: Obviously, like in the books, she's a small girl with an oversized red and blue coat. The coat is blue with many red patches, suggesting that she's owned it a long time and it has gone through lots of wear. She wears rectangular glasses, and under the coat wears a mint green shirt and shorts. Has perpetual bedhead under her hood. Probably of Japanese descent.
 * Details: She's currently dating Leslie. She lives with her mother and father, alongside her younger brother and baby sister. Usually, she spends her nights doing all-nighters, causing her to be unusually tired during class. Somehow, she managed to survive 243 nights without sleeping before Wayside School opened back up. No one is sure if she's entirely okay, but we all support her anyway.
 * Todd
 * Appearance: Wears a green and white striped long sleeved shirt and a baseball cap. Has somewhat long orange hair. Likely of Irish descent on at least one side of his family.
 * Details: Lives with his mother, father, and newborn brother Ralphie. He doesn't have a distinct circle of friends, but is fortunately compatible with almost everyone in the class, perhaps excluding Joy and Kathy. However, he hangs out with Jason, Deedee, and Ron most often.
 * Bebe
 * Name: Bebe Gunn. It says that in the books. Duh.
 * Appearance: Has shaggy black hair, but typically wears a magenta beret. Wears a large black sweater and magenta skirt. May occasionally carry a satchel full of art supplies. Much like the cartoon, she's African-American.
 * Details: Trilingual, speaks English, French, and Spanish. At one point she spoke a full sentence in fluent Italian, but she doesn't speak Italian, that was just the wrong voice bouncing back into her. She is an only child, but still tries to tell stories about having a younger brother named Ray.
 * Calvin
 * Myron
 * Maurecia
 * Paul
 * Dana
 * Details: Of the seventeen kids in her family, Dana is the thirteenth. She currently lives with her mother, step-father, and at least ten of her other siblings. A few of them, such as Goon, are old enough to have graduated high school and are now in college.
 * Jason
 * Rondi
 * Deedee
 * D.J.
 * Name: "D.J." are his initials because he doesn't like his full name at all. I am not willing to say what said full name is. Do you want D.J. to be upset? Because if so you probably also like kicking puppies or something. Puppy kicker.
 * Details: Gay trans boy. Lives at home with his mother A.J., his father B.J., his sister C.J., and his dog O.K.
 * John
 * Leslie
 * Name: Leslie Speaker. Any name that can become a pun is an opportunity I will take.
 * Appearance: African-American student, wears her hair in cornrows, with two long pigtails that extend down to her waist. Wears a red jacket with a yellow "M" on it. Wears gray pants with a red stripe down the side.
 * Details: Currently dating Sharie. Eric Bacon and Paul also have crushes on her, but Leslie is Distinguished Lesbian. However, she still is friends with Paul. She doesn't really have any opinion on Eric. She lives with her mother and father, and has an older brother I haven't named yet.
 * Kathy
 * Ron
 * Eric Fry
 * Eric Bacon
 * Eric Ovens
 * Allison
 * Dameon
 * Jenny
 * Terrence
 * Joy
 * Mac
 * Stephen
 * Benjamin
 * Sue
 * Louis
 * Mr. Kidswatter
 * Wayside School itself

Sonic series

 * Tails is a trans boy.
 * Tails had his original, organic tail surgically removed and replaced with a robotic two-tail part, which can spin around like a helicopter.
 * The Master Emerald has been sealed into a pocket dimension after Sonic Adventure 2 to prevent any further danger.
 * Eggman is fat because he ate all of the other humans on Mobius.

Cookie Run

 * Soda Cookie is fuckin gay. Bye. *Does a backflip out of the room but hits his head on the doorframe* Ow.
 * .*Walks back in* Oh, and White Choco Cookie? Definitely a trans girl. *Walks out again*
 * .*Slowly peeks head into room* Oh, and *psst* Herb Cookie is a biromantic asexual trans boy. *Leaves*
 * The treasures are crackers covered in white chocolate frosting. They don't really taste all that great, though.
 * While Lemon Cookie loves music, he really despises dubstep. I know this because I'm Lemon Cookie and i hate dubstep.
 * Whipped Cream Cookie is triple gay and is dating Mint Choco Cookie.

Pokémon

 * Groudon and Kyogre used to be on good terms, but due to their desire for more land and more seas respectively, they ended up getting angry at each other for their desire to expand the land and the oceans, and got in a huge fight that almost destroyed the world, before Rayquaza stopped them. They haven't made up to it ever since.

Summer Camp Island

 * Susie stans the everliving fuck out of Boys Like Girls, We The Kings, and All Time Low.
 * Not to be a memelord but Susie absolutely commits tax fraud, but only when she can't get away with tax evasion.
 * Susie is a Chad-passing incel. This isn't even a headcanon it's just facts, but I'm putting it here anyway.
 * Susie reblogs gang weed memes unironically.
 * Susie is a devout Catholic.
 * Susie is the most cishet cishet who's ever cishetted.
 * Oscar collects bread clips and has them meticulously organized by color and species.
 * Oscar is an indie bitch and Faded Paper Figures is his favorite band.

