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Think Like A Villain Ch. 2 (My Hero Academia)
🕑 Added 2025-01-25 16:49:54 +0000 UTCPoll Winner
Themes: Defeat Fetish, Rough Sex, Anal Sex
Summary: Part 2 of Think Like a Villain. Momo suggest Itsuka as Izuku's next target. She's trusted and respected by everyone in 1-B and will make it easier for Izuku to seduce the other women there. Using his own observations, as well as information provided by Momo, Izuku sets out to show the fiery redhead just how powerful and worthy he is to follow and asks her for a private, but quirkless, sparring session.
-x-X-x-
Momo was only the first step in Izuku’s plans. But that didn’t mean she wasn’t still one of the most important steps. In fact, Izuku had gone for her first because he was confident he couldn’t have done any of the rest of what he was aiming to accomplish without her. That’s why, even though she delivers the advice while on her knees dutifully sucking his cock after he’d conquered her submissive body with his big fat dick… Izuku still listened and listened well.
In the end, Momo’s initial advice was fairly sound. Namely, she told him he couldn’t focus solely on the women of 1-A. Even though he might know them best from years of learning together at UA, the fact of the matter was… they alone wouldn’t be enough. It would leave the Villain Team hopelessly outnumbered, even if he could get every single one of them.
Now, it had always been Izuku’s intention to plumb 1-B for feminine talent as well. But he might not have gone after them quite so soon without Momo’s stellar advice. She was right that he needed to strike while the iron was hot and nobody knew what he was up to. If he only went after the women from 1-B once he’d managed to secure the loyalty of those from 1-A, then they would know they were nothing more than an afterthought… and respond accordingly.
And so, instead of continuing his conquest of 1-A, Izuku turned his eyes on 1-B early… more specifically, he turned his eyes on one young woman in particular, who had definitely matured greatly and filled out nicely over the years they’d known each other.
Itsuka Kendo. The red head was Momo’s counterpart in a lot of ways. Everything Momo was to 1-A, everything she did for them… Itsuka was and did for 1-B. If going after Momo first was a strategic choice, then going after Itsuka second was just as strategic, really.
That said, Izuku knew full well that Itsuka wouldn’t be as easy as Momo. In fact… it was likely that nobody would be as easy as Momo. Over the years, Izuku had gotten a good feel for all of his female counterparts. He knew what made them tick, which was how he’d gotten into Momo’s head so easily.
In matters of sexual desire, Itsuka was actually fairly similar to Momo as well… but not entirely. He would have to work for it a bit more…
“So, Izuku. What’d ya want to meet me in private for, huh? If this is about the Hero versus Villain thing… not sure I can help you, I’m sorry to say.”
Rejection right out the gate might have dissuaded most other men, but Izuku is determined to make the most of this.
“Are you sure about that? Because I figured we could make a wager of things.”
That gets a blink from Itsuka. The young adult woman tilts her head to the side and crosses her arms over her chest. Her bust has only gotten larger as she’s matured, but she tends to bind it in place so it doesn’t get in the way overly much. Even still, even with binders, it’s obvious she’s well-endowed.
“A wager? Based on what, precisely? And what exactly are you offering me?”
Smirking, Izuku looks around at the empty gym he’s asked Itsuka to meet him at.
“Simple. We have a Quirkless Spar right here and right now. Just us, our bodies, and our fists. Whoever wins… gets to demand anything they want of the loser.”
Itsuka’s eyes shoot fully open at that and the red head gives him a penetrating look even as her face heats up a little bit. Izuku can tell that he already has her interest… but now he also has her wondering how much he knows about her… true desires. The answer, truth be told, is that Izuku knows quite a lot about Itsuka and her fetishes.
“Hm… an interesting proposal. I won’t complain about the Quirkless bit… we both know you’d wipe the floor with me if you used your Quirk, so really, that part is in my favor isn’t it?”
Izuku just inclines his head in acknowledgment. It was true, after all. After all these years training with All Might’s Quirk and making it his own, along with unlocking the Quirks of previous One For All wielders, Izuku stood head and shoulder above most others by this point. He wasn’t so strong that he thought he might be able to defeat the combined might of his peers by any means, but he was confident in his ability to defeat any one of them with his Quirk.
“But… anything huh? I suppose if I lose, you’ll demand that I join the Villain Team, is that it?”
Izuku just smiles at that, causing Itsuka to snort dryly.
“And if I win…”
“You can have whatever you want.”
