"Ahhh..."

The forest was a big place. The campgrounds. The clearings and rocky cliff faces being used for training. And the immense woodlands around all of it. It would be a practical impossibility to monitor the entirety of it with so many places to stay hidden.

The perfect place for some irresponsible students to get some private time.

"Saiki, please, we shouldn't do this! I'm supposed to be keeping an eye on everyone!"

Or even a responsible one if her boyfriend decided to be pushy.

Momo panted heavily as Saiki's slightly larger frame pinned her from behind against a tree. His hands ran under her tracksuit, dipping and sliding over forbidden territory slick with sweat from her exertions. Her protests were insistent, but while she spoke them strongly, her body told an entirely different story. Her backside pushing, grinding against his bulge as his hand squeezed her breast. Her jacket was soon unzipped, her sports bra already pulled up to let those glorious round breasts free to the open air. Her nipples showing reaction, already hardened from arousal and her boyfriend's rough play.

"You say that," he whispered, sliding her bottoms down with one hand, his fingers sliding into her panties. "This says something else." He spread her folds, strands of wetness spreading over her opening as one finger slips just barely inside. Just a taste. Just enough to inflame the lust pushing her to put her responsibilities aside for now. To have some fun with him instead.

"Someone might see! They'll be looking for us!" she tried to insist. And yet she did nothing to push him away. She fully believes she could. Or rather, that if she tried he would let her. Instead, her hand joined his inside her panties. Trying to push him into giving her more.

"Your body is more honest," he taunted, his whispers hot against her ear. "I'll tell you what, class rep. I'll only listen to your words. Do you really want me to stop? I will. Or," his finger brushed over her clit ever so slightly, drawing a whimper and a bitten lip. "Or, do you want to be naughty today? Do you want me to show you a good time right here where anyone could see what a horny girl you are?"

"I'm not..."

"You're not?" he asked, feigning surprise. "Well I guess that means you want me to stop then. Is that what you want?" His finger still stroked her entrance gently, encouraging her to come to the correct answer.

Uncertainty. Uncertainty swayed only by the thrilling shame of it all. "Please..." It had been so stressful for the past couple of days. Surely she deserved some relief too...

"Please what, Momo?" he asked, kissing her neck.

"I... Want to be naughty today."

The shy excitement in her expression could be enough to make him rip through even his reinforced underwear, let alone her soft, round ass wiggling against it. His pants dropped first before he slid her panties down, joining her bottoms gathered around her shins. His erect shaft was immediately trapped in the heat of the gap between her thighs, sliding under her slit.

"I can't believe I'm doing this!" Momo cried out, sliding herself up and down her boyfriend's cock right there in the open. "Anyone could–!"

He wondered if she really believed that. He could hear anyone coming before they'd be in sight, maybe even if they were sneaking around the woods for whatever reason. There was no worry about getting caught. Still, "Then you'd better do your best to be quiet, huh? Much as I love those sexy moans of yours." Even saying that, he grinned to himself as he pulled back, then slid into her cunt in a not so gentle thrust.

"Ahh-nnn!" She squealed at the insertion, biting down on her hand to quiet it as much as she could.

"Wow," he laughed, hips slapping against her as he fucked her deep and hard, "You can say what you should be doing all you want but your body is still way too honest. I can tell by how you're tightening up down here. You love being out here like this, don't you?" Only restrained whimpers answered him. "Either you like nature a whole lot, or maybe the idea of someone seeing you like this gets you excited." He slowed his pace, focusing on dragging his entire length in and out of her pussy in slow, torturous friction. "Is that it? Does Momo get off on the thought of people seeing her look like a slut?"

She shook her head as if to deny it, but any denial was undercut by her letting out a throaty groan muffled by her hand, her pussy flooding with fresh juices. Her cunt tightening to a vicegrip as her knees shook.

"And again, your body is honest." He held in place while she rode out her orgasm, only pulling out once it was over. He wasn't finished. Far from it. He pointed his shaft upward, then let it go to slap against the crack of her ass. Taking those glorious round cheeks in his hands, he pushed them together, sandwiching his meat between her buns.

"What are you doing?" she asked with a little trepidation. Only for that trepidation to grow when, in the course of sliding between her buttocks, she felt him prod just slightly at her backdoor with each pass. "W-Wait, Saiki, hold on! I've never taken anything back there! I haven't had chance to practice!"

"Wonder where that worry about being seen went," he smirked. Her nervous, pleading look didn't go away at all. He sighed, affecting disappointment. "Well, if you really don't want to..."

