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Arrowverse

Code Geass

  • Special Delivery: Zero sends Cornelia a cake and plushie doll of himself for her birthday. He even includes a birthday card telling her not to bother sending him a gift on his birthday as watching her people try to figure out his sinister agenda was gift enough. In doing so, he leaves her scrambling to figure out what he accomplished while her top people were investigating the package, sows distrust among them due to his insider knowledge, and wishes his sister a happy birthday.

Crossover

  • Child of the Storm has Doctor Strange, the apparently nigh-omniscient Sorcerer Supreme, a master of precognition, time travel, and countless forms of magic, who is an unknown number of centuries old (Odin's estimate is that, with time travel, he's about 5000. The real answer is probably around 500,000. He stopped counting after he hit six figures), and is universally feared/respected. He is also an inveterate Troll, who does things like pop up behind people when they're least expecting it, use his future knowledge for purposes of perfect comic timing, and indulges in being infuriatingly mysterious.
    • Harry pretty much inevitably ends up becoming one of these, given that he is the nephew of Loki, the Trickster God. Of course, his friends, most especially Carol (and Hermione, surprisingly enough) often turn it back on him.
  • Code Geass: Paladins of Voltron (Code Geass & Voltron: Legendary Defender): C.C. is still a big one. Case in point, when Kallen asks how Lelouch threw her off when she questioned him while taking a shower, C.C. asks the latter if he 'enjoyed the view'.
  • Equestria Girls: Friendship Souls (Bleach & My Little Pony: Equestria Girls):
    • Surprisingly, Thorax is this, clearly enjoying throwing both teases and jokes at other Arrancar and watching how they react. He once apparently set up his brother Pharynx and Ember on a date without either of them knowing for a joke. It's partially caused by how gruesome and depressing living in Hueco Mundo is and his desire to make life a little less bleak.
    • Hoops, Dumbbell, and Score occasionally go into the human world and mess around with people for kicks. Apparently there's a video online of them haunting someone by messing with the lights and stuff.
  • Jaune Arc, Lord of Hunger (RWBY & Star Wars): Nora loves to annoy Pyrrha by teasing her about her obvious crush on Jaune.

The DCU

  • baby wonder shows this is possible to be one in spite of still wearing diapers: when Tim complains about one-year-old Damian hating him, Cass candidly reveals Dami actually likes him a lot... but he likes even more Tim's funny faces and noises when he's bitten or takes a plushie to the head.

Death Note

  • A Charmed Life: Ryuk will often say things just to get a reaction out of Light. He really likes getting him riled up.

Miraculous Ladybug

  • Crimson and Noire: Trixx, fitting his nature as the Kwami of Deception, enjoys teasing and messing with his partner Wang Fu, whether it be outing Fu helping the heroes against Volpina to his wife Marianne or bringing up some of his past mistakes. And when Trixx is temporarily given to Nino, the first thing he does is pretend to be a fox demon that will eat their soul as a sacrifice.

MonsterVerse

My Hero Academia

  • Three Guys Go to a Bar(and then they Beat You With It): Shinsou snarks constantly, never shying away from saying things that might startle or unsettle others. He's especially fond of mocking Bakugou, but doesn't hold back around anyone else. The only time he holds his tongue is when he's forced to, via his mother literally muzzling him with a bridle.
  • When Reason Fails: Shoto is not above flustering Izuku and his friends for his personal entertainment. It literally warms his heart to do so, overcoming the drawbacks of his ice magic.

My Little Pony

  • Diaries of a Madman: Navarone often says or does things for the sole purpose of getting a rise out of others, which he readily admits to.

Neon Genesis Evangelion

  • A Crown of Stars: When they travelled to Avalon, Shinji and Asuka met Misato Sohryu-Ikari, daughter of their analogues from that dimension. However she pretended for a short while she was THEIR future daughter only to see the expressions on their faces. She admitted ruefully she likes messing with other people's heads a bit (and she thinks she got that trait from her mother).

