1 - 20 of 58 Works in Caitlyn Has Issues (League of Legends)
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Pullin on my Strings by turquoiseswish
Fandoms: Arcane: League of Legends (Cartoon 2021), League of Legends
25 Jun 2025
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Set in 1985 Los Angeles, Vi Lane is the lead singer of Iron Fight, a rock band she formed with her sister and two close friends, Jayce and Ekko. Caitlyn Kiramman is the daughter of Piltover council member, Cassandra Kiramman and is married to American millionaire playboy, Charles Astor. One night her friends invite her to an Iron Fight concert and her path crosses with Vi Lane's...and let's just say Caitlyn's life gets turned upside down. For the better or for the worse, she's not too sure yet.
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Vi and Caitlyn have been best friends since childhood, ever since Vi came to live at the Kiramman mansion when her family died in a fire... However, as an Alpha and an Omega, their closest friends and the Kirammans notice the strong bond between them, knowing there's something between the two oblivious friends, past just friendship...
Series
- Part 1 of The First Ones Trilogy
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Vi shakes her head at Caitlyn's poor attempt at subtlety. "Look. You... you're shifty as fuck, and I hate feds."
Caitlyn's eyes widen, making Vi falter in her preamble. "I -" she begins. "Just - whatever. You're not gonna leave me alone, are you?"
"No," Caitlyn agrees. "I must speak with you." This time, she flashes her badge.
“Christ. Get the fuck in here.”
~..||~..||
or: a messy ex-pop star accidentally teams up with a fed
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i only cry in the rain by demigoddesses
Fandoms: Arcane: League of Legends (Cartoon 2021), League of Legends
22 Jun 2025
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The fight was brutal. It was ugly. She couldn’t look away. Vi raises a single fist into the air as she looks around at the crowd, and Caitlyn gets a clear view of her expression for the first time. She expects to see pride, triumph, maybe bloodlust. She sees nothing but a hollow exhaustion.
“That’s the last fight for the night,” Loris says, leaning in close so she can hear, and Caitlyn nearly jumps. She had completely forgotten he was there. “Impressive, don’t you think?”
“I need to talk to her,” Caitlyn says.
/
Arcane AU. On the hunt for Jinx after her mother’s death, Sheriff Caitlyn Kiramman follows a lead into the Piltover pit fights. She finds a little more than she bargained for.
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Bitter Love by UndergroundDiv
Fandoms: Arcane: League of Legends (Cartoon 2021), League of Legends
22 Jun 2025
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Time changes everything, or so they say.
After ten years of not knowing anything about each other, a casual reunion will awaken in them some feelings they thought they had buried with their breakup.
Caitlyn is going to find out if Vi has really changed after so many years. And Vi is going to discover that she can't run away from Caitlyn or her past mistakes.
Series
- Part 2 of Bittersweet
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Vi is a Doordash driver and she continuously has car issues causing her to be late to her deliveries. Her main customer is Kiramman and Medarda’s lead attorney, Caitlyn Kiramman, who when she finds out that Vi is having car issues, increases the tip for Vi, to allow the girl to hopefully get her car fixed and so that her deliveries will for once be on time. But in the midst of late deliveries, and even unknown to Caitlyn herself, the tips keep increasing as a way to only have Vi as her delivery driver, as a mutual crush develops between the two women...
AU where Caitlyn is a lonely and single lawyer and Vi is a disastrous lesbian DoorDasher, who also doesn’t know Caitlyn is trans.
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And she can do a lot in 15 minutes by Jewelsandcrystals
Fandoms: Arcane: League of Legends (Cartoon 2021)
14 Jun 2025
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“Yeah, yeah, you’re Caitlyn Kiramman, you fuck around with everyone and pretend that you’re so hot and irresistible when what you really want is for someone to fuck with you instead.”
Caitlyn stopped in her tracks. “Say that again?”After meeting a mysterious pink-haired woman at a New Year's Eve Party, Caitlyn's life is turned upside down.
