His plan had been to get Momo and Izuku to become close friends. To turn their interest in him into something they could bond over. By doing so, he would be a formative part of their friendship, making him more difficult for them to discard. After all, it wasn't like they couldn't suddenly decide his wandering eyes and other parts weren't worth tolerating. From a purely practical standpoint, Momo could do far better than him. She was wealthy, intelligent and beautiful. She could have anyone she wanted all to herself. From a relationship standpoint, Izuku could do far better than him. Though being so sweet and earnestly good would only see her taken advantage of by other unscrupulous men. But theoretically, she could do better.

And so he devised a plan to bond them together through him, and by bonding them through him, it would bond them to him. When he came up with this plan, he had expected it would be a very difficult task, balancing that relationship, especially when they would still be only two of more women in his life.

"Saiki, you need to take Izuku on a date!"

Somehow, despite everything, Saiki was still surprised by how shameless and earnest Momo Yaoyorozu was. She stood behind a frozen Izuku, hands on her shoulders as the shorter girl stood ramrod straight, trembling a little at being put between these two more assertive people. "H-Hi!" Izuku said, awkwardly raising a hand to wave with an uneasy, embarrassed smile.

Really, it seemed he needn't have worried. His plan was going better than he ever could have predicted. Enough to be surreal. But Momo tended to have that effect when she really wanted something. No restraint, no shame. "I agree," he answered with a surprised blink, "I'd love to take you on a date Izuku. Uhh, you... Don't mean now, do you?" Sure, school was over but, well he'd like some time to figure out where he could take her on a shoestring budget. With Momo it was easy since students got into the sports festival for free. Without such an easy option he would need to get creative.

Momo's answer was immediate. "Yes." And accompanied by a serious nod.

"No!" Izuku corrected her. "I mean, I need to get home and my mom is expecting me and I need time to get ready and it's not fair to drop this on him so suddenly!"

"I appreciate that, Izuku. How about... Thursday." He had that night off. "I'll mail you with where and when. Does that sound good?"

"Yes!"

He enjoyed the delight of both girls to the arrangement. It told him just how well his plan was working.

And honestly, even if he was pressured into it, this actually opened up an opportunity for him. To do something he had been wanting to do for a while.

-(-)-

"What the hell do you want this time C-Saiki." Katsumi near bit her tongue with how suddenly she switched from the insulting nickname to using his real name. At this point her spite for these meetings between them was cute to him. Just because of how much of it he believed was real, and how much was a show to salve her pride. Even as she stomped into his apartment there was a marked difference between how she was the first time she visited and this time.

Her state of dress, for one. "Hey, Katsumi. You look great." Her first time he called her over she put effort into looking unappealing. Boring and covering clothes, boring underwear, whatever she could manage to let him enjoy it less. This time? She had the look she preferred. Athletic tomboy chic. A tanktop over sports-bra covered by a light jacket, capris and running shoes. A look that worked for her, one that she put effort into even if she would deny it when asked.

"Oh yeah you're so handsome too, love what you did with your shithole apartment," she answered back facetiously, "I got that dumb recording you sent. I fucked up again. What do you want?"

"Oh, come on, Katsumi," he pled with only some level of seriousness, "I might have a date with Izuku later but don't think that means we need to rush." He moved towards her to an intimate closeness. "I've always got time for you."

"Shit, the worst part of this is when you pull this crap, pretending we're dating and you're not blackmailing me or whatever."

"Blackmail?" he asked, but didn't follow up, just shook his head. That wasn't what he was doing and they both knew it. She could walk right back out that door again and nothing would change but her taking a hit to her pride for welching on their deal. "I just think you're afraid to admit you like our private time."

"Your fantasies are more bullshit than Deku's," she growled at him. "What. Do you. Want?"

He smiled for her giving him such an easy lead-in. "Funny you should mention Izuku. You know, I think I remember way back when. The... Second bet, I wanna say? The one where you begged me to fuck you in the ass. You remember."

"Kh-Saiki...!"

"You remember. But the other part of it. Oh, what were my exact words again? 'I could empty my balls down your throat right before I take Izuku on a date and you can't say a word about it.' Does that sound familiar?"

Her face turned ashen, the fires of her anger snuffed out like a candle. In this moment, all of her bravado, the strong image gave way to distress. "You want me to...?"

"That's right," he smiled at her. "Your punishment this time is to wrap those cute little lips around my cock and suck it until I'm satisfied." She swallowed, Saiki's eyebrows drew downward as he saw her eyes actually flick to the door for once. "Something wrong?"

