1 - 20 of 21 Works in Crossdressing Todoroki Shouto
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Sights Not Meant to Be Shared... Right? by GoldenEyesObsession
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
03 Mar 2024
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Summary
It starts with Todoroki sending a sexy selfie to the class group chat. Aizawa had no idea that Todoroki could look like that, but when he realizes that Todoroki has asked to go home for the evening, he's afraid he knows who Todoroki is dressing up for.
Following him to be sure, Aizawa is going to get a lot more than he bargained for.
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Surviving the Fire by GoldenEyesObsession
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
29 Oct 2023
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Summary
When Rei died unexpectedly, Shouto no longer wanted to defeat his father; he wanted to destroy Endeavor's masterpiece.
A series of spite-fueled decisions will leave Shouto quirkless, finding his way into sex work, and tangle him up with the League of Villains.
In the new gray part of the world Shouto lived in, that worked fine for him. Then Midoriya Izuku came back into his life, and he will have to choose between being Shigaraki's favorite or Izuku's lover.
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Circles of Hell: The Sin of Risk-Taking by GoldenEyesObsession
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
05 May 2023
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Summary
Of all the things that they should probably not be doing, having sex in an alley is probably pretty high up the list.
Series
- Part 17 of Going to Hell but Enjoying the Ride
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Games, Skirts, and Promises Kept by GoldenEyesObsession
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
28 Mar 2023
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Midoriya has gone rogue and Shouto has tried to forgive his father--he has.
He can't. He also can't kill him.
But he will make a deal with someone who can.
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Neither Hero Nor Villain by GoldenEyesObsession for thebadones
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
18 Mar 2023
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Summary
Shouto isn't awake when All For One takes his quirk. He's not sure if that's a blessing or a curse.
They don't even bother to kill him. He's worse than quirkless—he's quirklost—the price of staying a hero and getting caught.
For days, he tries to find somewhere to stay, somewhere to hire him, but no one wants to hire a quirklost. They don't want to risk looking sympathetic to heroes. Rebels, they call them now. Terrorists. Even if he wanted to be, he couldn't be a villain anymore, and he's being tracked too closely for the underground to dare reach out to him.
He's shivering under an overpass, soaked to the bone from the late summer storm, when Dabi finds him.
"I know a place that will hire you," he says, smirking, triumphant. Their father is dead, the villains have won, and Shouto is quirklost.
"For what price?" Shouto asks, his teeth chattering.
Dabi grins, and Shouto knows he's going to hate the price.
He also already knows he's going to pay it.
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Something Beautiful for Someone Beautiful by AngelSelene for Underneaththesheets
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
05 Mar 2023
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Summary
When he's young, Shouto finds comfort in soft, cool silk and lace.
As the world grows ever more insane, Shouto leans into the things that bring him comfort.
A secret admirer notices and supports it.
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Circle of Hell: The Sin of Spite by GoldenEyesObsession for Gemsom
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
02 Mar 2023
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Summary
Dabi finds Shouto admiring a beautiful ballgown.
There's somewhere Dabi thinks he should wear it.
Series
- Part 16 of Going to Hell but Enjoying the Ride
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The Butterfly Bet by AngelSelene for No_hay_remedio_1998
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
22 Feb 2023
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Summary
There's an argument, a bet, and a dress.
Katsuki should maybe have thought through the reality of both winning that bet and seeing Shouto in the dress.
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A-Typical Confession by TwistyTexts for Multishipper3000
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia
14 Jan 2023
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Summary
Scowling as one of the girls squealed at apparent passionate kiss going on, on screen, Katsuki felt his phone vibrate. A little shot of hope ran up his spine when he wrestled his phone from his pocket to see Shouto’s contact come up on screen.
[20:32] IcyTHOT:
‘Can you come and help me with something, please?’
Just as he was about to reply, Katsuki got another message.
[20:33] IcyTHOT:
‘I’m in my room.’
Shooting off a quick reply of ‘on my way’, Katsuki dislodged himself from his friends and hopped over the back of the sofa, getting a sly smile from Racoon Eyes in the process, grunting a “Goin’ bed,” he walked as casually as he could to the elevator and pressed the button, tapping his socked toe against the floor nervously as he listened to the whirring of the mechanisms.
OR
[Imagine Katsuki’s surprise when after months of flirting with Shouto to no avail, he’s invited over to his room only to find Shouto in a girl’s uniform... This, understandably, raises some questions, none of which Katsuki can verbalise as he tries his best not to leap on the gorgeous man in front of him.]
Series
- Part 7 of SmutShots
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¥20,000 Photos and a Weakness for Soft Words by AngelSelene for flower_knight
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
06 Jan 2023
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Summary
When a joke is taken as a suggestion, new things are awakened in Izuku, and both Shouto and Izuku reap the rewards.