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Vi Lane is enjoying her time in Piltover. Going to a fancy university away from home, she's looking forward to studying criminology. Actively trying to get her life together after time in prison, Vi rarely allows herself the time to go out and have fun anymore.
But then her friends convince her to go out to a bar one night and it's there that she meets Caitlyn, a pretty girl who seems to stick out like a sore thumb. There's something about her that's different, drawing Vi right in. They spend the night together, soon engaging in a relationship. Caitlyn usually texts her, calling her when she can. And she usually only sees Vi during the night. Again, it's odd but Vi didn't really know much about Caitlyn to judge. She was beginning to fall for Caitlyn and Caitlyn was falling for her too.
That is, until nearly a month after dating Caitlyn, she sees her face on TV and finds out she isn't just Caitlyn. She's Princess Caitlyn Kiramman of Piltover. And that's when everything changes. -
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“Am I correct in assuming that your new outlook on life isn’t agreeing with you, Miss Kiramman?”
She winced. “Tell me what you’ve done to me. Now.”
“If you must know the details, I’ve injected you with a new variant of shimmer that I developed. It’s a particularly potent mix, capable of healing life-threatening wounds.”
“I got that, just…” Caitlyn winced again and pressed a hand to her forehead. She was so angry that she could hardly think straight. “How long does it last?”
He laughed, and this time it seemed genuine.
“Oh, Miss Kiramman. It lasts forever.”
Caitlyn is caught in the blast when Jinx's firelight bombs go off on the bridge. She winds up in Singed's lab, where he has a rare moment of compassion and decides to save her life, just as he saved Jinx. With shimmer coursing through her veins, Caitlyn falls from Piltovan grace and into the arms of the only person who can understand what has happened to her.
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Until Cerberus Bleeds Dry by larsonsquilt
Fandoms: Arcane: League of Legends (Cartoon 2021), League of Legends
17 May 2025
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As everything falls apart around her, Commander Caitlyn Kiramman desperately tries to control anything and everything around her. Haunted by the ghosts of her mother, Jayce, and Vi, she has a hard time seeking anything but revenge. Particularly if that means losing parts of herself in the process. The only thing that keeps her going is the promise that Vi is out there somewhere, waiting for her. Deep down, some hopeless part of Caitlyn wants to believe they could reconcile their differences and take revenge once and for all. But what happens when Caitlyn finds out that Vi, going by the name Cerberus, is also losing herself in the boxing rings of Zaun?
Timeline-wise, what Caitlyn was doing in Act II/III of Season II of Arcane. Don't worry, we will get to a happy ending (eventually).
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your sharp and glorious thorn by bacchanaliac
Fandoms: Arcane: League of Legends (Cartoon 2021)
05 May 2025
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Your relationship isn’t built on anything good or sturdy. It stands on crumbling pillars that you both shattered long ago, and now you’re trying to hold them together, praying they won’t fall too soon. She would leave, and you don’t know what you’d do if that happened. You don’t trust yourself to be left alone.
Yet you don’t trust her, and you don’t trust yourself with her. If Vi and you were oil and water, you and Jinx are like water and acid. One misstep, and the whole thing could explode. It will explode. It’s inevitable.
Caitlyn can't let go of her obsession with Jinx.
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Your voice is enough by UndergroundDiv
Fandoms: Arcane: League of Legends (Cartoon 2021), League of Legends
19 Apr 2025
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After a disastrous breakup Caitlyn doesn't feel like having a stable relationship with anyone again.
But to her misfortune the voice of a complete stranger will make her rethink many things in those summer months.
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You're my match (point) by piratevinci
Fandoms: Arcane: League of Legends (Cartoon 2021), League of Legends
12 Mar 2025
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Rivals on the court and enemies off of it, Caitlyn Kiramman and Violet Lane are the best tennis players in Piltover and Zaun, the main cities of Valoran. With hatred blossoming since their first meeting, they do everything possible to avoid each other's presence on the circuit, especially after their last chaotic match: the Piltover Open final.