Bless the poor princess pushover. "I... Well if that's what you really want," she murmured.

"Best girlfriend I could ask for," he praised her and even meant it. A beautiful girl with an incredible body, rich, bisexual, willing and even happy to let him fuck whatever girl he wanted, would do anything for him with even the slightest prompting. He couldn't ask for better. And all he had to give in return was a little emotional intimacy. The rich always had difficulty with the true value of things.

"Use this? Please?" she begged, her hand reaching back to point at her tailbone where a liquid substance started to flow out and down her crack.

And she even came with fun and unique features. Bonus. "The best," he praised again, using the substance to lubricate his cock, then slid a finger coated in it into her asshole.

"Nn! That... Feels strange..." she muttered mostly to herself as she felt his finger wriggling inside her backdoor.

He took his time, making sure she was properly prepared before positioning himself. "Just relax," he offered as advice as he began to push against that tight little rosebud.

"Hahnnn!" she groaned, mostly in pain at the very large insertion.

"Just breathe..."

"It won't fit!" she worried.

"It will. Just breathe and relax..." Gradually, the tight hole eased open until the head of his cock was able to push inside. "There you go."

"Haa...! Haa...! Haa...!" The need to be quiet seemed to have fled from her mind with her grunting pants.

"We'll go slow, okay?" Saiki soothed, rubbing circles in her back with one hand while the other toys with her pussy.

"It's... So big! It hurts!" she whined.

"That's normal for your first time. You'll get used to it."

"It, haa, it seems so!" Momo gave an expression that was half smile, half grimace as she felt him give her shallow thrusts that slowly dug deeper and deeper into her bowels. "I f-find Kyoka even more impressive than I already did now!"

"Don't worry," he 'reassured' her, the halfway point of his cock sliding past the tight ring of muscle. "You'll be just as good at taking it in the ass as she is before long."

"D-Don't say things like that so casually!" she complained, even as she felt herself heat up from his comment. She didn't think she liked it as much as Kyoka seemed to, though she could admit there was a certain... Dirty thrill in it. Perhaps she wouldn't be as eager as Kyoka, but she wouldn't mind doing this on special occasions. Or... If he did something especially nice for her. Or if he asked nicely.

"There we go," Saiki groaned, revelling in the heat and tightness. "I'm all the way in, Momo," he informed her. Not entirely true but he had no intention of trying to force the bulge at the base inside her. Fucking Katsumi. "How does it feel to lose your last virginity, Momo? And all to the same guy. How romantic."

"I haven't yet," she answered, wondering at the incredibly full, overstuffed feeling of her ass. "You haven't finished."

Saiki grinned. He wasn't sure that was how it worked, but it was fair enough. He took hold of her wide hips and started taking her ass. Gently at first. It was still her first time and he didn't want to put her off the experience. He intends to get full enjoyment of her plump backside for many years to come. Her. Kyoka. Katsumi. They'd be famous heroes. Each and every one his bitch as he stood at the top of their profession. He had that chance. Every doubt he'd felt over the past week. Every experience of feeling like he wasn't enough. It had to stop. All of those fears, those anxieties, they didn't help him. So he would cast them aside. Asking if he could was pointless. He would or wouldn't. All he could do was everything he could do. So he'd do that, because even if he didn't, even if he ended up just another runner up...

... No! That wasn't a reality he could accept! It didn't matter whether giving all he had wouldn't be enough! What he was doing right here in this moment, he spanked Momo hard on the ass getting a surprised yelp from her. That! This rich girl jackpot of a woman, she had become his! He just made her cum and was currently near balls deep fucking her ass! A guy who could do that, he didn't get to be a loser! A guy who could do that didn't get to be a runner up! For one glorious weekend he tamed the number eight hero with his dick! A guy that could do that didn't get to be second best anymore! He had no choice but to go on and accomplish bigger and better things! Earning wealth! The fame and adoration of millions, billions even! Taming even more bitches! And the number one spot! It would be his! He'd take it and who gave a damn if the world thought he deserved it!

It was this thought, this revelation that ran through his mind as his hips smacked against Momo's pale ass one last time, his seed flooding out of his cock to paint and fill her bowels. To mark her last hole as his personal property.

... Not exactly the most traditional impetus for a firming of one's resolve, but he knew what he was about.

As he came to his senses, he realised Momo was holding on to the tree for dear life, her eyes rolled back in her head, her tongue hanging out. Only belatedly did he realise that she came again, but his vigorous fingering of her pussy didn't slow to give her a reprieve. Oops. He took the temporarily mindless girl in his arms and spun her around, sitting against the tree.