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Blessed with Beauty (The Kind That a Rich Man Can't Turn Down) by GoldenEyesObsession
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
06 Oct 2022
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Summary
After divorcing Enji and sending him to jail, Japan becomes a hostile place to live. No one wants to believe that the #2 hero was abusive. No one is kind to the newly single mother of four.
So Rei takes her children, and she leaves, going to the United States, hoping for a new start.
The start is new, the work is hard and thankless. When she goes to sign Shouto up for school, she realizes there's an error on the immigration paperwork, listing Shouto as female.
For a long time, she stares at that error, wondering how difficult it will be to have it changed with her very limited English. Then she wonders, Maybe this is better? Enji burning Shouto was the final straw that made her leave him, but he could get out and come looking for him again. His pride. His masterpiece. And if he does come looking, it'll be for a single mother with two sons and daughter. It will be so much easier to hide if she is a single mother with two daughters and a son.
In the morning, she takes Shouto to the Good Will and buys him his first dresses. "It'll be a game," she tells him.
She could not have imagined how beautiful Shouto would grow up, or the dubious blessing it would be.
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Circles of Hell: The Sin of Beauty by GoldenEyesObsession
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
26 Aug 2022
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Summary
Dabi shows up at Shouto's door with the agreed-upon kit for tonight's activity, and a new negligee for Shouto.
Shouto's going to be so gorgeous in it.
Series
- Part 14 of Going to Hell but Enjoying the Ride
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Circles of Hell: The Sin of Boasting by GoldenEyesObsession
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
27 Feb 2022
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Summary
It never fails to amuse Dabi that no matter how crowded a club is, a space clears around Shouto.
Series
- Part 3 of Going to Hell but Enjoying the Ride
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Catching My Breath by PheonixRising247
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia
10 Dec 2021
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Summary
Shouto can’t change who his father is and what he has done. The internal scars will always be there, and people will continue to make assumptions about him no matter what. But he chooses how to react to that. He’s the one in charge of his own actions, and will learn from his old man’s mistakes in order to better himself. He will show everyone that he is who he chooses to be. That he is not a replica of the flame hero, but a different person and hero altogether. However, that raises the question, who is he without Endeavor?
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Moving into the dorms and taking the provisional license special course opens many doors for Shouto. Especially when two teachers take him out of Endeavor’s grasp, allowing him to finally breathe on his own. Through the help of said teachers and his found family in Class 1-A Shouto discovers who he truly is without his father’s judgement.
Or
We never really got to see what happened during the provisional license special course. All we got was one episode and a picture with no context. I feel like we missed a lot of character development for Bakugou and Todoroki because of this, so I’m writing about it.
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A Waltz With Peppermint by GoldenEyesObsession for Underneaththesheets
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
07 Jun 2021
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Summary
Dabi’s seen Shouto in this club four times now. At first, he thought he was seeing things, had to be wrong, but that long, red-and-white peppermint hair is hard to mistake, even if the scar over his eye weren't distinctive.
Series
- Part 2 of Going to Hell but Enjoying the Ride
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The Best Way to Spite Your Father by GoldenEyesObsession for Underneaththesheets
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
23 May 2021
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Summary
Like most of Shouto’s worst ideas, this one started to spite Enji. Prowling through illegal clubs, ones that he shouldn’t be allowed in, finding someone anonymous—probably a villain, not that Shouto ever asks—to hook up with.
Series
- Part 1 of Going to Hell but Enjoying the Ride
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Mrs. Mafia by Idkanameorsomethin
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia
08 May 2021
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Summary
Ship: Dekutodo
Bottom: Todoroki
Top: Deku
My AU
Read to find out
None of these characters belong to me.
The characters mentioned in this story belong to the My Hero Academia/Boku no hero Academia franchise -
Shoto's First Subway Ride by irrelevantscum
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia
15 Dec 2020
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Summary
If there was something eventful on Shoto's first subway ride, it was when Enji proved his beautiful child that there was no need to be embarrassed if everyone was doing it.
Or,
It's normal for everyone to have sex in public and that includes trains.
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don't break his shoes by sleepyoongs
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia
22 Aug 2020
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Summary
the girls makes a bet with the guys to dress like girls,
izuku absolutely kills the bet.
or, my tired mind decided there needed to be more crossdressing izuku fics,,,
Series
- Part 2 of my hero oneshot zone
- Part 9 of izuku - centric stories
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Summary
He’d worked hard in the two months that they’d been graduated. Harder even after his father's little challenge. ‘As soon as you reach the top fifty I’ll let you fuck me’, rings through his head in that deep voice, unbidden.
Series
- Part 2 of Soft