However, everything changes with the inauguration of a new doubles tournament, where the best players from each region are called to compete for the Bilgewater championship trophy. Playing together for Valoran, Caitlyn and Violet will have the terrible and arduous mission of not killing each other while sharing the same house, the same court, and the same coaches (and of course, they will also have to face and defeat the best athletes in Runeterra).
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Cupcake and muffins by FeralCatScreams
Fandoms: Arcane: League of Legends (Cartoon 2021)
28 Feb 2025
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“What?” Vi’s eyebrows almost shoot off her forehead. “We always have a glass to celebrate.”
“I know, but with altitude and dehydration, I also-if you haven’t noticed- haven’t been feeling well.” Caitlyn says.
“Okay, now I know something is going on.” Vi says now with only one eyebrow raised.
“Oh, you do?” Caitlyn asks, sitting back down, hands folded in front of her, back ramrod straight.
“Oh, I do. I don’t know what it is, but I know something is going on with you.” Vi leans forward, placing a hand on Caitlyn’s folded ones.
“I’m pregnant.” Caitlyn says, fingers slightly twitching.
“Wha-” Vi’s eyes go big, she starts to pull away but sees Caitlyn tense and takes hold of one of her hands, pulling it away from the other to hold it. “How? I don’t really have the right-” She waves her free hand in front of her crotch.
“Hextech.” Caitlyn blushes. “Uh, remember that prototype a friend gave me to try out?” Vi nods, eyes still wide and confused. “Well, it turns out it has two settings. And we may have pressed the wrong one.” Caitlyn clears her throat. “And now, I am pregnant with your child.”
Or
A Back in Action Au I know damn well no one wanted.
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As Caitlyn waits for Vi to wake up, she picks up a certain scent that affects her and there’s only one way to take care of it.
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What if Vi had been able to prevent Jinx from blowing up the council as they decided the liberation of Zaun? What would happen?
Would Vi be able to live comfortably in Piltover with Caitlyn working together as enforcers to help with the liberation of Zaun or will it all fall apart?
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Getting on her knees to satisfy a woman who can’t even call her by the correct name is just another day on the job for Maddie. Sex between them is as easy as it is meaningless. Yet even in the frostbite of what they call a relationship, they search for false warmth in each other.
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Don't You Want Someone Crazy Like Me, Babe? by panini_penguin
Fandoms: Arcane: League of Legends (Cartoon 2021)
19 Feb 2025
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Vi finally reached the common room that led to the dorm rooms and found it thankfully empty. It was the end of the first day of her final year at this school so everyone was exhausted already. Vi was more than eager to get senior year over with, although she would miss the baseball team-
Vi fell back as a flash of a cream colour slammed into her. Wind knocked out of her, Vi sputtered and looked up to see a light-coloured raccoon sitting on her chest
"Sorry!"
OR
Caitvi boarding school AU where Caitlyn has a pet raccoon named Nugget. Lesbians with fluff and angst. Check notes for TWs
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You Brought This Upon Yourself by An_Abnormal_Furry
Fandoms: Arcane: League of Legends (Cartoon 2021)
18 Feb 2025
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“I don’t believe I need to warn you of the dangers of professional entanglement,” Ambessa said as she took Caitlyn to her quarters.
“Nor do I think you need to be warned,” Caitlyn replied. This was her choice. She had to remind herself of that.
Series
- Part 12 of Proud Kiramman's daughter
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Acts Deemed Unspeakable by An_Alleged_Human_Being
Fandoms: Arcane: League of Legends (Cartoon 2021)
14 Feb 2025
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Caitlyn Kiramman has done a lot of terrible things, things she thinks make her irredeemable. But perhaps there's more humanity left in her than she knows.
(canon-compliant look at Caitlyn's thought processes during the second half of season 2)