She eyed the door for a moment longer, her fists clenched at her sides as her head tilted down. The usually headstrong girl reduced to studying her shoes. "... Pick something else."

"I'm sorry, didn't catch that."

"I said pick something else, dammit!" As usual when feeling weak, Katsumi defaulted to aggression. "You can fuck my ass again, or, or we can do whatever all the way to your date, I don't care! Just don't make me do that!"

"I won't lie, that's a real tempting offer." Forcing her to cum over and over again as he filled her ass for three or so hours did sound like a great way to spend an afternoon. "But now you've got me all curious. What's the issue? I've been inside you every other way. How's this different?" Her teeth grit again, defiant. "Tell me and I'll consider changing my mind."

Her arms wrapped around herself, an unusually girlish defensive pose as she looked away. "I don't want–" the rest of her sentence trailed off into incoherent mumbles.

"Shyness isn't like you, Katsumi."

"I don't want to do that before my first kiss, you asshole!"

Her face was bright as a cherry, angry and embarrassed and altogether adorable. "Was that so hard?" Apparently it was with him able to hear her teeth straining from her clenching them so hard. "Though, you didn't care about losing your virginity but you care about your first kiss? You're a strange girl."

"Yeah, well, whatever shithead. I'm not gonna blow you so just pick–"

"How about this?" he pushed her up against the wall. Gave her ample time to stop him, a good second or more to realise what he was about to do, to have the chance to reject him.

And even though she knew she should want to... She didn't. His lips pressed against hers and her toes curled inside her shoes. He pinned her to the wall possessively, lips moving, the heat of his breath, the demanding press of his hand against her shoulder keeping her right where she was so he could take what he wanted from her.

She had to ask herself. Why didn't she hate this? She came to terms with liking what they did together. She lost. He punished her for losing. And even though they were punishments, he always made her feel good in the end despite the humiliation.

His tongue forced its way past her lips. She let it. Her lips parting more to give him easier access.

Sex. Romance. The two weren't always joined in her mind. Her mom always pushed sex as a fun thing to do, not really a thing to take seriously unless you wanted to. If you wanted it to mean something it could really mean something. But a kiss? A kiss was how you first expressed your feelings in a real, tangible way. A kiss was romance. A kiss was real. She felt like an idiot. Really, she let Saiki kiss her because despite all the animosity she sent his way, she could see something in that. And it was a stupid thing to believe. He was still trying to fuck Deku and Big Hair. Even here he wasn't doing this because he felt the same way. He was doing it because he wanted her to blow him and her hangup was getting in the way of that. She pushed him away.

And he backed off, just enough to speak. "You know, it's funny. We're crazy similar, don't you think?" She didn't answer, too focused on the mistake she just made. "We're both self-centred. You're an egotist who thinks she's the best there ever was or will be. I'm busting my ass to get everything I want out of life. And in case it isn't clear yet, I want you." He leaned in again, their lips only a hair apart. "We're both terrible people, Katsumi. But because of that we were practically made for each other, to make each other miserable, to fight for the top, to fight to be the one on top. A match made in hell."

She shuddered. The closeness, the intimacy with a man she loved to hate and hated to... Appreciate. She could feel herself warming up to the idea that this really was more than just the occasional hate fuck. Her body seemed to think so, her nipples hardening under her top, the first heat of liquid arousal starting to stain her panties.

"Are you ready for your punishment now, Katsumi?" he asked, nipping her upper lip.

"F-Fine!" Her stammer undercut the snapped out word. "If it means you'll stop saying dumb shit I'll do it!"

"Alright then," he grinned, pulling her along with him as he moved them toward the bed. He took a seat on it.

Katsumi slowly lowered herself to her knees. Not the first time she had been in this position between his legs. She unbuckled his belt, pulled down his jeans to see he was just as ready as she was, not that he knew about her own arousal.

An instant later she chided herself for being that naïve. He had super senses from his quirk or some bullshit. He knew.

His boxers came down next and, "The fuck is this?" she balked, laughing as she saw the thing covering his crotch. "What, Big Hair doesn't like you playing around and gave you a chastity belt?"

"Nope. My cock is too powerful. It rips my clothes if I get hard."

Her laughter stopped. Not because the statement wasn't funny. But because he said it with such deadpan seriousness that she knew he was telling the truth. Cautiously, she removed the partially metal article. "You got bigger," she observed dully.