He’s serious too, but mostly because he knows Itsuka wouldn’t abuse such an opportunity. She’s a good woman at heart and has only gotten more kind-hearted with age. She's sure to make an excellent Pro Heroine in just a few short weeks. However, Izuku also doesn’t intend on losing… so it ultimately doesn’t matter.
Itsuka hesitates for a second more… but this is her greatest weakness. She’s competitive to a fault at the end of the day, and pretty much never passes on a challenge. This… is no different.
“Alright! Deal! Bring it on, Izuku Midoriya!”
Izuku chuckles as she immediately drops into a fighting stance. He does the same as they size each other up. And then… it’s on.
-x-X-x-
“Nnnngh!!!”
“Time to submit, Itsuka. Tap out or I’ll have to knock you unconscious.”
“… F-Fuck!”
With a groan, Itsuka reaches down and slaps the mat, signaling her surrender as Izuku holds her pinned to the ground, an arm locked around her neck. Of course, even once she taps out and he’s won the spar… he doesn’t let her up. Instead, he grinds his crotch against her ass from above… and is gratified to hear the beautiful adult woman moan for him.
“A-Ah… what… what are you doing?”
Izuku just chuckles darkly.
“Whatever I want. That’s what we agreed to, after all.”
Panting and starting to grind back against his bulge, Itsuka mewls a bit.
“But… I t-thought you wanted me for your Villain T-Team…”
Releasing his hold on her head, Izuku lets Itsuka fall forward to the mat even as he slides back so he can grab at her ass, fondling and squeezing her athletic toned buttocks with both hands. At the same time, he pushes the rapidly growing tent in his shorts against her thighs greedily.
“Oh, I want you for that as well. You’re mine now, Itsuka. I won you fair and square, didn’t I?”
There’s a brief pause as Itsuka shivers under his touch, finally understanding what she agreed to. Izuku waits patiently to see if she’ll reject the idea. If she does, he’ll back off immediately of course. He has no intention of forcing anyone to do anything they want to do. The thing about Itsuka though…
“Y-Yes. You won me, I-Izuku… so you can… d-do whatever you want with me~”
The thing about Itsuka is that she loves this sort of thing. It’s not something most would know about her because she wins most of her fights, but at the end of the day, Itsuka gets off on competition… even losing competition. She enjoys winning too, to be fair. She doesn’t just want to lose over and over again, that would be demoralizing. However, she’s been on a winning streak for a long time now and that... that can be it's own kind of demoralizing, can't it?
Even if she didn’t realize it until this very moment, the fact was… Itsuka had been waiting for someone like Izuku to come along and defeat her. She’d been waiting for a man who would take her down a notch and put her in her ‘place’.
Sliding his hands along her ass for a moment longer, Izuku finally escalates when he grabs the waistband of her pants and yanks them and her panties down to her knees. Her ass lifts into the air subconsciously as its exposed to his greedy eyes, and Itsuka gasps as her panties, which had been stuck to her pussy lips from sheer arousal, are roughly peeled away.
Izuku brings one hand down to Itsuka’s cunt to feel how needy and turned on she is, while his other hand is freeing his cock from its confines. Itsuka moans for him as she wiggles beneath him a little bit, clearly anticipating what comes next.
He doesn’t keep her waiting. Grabbing hold of one of her ass cheeks for leverage, he brings his cockhead to her slit and slams into her from above, fucking her right then and there in the middle of the gym floor. This was what the internet called ‘prone boning’… and it was immediately obvious that Itsuka couldn’t get enough of it judging by her squeals and lewd cries.
Also the squelching of her cunt as he pistoned in and out of her, his crotch slapping into her thighs and ass with every thrust.
PLAP! PLAP! PLAP!
Grunting, Izuku reaches out and grabs Itsuka by her hair, yanking her head back as he fucks her fast and hard in that prone position.
“You’re enjoying this, aren’t you? You were wet before I even started touching you.”
Mewling, Itsuka doesn’t hold out for long before finally confessing.
“Y-Yes… f-fuck, I’ve fantasized about this sort of t-thing. About you taking me and having y-your way with me. I’ve been h-holding a torch for you for y-years, Izuku… I never thought you w-would actually man up and do it t-though…”
… Huh. That was a bit surprising. Sure, Izuku knew that Itsuka was into defeat fetish stuff like this. He didn’t know she had a huge crush on him specifically though. That… warms his heart a little bit. Though he’s also not pleased at her saying she never thought he would actually man up.