One Piece

RWBY

  • The Makings of Team CRME: Emerald. In CRME, she makes fun of Mercury for being a virgin, just because she knows it would annoy him. In An Emerald Unearthed, she takes a man's wedding ring for being a Jerkass and noticing that the girl he was with wasn't into him — after that, she goes to where he's proposing to him and uses her Semblance to make him think he still has it, making him look like a fool.
  • Relic of the Future: Raven Branwen loves verbally teasing and trolling others if they're the select few people who she feels comfortable letting her guard down around, with Jaune Ashari being one of those people.

Unsorted

  • In the Danny Phantom fanfic Adoption Nightmare, Brina embodies this trope in that she likes provoking her opponents until it begins to bite her in the ass (like when Skulker of all ghosts/people was her target) and has very poor social skills, primarily the latter especially when Vlad becomes the target of her bluntness in chapter four.
  • 221B: Mary Morstan Watson teases her groom's best friend by pretending he's insulted her when he hesitates to take the best man's privilege of kissing the bride. Watson plays along briefly, before Mary decides the joke has gone on long enough and pecks Holmes on the cheek to fulfill the tradition without requiring Holmes to do something with which he's uncomfortable.
  • Mahanon has shades of this in All This Sh*t is Twice as Weird, as he has a bit of a trollish sense of humor. He chiefly directs it at his best friend, in part because she's the more serious of the two and he likes to tease her.
  • Yuuki Terumi in BlazBlue Alternative: Remnant is an utterly sadistic troll that loves saying any insult or demeaning remark he can to annoy or enrage people for his own amusement. Even his allies on Salem's inner circle aren't immune as he loves screwing with them the most.
  • A Brighter Dark: Corrin is portrayed as this. She likes to get a rise out of people, and so will sometimes say what she thinks will offend someone the most whether or not she actually believes it to be true. However, she will feel bad about it if she finds out that she's actually seriously hurt someone's feelings.
  • In Code Geass: Colorless Memories C.C as usual with Lelouch and Rai at various points of the fic, with the former in his quest to recruit Rai and just Geass him into serving him. The latter in regards to looking for his memories and wanting a better Knightmare. Counts as Foreshadowing with Rai considering she's the one who took his memories according to E.E meaning she's the reason for his quest in the first place.
  • In Nymphadora Tonks Back to Hogwarts a teenage Bellatrix Lestrange was described as one of these, playing mind games and saying things just to get a rise out of people.
  • Comic Book SNAFU: Hawkeye enjoys annoying villains, even when they're about to kill him. His Establishing Character Moment has him responding to Deathstroke shooting at him by snarkally calling him a pedophile. A post on the author's Tumblr showing how characters react to COVID-19 quarantine shows that Clint is "desperate for someone to troll".
  • Corrin Reacts: Corrin and Azura are this to each other. And everyone else, to varying degrees of exasperation or reciprocity.
  • Echoes of Yesterday: If she can't openly beat a jerkass or a bully up, Kara resorts to trolling them. After seeing Kara troll Emma in the mall until the redhead leaves out of embarassment, Taylor calls her a "menace".
    "What the hell was that all about?!"
    Kara blinked, then smiled, "Ever heard of the phrase 'kill your enemy with kindness'?"
    I rubbed my temples and paced back and forth, "You're a menace, Linda Danvers. I thought I was going to die of secondhand embarrassment. If you have to do that, please don't do it when I'm around."
    "No promises." Kara practically sang, still staring at her shirt.
  • Fire Emblem: Three Houses: Fifth Path:
    • Sothis enjoys teasing Byleth but she generally doesn't mean anything malicious by it (aside from the beginning where she was legitimately mad at Byleth for the Divine Pulse botch up).
    Byleth: (Who's side are you on!)
    Sothis: The funny one.
    • Byleth also has quite a bit of fun needling people from coercing Ingrid into betting on Felix and Sylvain's love lives to teasing Seteth when he personally comes to inform her that Rhea wants an audience with her.
  • Haigha:
    • When Paparazzi start hounding Miruko, asking if she's somehow secretly related to Izuku simply because he also has rabbit-like traits, she amuses herself by giving them a wide variety of contradictory answers, all false. When he interns with her, she encourages him to join in, leading to them spinning stories about him being her time-traveling father.
    • Shouto is inspired by their antics, and starts daydreaming about making up all kinds of ridiculous stories about his father as a form of revenge.