"Yeah. Had a fun weekend a while back," he grinned down at her. "It had some pretty neat side effects."

"Wh-whatever," she grumbled, her words at odds with how she admired the changed dimensions, the strength of its twitches as she wrapped a hand around it. The strangely pleasant smell. "Let's just... Get this over with."

Her lips came down over the head, first thinking of kissing it before punching that thought in its thought face. Instead her lips opened and she welcomed the first couple of inches into her warm mouth. Was this it? Was this what she was supposed to do?

"Use your tongue," he told her as she just knelt there with his cock in her mouth, not doing anything. "Suck, and don't forget to move."

She wished he would shut up. She knew what she's doing! Her cheeks hollowed as she starts sucking on the head, her tongue flicking this way and that over the tip.

"If you can't take more than that inside, you can jerk the rest of it with your–"

In defiance of his words, she pushed herself further down. 'If you can't', the fuck did he know?! As if his stupid cock was a challenge! She'd taken it just fine everywhere else, she could take it here! She bobbed up and down, her lips dragging along the shaft with her movements, eyes glaring up at him in judgement... And observation. If she was going to do something like this she was going to do it well! No she was going to do it perfectly! She was Katsumi Bakugo and Katsumi Bakugo was the best!

She worked for several minutes, watching his reactions to her technique. He grunted in discomfort as her teeth scraped against his skin, his hips jerked upward with her downward movements. He liked it when she bobbed on it, he liked when she took it deep, she liked when it prodded the back of her throat– He liked! He liked that! Not she! Shut up, stupid voice in her head!

Soon after that, her hard work was rewarded, for a certain definition. His hand settled on the back of her head, holding her in place to keep his cock in her mouth. "I want you to drink it down."

Drink–?

"Mmmph!" she grunted, feeling his cock pulse powerfully, swell just that little more in her mouth, before a blast of salty liquid landed on her tongue. And then more. And then more. It soon filled her mouth and she sputtered.

"Swallow!" he ordered and she does. But it wasn't enough. The gooey white substances that slid down her throat was immediately replaced by more. She frantically swallowed again. The seal of her lips broke, cum spilling from them. What couldn't escape that way was forced to find an alternate path, climbing up and spurting out of her nose.

And even then, she swallowed. Again and again. Her face a mess of spit and cum that spilled onto his balls. Mercifully the flow of hot cum stopped and he let her go. She reeled back from his cock, taking a breath of air for the first time in what felt like minutes. "Fuh– The fuck!" she complained, trying to clear her nose of his release. "What–?! There is no way that was the same amount as last time!"

"You're right," Saiki answered with a shrug before praising her, "Not bad for a first effort. There's room for improvement but with a little work we'll turn you into a real pro."

She scowled at the double meaning. "Fuck off."

"This is my apartment, you fuck off," he retorted, only to change his mind. "Actually don't. C'mere." He leaned down to pull her up to lay on the bed.

"Whu, I thought you said–!"

"Yeah, this isn't punishment anymore," he confirmed as he pull down her pants and soaked panties. "You got me off, and since I'm feeling generous, I think I'll get you off too."

"I don't give a shit! Get o–" She felt a tongue. lapping at her pussy. She couldn't deny it feels quite good. "Ohhh..." But that was nothing to when that tongue drew back so only the tip was touching, then moved so fast it was like it was vibrating. She would deny to her dying day the girlish squeak she made as that flicking tongue passed over her clit.

Or the mess she soon made of his bedding.

It was in the afterglow, fifteen minutes and four orgasms later, that she reached some level of clarity. Some acquisition of peace and understanding.

Yes. She really did like him. No. Letting him kiss her wasn't a mistake.

When he first brought her here, after he fucked her ass, she had realised she enjoyed the competition between them. The chance to really lose something. That was and continued to be true. Even here she tried to think of new ways to challenge him, new chances to get one up on him, to make him be subservient. But there was more to it than that.

What he said after he kissed her. He was right about that too. They were alike. They encouraged the worst parts of each other. He wanted to own her and she wants him to shut his fucking mouth. And they'd keep battling it out, maybe forever. And maybe that was the best part. Neither of them wanted to be the one to blink first. There was such a charge in that. An endless competition? Hell yeah! She had seen the alternative. Her parents were the alternative. Katsumi was just like her mom and the idea of ending up with someone like her dad? A limp-dick wuss? No. She didn't want someone she could walk over. An easy win wasn't worth shit.