Sonic Underground

 * Aleena got pregnant without getting married. I mean, it's possible.
 * Emperor Sleetus is Sleet's ancestor.
 * Manic is aroace, Sonia is a cisgender female and Sonic is asexual.
 * Sonic became afraid of water due to an indecent when he was a child where he nearly drowned.
 * In the mirror universe from the episode "Six is a Crowd", the Royal "Corrupt" Hedgehogs bad habits come from their foster families: Sonic was malnourished, Sonia suffered from attention deflect, and Manic's foster family was stricken with poverty.
 * Sonic and his siblings are 13-14 years old. Aleena is in her late 30s. Sleet and Dingo are in their early 20s. Robotnik is in his late 60s.

Parappa the Rapper

 * Pinto is aroace.
 * Katy is a neat freak
 * In the future, Lammy and Katy will get married and will adopt some kids.
 * Parappa and his friends are 14-15 years old. Pinto is 6-7 years old. Gaster, Groober and Rammy are 16-17 years old.
 * There was once a point in life that Pinto trusted Gaster, but after he tried to kill her, Pinto no longer trusted him.
 * Paula LOVES all Melanie Martinez songs.
 * Matt loves horror games. The only one the whole gang likes is Bendy and the Ink Machine.
 * Parappa's family is of Japanese descent.
 * Gaster listens to Panic! At the Disco.
 * Matt is bisexual and loves both Paula and Parappa. He can’t choose who he loves more, though.

Pound Puppies

 * Howler is gay. Fight me.
 * Violet was once jealous of how Nose Marie was Cooler's girlfriend. Later she accepted the fact and Nose Marie married Cooler.
 * Whopper is aroace and non-binary.
 * Louie was still a member of the Pound Puppies despite not being in the TV series and The Legend of Big Paw. He was busy with other stuff during the series, the reason why he wasn't in the show and The Legend of Big Paw.
 * Reflex was the father of Colette's children.
 * When Bright Eyes got older, she married Pupnick.
 * After the events of "Secret Agent Pup", Clawfinger was arrested, and his casino was burned to the ground.
 * The movie takes place 3 years after the TV series, explaining the new members, designs and the absence of Holly, Katrina, Brattina and Catgut.

Warrior Cats

 * Hawkheart was killed by Thistleclaw. In Starclan, Moonflower attacked him for killing her and he faded away from Starclan.
 * After his death, Breezepelt will be sent to the Dark Forest for betraying his clan during the Great Battle.
 * After the Great Battle, Dawnpelt found out that Jayfeather didn't kill Flametail and never forgave herself until her death.
 * When Millie found out Blossomfall was training the Dark Forest do to her only caring about Briarlight, she fell into a depression and never forgave herself for her foolish actions.

Wishfart

 * Puffin And Akiko hate taxes, and commit tax fraud every single day. Dez on the other hand does his taxes cause he’s a good boi.
 * Finnuala is a lesbian, but doesn't talk about it.
 * PUFFIN KILLED SOMEONE FOR A BAG OF CHIPS. Akiko And Tsuni might have done it in their lives as well.
 * Akiko, Tsuni and Finnuala are probably anime watching buddies. They watch Sailor Moon, Parappa the Rapper, Jewelpet and many other animes together. They even have crushes on some of the dudes from the anime’s they watch.

Summer Camp Island

 * Susie secretly has anxiety, which she hides from others in order to keep her "mean girl" reputation. The only people who know about it are Alice and Besty, Susie's only allies, and Oscar and Hedgehog, who learned about it by accident, and Susie said she'd kill them if they told anyone else.
 * Susie secretly cares for Oscar, but acts mean to him due to her "mean girl" reputation, and would die if anyone finds out.

DuckTales 2017

 * The only types of cartoons Webby watches are adventure and mystery cartoons.
 * Louie has a reputation online for making fun of mockbusters.
 * Lena is trans

El arma THE BASTARD

 * I don't know how, but Yoshi eggs that are used as weapons aren't shit, it could be magic, science, or the power of love and dancing, i don't know, i just don't want such a great game like Yoshi's Island to be about flinging sh**t.
 * I would have loved to see Tom Hall's Doom actually been made, in an alternate universe were they actually could. Not that i don't love Doom as it was actually made.
 * Arthropods, snails, worms and other similar things are adorable.

Craig of the Creek

 * Craig is pansexual.
 * J.P. is aro/ace.

Super Smash Bros.

 * Marth and Pit are trans.

Totally Spies!

 * Alex is a bisexual.
 * Brittany is a trans girl.
 * Sam is non-binary and aro/ace.