  • In Hella Potter and the Reincarnated OC, Treowe shows all of his family's House Elves the Star Wars trilogy and tells them that Yoda was the greatest House Elf to ever live, declaring he took care of thousands of Jedi by himself. As a result, they not only venerate Yoda, but the oldest House Elf serving the family gets to imitate him.
  • The Infinite Loops are basically a justification for turning canon characters into a swarm of gadflies. It's the only mechanism most of them have for dealing with the endless repetitions of the time loops without going completely insane from boredom.
  • In Itachi, Is That A Baby?, both Harry Potter and Dumbledore are firm believers in screwing with people for their amusement. Dumbledore openly admits that he's only warning people about the third floor corridor so he's legally covered and anyone who ignores him and dies will be buried in a mass grave behind the castle. Furthermore, not only are the schedules handed out five minutes after classes start, but he's ordered all prefects and teachers not to give directions to anyone who asks (or give wrong directions, whichever they choose). Harry responds to Snape insisting he attacked Malfoy because Malfoy said so by claiming Malfoy tried to stab him with a broadsword in front of the entire school.
    • Dumbledore is later noted to be deliberately screwing with people to see how far he can go before someone calls him out on it. He's actually rather disappointed no one has yet.
  • In Karma in Retrograde, Touya is a master of annoying the hell out of people by pinpointing their flaws and insecurities. He weaponized this against Endeavor so he could take some of the pressure off Shouto when they were younger and happily prods Bakugou when he's up in his face. Shouto is also one of these towards his brother, playfully teasing Touya about his Height Angst and fashion sense.
    If there was one thing that [Touya] excelled at, it was annoying people. No, it was more than that. He could find a person’s weakest point and would pick at it until they were pissed off. It was probably why he and Bakugou kept butting heads. It was why he kept looking at everyone in Class A like they might turn into a threat. He knew how to pick until a person exploded. No wonder his father had hated him. There was very little worse than having a bratty teenager point out all your flaws.
  • Blaise Zabini's character in King of Serpents: Chamber of Secrets really develops into this with Lockhart's arrival. Blaise gleefully mocks and ridicules him, going as far as to invent a curse to give him the same hairstyle as Snape - and every Slytherin see that as an improvement! Of course, Lockhart being sacked doesn't appease him: after such a glorious start, he's not keen on stopping anytime.
  • After being sent back in time, Kallen thinks over how she can react to Lelouch's plotting at various points in Like A Wish. One of her options is invariably to screw with Lelouch for fun. When determining what to do about his plan to deflect her suspicion of him, one of her ideas is to go along but also flirt with him and see what happens.
  • Megami no Hanabira: Mai gets a real kick out of teasing her girlfriend Reo. usually by saying pervy things and making her flustered.
    Mai: You know, we could always...
    Reo: NO.
    Mai: I was gonna say we could always, you know, talk or something. Jeez, Reo, even I'm not up to doing "that" in public.
    Reo: Oh...
    Mai: Of course, we could find an alleyway or something...have our demons stand guard...
    Reo: NO! MAI, YOU DUMMY! PERVERT!
  • Oscar from Olive's Last Partner offers a rather interesting example. He invites Olive to Ms. Baker's bakery as a supposed not-date and tells her that he heard she's having a half-off sale on pies. Given that the pastry is Olive's Trauma Button, she promptly shifts into terrifed mode and starts berating him for forgetting that she's afraid of pies, but then he grins and takes off running with her chasing after him. She realizes it's a practical joke and she realizes that Otto, himself a bit of a goofy prankster, must have taught him well. It's completely Played for Laughs and she holds no hard feelings against either of them.
  • Betelgeuse often does this in the Say It stories. He likes to rile other characters just to see what they'll do, but it's rarely meant to be genuinely malicious.
  • Carlos from The Story of Apollo, Daphne and Luca: An Italian Tragedy is a cheeky and mischievous young boy who likes to meddle in other people's business.
  • In Xander the Maou, Xander decides to screw with Senator Kinsey after the man slaps him. So Xander, who's thought to be alien royalty, pretends that slapping someone in the face is a marriage proposal in his culture. And that taking back the offer is a terrible insult to the royal house, but luckily for him, Xander declines. Kinsey gets Reassigned to Antarctica for nearly causing an interstellar incident.

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