Saiki? He wasn't an easy win. Not by a long shot. Hell, she still hadn't won even if she got real close once. He was strong. He was assertive. He was a bastard, but he was willing to fight for what he wanted. And she could admit, she got a real thrill from being pursued, of being something someone wanted that badly.

She considered giving him another go before she left. She couldn't deny to him or to herself that being forced to suck his cock made her wet. She would have been more than okay with going again.

But no. He hadn't earned it. Not yet.

-(-)-

'7PM. Tatooin Station. Wear something with support. No skirts.'

It was a strangely specific set of instructions. Izuku wasn't averse to any of them. She could remember how she blushed when she first read them. 'Something with support.' He... Definitely noticed certain parts of her. That had become impossible to ignore. And it was also something that pushed her recurring dream to the forefront of her mind. It would probably be too soon to try to make some of those a reality on the first date, right? She didn't have a lot of knowledge about how this sort of thing is supposed to work.

She arrived at the station a few minutes early, seeing Saiki already there in a tight tee and beat up cargo pants. "Hey, Izuku!" he greeted her, giving her outfit of a long-sleeved light-grey top and dark pants. It wasn't particularly flashy, and the curve of her top made it fairly clear she was wearing a sports bra underneath. But his mail implied they would be doing something kind of athletic so her mom suggested she dress with that in mind. "Glad you could make it."

"Yeah, me too!" she answered without thinking. "I mean, I am too, glad that, I, that you are also here. Too." Everyone told her she was always talking to herself and she talked to Saiki all the time! Why was it suddenly so much harder! "S-So what're we doing? I mean, what did you have in mind for our..." Say the word. Say the word, Izuku! "Date?"

He smiled at her, and her worries... Well, they didn't go away. But they settled to a low simmer. "I thought we'd go for a walk to start with."

"A walk?"

"Yeah, just something nice and easygoing."

That implied it wouldn't stay that way. Her mind was already running a mile a minute trying to figure out what the rest of the date could be. Ideas from bungee jumping to boxing to street racing. Her excitement and nerves clearly getting the better of her. At least until they started walking and his hand settled on her waist.

Oh.

As her mind settled just a little, she realised the truth. What she learned on the visit to Momo's house. He couldn't really afford any kind of fancy date. He had to get by with what he could afford.

She had no reason to be dishonest with herself. As ideas went, an evening walk through Tokyo could be worse. In fact it was a great opportunity to get used to being so close to him, with all the added implications of being on a date. It was actually pretty relaxing even with the busy streets.

"Alright, I think this'll do," Saiki suddenly said, leading her into an alleyway.

"What will do?" she asked, looking around the tiny space, then back at her date as he looks upwards?

"Yeah. You ready?"

"Ready for what?"

He grinned at her. "Follow me!" With a leap that kicked up the dirt around him, he got halfway up between the two buildings, grabbed onto a pipe, pulled himself further up and pushed off again to clamber over the edge of the roof!

Why?! Why would he do that?! She looked around to see if anyone saw. Public use of quirks was illegal! But she couldn't do anything to stop him from down here. Drawing on One for All, she kicked her way back and forth up the walls of the alley until she was on the roof with him, finding him sitting on a raised ledge. "Saiki, what are you doing?! You'll get in trouble!"

"What for?"

"Public quirk use!"

He grinned at her again. "What do you mean? I didn't use my quirk. You did though. Naughty girl!" he wagged a finger at her.

"Come on, this is serious!" she pled.

He gave her a look that, well actually she didn't appreciate. It was a little condescending. "Yeah, okay. Look, we're not in public. No people around. And even if someone tried to call us out, the worst we'd get is a stern talking to since we're not gonna bother anyone."

"Still..." she wavered, not fully convinced.

He stood again, approaching to put his hands on her upper arms. "Come on, Izuku, I promise I'm not doing this for no reason." She looked up at him and the look of condescension was gone, a hint of pleading in his eyes, hoping she'd go along with him for now. "There's something I really want to show you."

"Show me?"

"Yeah," he nodded, letting her arms go. "It's something I really think you should see."

"Well... I guess if we don't cause any trouble..."

The instant she indicated she was alright with it, he grinned again. "Great! Catch me if you can!" And with that, he was off, dashing across the roof and leaping across to another.