Growling, Izuku fucks Itsuka even harder, plowing her pussy as she cries out and cums all over his dick. He takes out some of his frustration on her, which she seems to love. Finally though, he eases up a bit and decides to throw the red head a bone. Still pulling her head back by her hair, he leans forward and grunts into her ear.
“And what can I do to make it even better for you, bitch? How can I make your fantasy even more of a reality?”
There’s a shiver down Itsuka’s spine as she falls silent for a moment. Then, just when Izuku wonders if she’s even going to respond, she reaches back with both hands and grabs at her ass cheeks, spreading them nice and wide.
“M-My ass… fuck my ass, sir. Please… butt fuck me into oblivion~”
Izuku pauses for only a moment… before whipping his rock hard cock out of Itsuka’s sopping, clenching cunt and applying the tip of his huge throbbing dick to her asshole. The red head mewls and then fully squeals when Izuku drives into her ass right then and there. He’s still prone boning her, but now it’s a butt fucking like she’s never had before… exactly as Itsuka had begged for.
Grunting, groaning, moaning, and gurgling on her own spit, the red head shudders beneath him. It’s obvious she’s having the time of her life, even as he drives his cock in and out of her bowels while pulling on her hair roughly.
She was a tougher nut to crack than Momo, but not by much. With Momo, all he had to do was say a few words and push her down to her knees and she was his. But with Itsuka, he’d had to show her that he was truly stronger than her first. They’d fought without Quirks and he’d still handed her ass to her. Now… he was fucking it.
SMACK! SMACK! SMACK!
Flesh slaps against flesh as his crotch impacts Itsuka’s firm but also soft buttocks over and over again. At the same time, Izuku reaches down and around to her front, still pulling her hair back with one hand while the other grabs at the binder holding back her prodigious chest and tugs. With a ripping sound, Izuku pulls away the breast binder, freeing Itsuka’s tits from their confines. Then, he grabs and squeezes them to his heart’s content, all while continuing to plow her anus silly.
Squealing at the top of her lungs, Itsuka cums from the butt fucking just like she came when he fucked her cunt. She shudders and cries out, orgasming explosively and squirting down her inner thighs. At the same time, her inner anal muscles clench and squeeze rhythmically around Izuku’s cock, trying desperately to milk him dry.
He can’t last forever… and at this point, he’s already won. All that’s left is to make sure Itsuka never forgets this moment… all that’s left is to mark her as his. With one last grunt and one final thrust, Izuku leans over Itsuka as he proceeds to fill her bowels with his seed. He tips over the edge without reservation, cumming for quite a while in her ass as she shudders and mewls helplessly beneath him.
Finally though, his balls are emptied and he’s done. Finally, he’s finished. Pulling out of her ass, Izuku pants for a moment before slowly rising to his feet. Down below, Itsuka pushes herself onto her back and looks up at him with new eyes, as though she’s just now seeing the real him.
“… Like I said, you’re mine now Itsuka. Both for the Villain Team… and anything else. Got it?”
She nods wordlessly, her face red with arousal and lust as she bites her lower lip.
“Momo is mine as well. You both will be working together going forward on anything I ask of you. She’s my second in command, but you’re just below her. I hope that won’t be a problem?”
Itsuka’s eyes widen for a moment, but eventually she shakes her head.
“No… that won’t be a problem. Though… does that mean you intend to…”
Izuku grins a little bit and shrugs as if to say ‘what can you do?’.
“If I must, yes.”
A shiver runs down Itsuka’s spine at that, and the red head suddenly gets to her knees and begins cleaning him off with her mouth and tongue. Hah. It would seem she’s rather aroused by the idea of his future plans. Good, because it’s far too late for him to stop now…
Comments
Belly
Glad you didn't go the generic route of Conquest his classmates right after Momo lol. Still salty about canons ending so this gives slcertaib vindication
SylverIron
And we don't get much of her in fics.
SylverIron
While alot of people suggest Chako... I'll throw a curveball and suggest Toru (Invisible girl) because her quirk would be a brilliant asset for a villain team.
axel rose
Chako next then Yui or both at the same time since Yui is Chako's original design
JRC
I really do enjoy a good hero gone villain story. I truly hope this story continues until we see the aftermath of the Heroes vs Villains battle.
redhawktiger
That was much better then I expected. Great job.
2010supersonic
I hope he does Ochako next maybe something with Money since Ochako needs it for her Parents it would be great for Izuku to treat her like a hooker fake of course she gets off on it.
Fanfiction lover
Awesome chapter can't wait to see what girl is next