"Saiki!" she called after him. Slightly frustrated, she realised why he told her to wear supportive clothing. Calling on her quirk again she sprinted across the roof, leapt over, then across the next roof, following the path Saiki led her on, gradually making their way into downtown Musutafu, climbing higher and higher until they were scaling high-rises. The streets below getting further and further away as they raced toward the clouds. Her eyes were on his back the whole way as he blazed a path, knowing exactly where he was going. It reminds her of Kacchan in a weird way. How they both–

Her mind screeched to a halt and she stumbled as she realised she was about to compare the boy she liked with her childhood friend/bully. Train of thought aborted. New train of thought. Saiki was cool and nice and pushed her to do stupid and reckless things. There. That was better.

As she was about to leap to the next building, Saiki's hand was suddenly there on the other side waiting to catch her. She hopped over and lands in his arms. Her blush only partially from the exertion as he continued to hold her like that for quite some time. "Sorry, you seemed to be enjoying that so I thought I'd keep doing it," he told her with a teasing smile.

Her blush was no longer from the exertion, her embarrassment eclipsing it completely as he put her back on her feet properly and she needlessly smoothed out her outfit. "A-Ah, thank you! I mean, yes! It was... Quite nice?" She looked around. "Where are we?"

"On top of the crescent building," he answered, guiding her across the rooftop with his arm once again around her waist. "But that isn't really important. I picked it because it's a really tall building," they came close to the edge and she couldn't hold back a gasp. "With a great view."

Down below she could see an ocean of lights. The traffic, the nightlife of downtown Musutafu far, far below them. It was beautiful.

"All the way over there," he pointed in a certain direction, far off in the distance, "That's Tatooin station. That's where we started. All the way over there, all the way down there. We got here, and all we had to do was run."

"Saiki... I don't understand." It made her feel good about herself, that she could do that now. That she finally had control of One for All. But even so.

"I remember you told me once, I think when we first met. How you basically grew up quirkless." Basically. Also actually. But basically could work for that too. "I know what that's like. I know what it's like to feel powerless in a world of special people. When I learned what my quirk was, I worked hard to be like them, to be special like them. I worked and I worked and I suffered and I pushed myself past my limits over and over again. And now here I am." Her pulled her close, one side of her body pressed against his as he smiled at her, then looked out at the city below again. "Here we are. It's not the same as in training is it? This isn't an exercise. This is us, starting from nowhere and got all the way up here. Because we could. Because we made it possible."

We're gonna be heroes," he continued, and it struck her that he said those words like an afterthought, "But you know that already. You know what that means, maybe even too well. I know in the future you're gonna worry me half to death. But what I wanted to show you... You're special, Izuku. I want you to know that. Not only that, you're amazing. Your drive, your selflessness, your surprising stubborn streak. You're not a loser, or garbage, or anything else they might've called you back then. You're one of the most amazing people I've ever met and I just hoped that maybe coming up here, travelling and seeing the city as only a hero can, maybe I could prove that to you. At least a little bit."

It felt so long ago. But she never forgot the feeling. When she made the stupidest but most important snap decision she ever made. To cling onto All Might's leg right as he leapt into the sky. The terror was incredible as she clung to that leg as they soared through the air above the city. The pain, the strain of just hanging on as someone else carried her. But in that moment, she also saw something. She got a glimpse of the world from his vantage point. A man so powerful he could leap across an entire district in a single bound. Just casually land on a skyscraper like it was no big deal. They talked, and when it was over... She went right back to seeing the world as ordinary, quirkless, worthless Izuku.

And now here she was. Standing on top of one of the tallest buildings in Musutafu. And all it took to get here was running, leaping, climbing under her own power. Soaring across the city. Once again, she had a glimpse, just a glimpse, of the world as All Might saw it. But what made all the difference in the world, she did it on her own. All Might wasn't here. No one was here to drag her along as they ascended. Just Saiki pushing her to do it herself, knowing without a doubt that she could.

He wasn't looking at her. He didn't see her eyes overflowing with tears until he finally looked back at her. "Oh shit, did I fuck this up–?!"

She shut him up by pulling him down into a kiss as she continued to sob. She soon learned she couldn't do both, instead settling for a hug, shakily repeating the words. "Thank you!" over and over again. He continued to hold her, bringing them both down to sitting as she got the overflowing emotions out of her system. "I'm sorry," she managed as she began to calm down. "I guess I, just really needed to hear that!" she laughed weakly.

There was a hint of sadness to his smile, with much more understanding. "I'll tell you as many times and as often as it takes to make it sink in."

She kissed him again, an evening spent in an appreciative, loving embrace as they watched the flow of the city down below.