Still with his dick in her ass. Because that was just fun.

It took the poor girl a moment to come back to her senses. Realise her new position, exactly how lewd she looked with her breasts hanging free, his seed leaking out from her ass to drip between their legs. "W-Wow." She giggled lightly, breathlessly. "I can't believe we did that!" He kissed her which only sent her into more giggles at the tenderness in such a lewd scene. "I must look such a slut!"

"You do," he agreed, smiling at her narrow-eyed look, "and it's beautiful." Even so, he pulled her sports bra back into place, Momo adjusting it for comfort immediately after.

"Is it going to go down?" she felt the need to ask. Much as she'd gotten somewhat used to the intrusion even if she felt a little raw, it was a little disconcerting.

"Not while it's in that sexy ass of yours."

"Stop it!" she admonished him with a laugh.

The two took some time enjoying the moment, basking in the afterglow. The forest backdrop made it a surprisingly serene scene, despite how their bodies were connected.

"You want to be the best, that's what you said last night," Momo said quietly, not wanting to break the peace of the moment too badly. "I'm not sure you'll be able to do that if you keep making such shameful displays as this one."

He could tell she was joking, but even so he answered her seriously. "You'd be surprised. Captain Celebrity does better than fine. Though the culture he comes from is way different to ours." Scandal was expected for people in the public eye in the west. They seemed to crave it on some level. While Japan... "Being an upstanding paragon like All Might is only one path to the top," he said after a somewhat lengthy pause. "It's not one I could ever walk, not that I want to."

The Japanese perception of inherited class and status would always follow him. There was nothing he could do about that. If he were to go to the west, pull an All Might and try to go big over there? Yeah, the story of an orphan kid from a broken home rising to the top, they'd eat that shit up and ask for seconds. But in Japan it was a stigma that would and did stick to him like glue.

And... That was exactly the reason it had to be here. He had to win here. Nowhere else would have the same impact, for him or for the nation at large.

"Well, whatever path you want to walk," Momo said, turning his head to look him directly in the eye, "If you be the best hero you can be, I know you can make it." She smiled. Willed him to believe it. "I believe in you."

At first, he felt the urge to roll his eyes. He remembered someone else who said that to him once, long before he got into UA. But, as she held eye contact, he found himself unable to so easily dismiss her words as 'the proper thing to say' as he did back then. She believed in him. It wasn't just words. She was willing him to believe it, doing her best to prove her sincerity. Did she know he found it difficult to believe that sort of thing? After spending his entire life being told he wouldn't amount to anything, and here she was. Half naked in the woods, pushed into public anal, his dick still inside her, none of it mattered.

Because she wanted him to know, wanted him to believe, that she believed in him.

He didn't know what to say. There were a half dozen right things to say that floated through his mind but for once none of them seemed sufficient.

But then he heard something else. And lost the moment. Suddenly, he rolled his girlfriend off of him and forcibly pulled up her pants. "Wha– Saiki!" He didn't have time to answer, quickly doing the same for his own clothing and sitting back against the tree.

Seconds later, a ginger-haired girl appeared from the trees. "Ugh, finally found you, Yaoyorozu."

"Kendo!" Momo exclaimed from her position laying on the ground propped up by one elbow.

The girl, Kendo, the class rep for Class 1-B, gave her fellow representative a disapproving look. "Class B's time is up. It's Class A's turn. Did you not notice?"

Her expression wooden, she nodded slowly. "I'll be right there."

Kendo's mouth opened as if to say something else, but her eyes darted between the two other students, narrowed, and her mouth closes again. Whatever she was going to say she seemed to have changed her mind, instead walking away with a hint of embarrassed redness rising to her face.

The colour of the rich girl's face was just about a match. The embarrassment of being caught in a compromising position too much for her to even form words.

"I got caught up in the moment," Saiki admitted.

"It's fine," Momo assured him despite not at all sounding like it was fine. "H-Here." From out of her arm a small sliver of soap appeared. "Use this to wash up." She followed up with a small pot of water.

"Thanks," he smiled weakly before the two got to the task of cleaning themselves.

"D-Do you think she...?"

"She probably suspects."

His girlfriend moaned in despair. "She was right, I'm a terrible representative."

"Don't be ridiculous, you bust your ass for our class. Don't think we don't know that." He looked to where Kendo came from with a frown. "Want me to find a way to give her a spanking?"

"No." She matched his frown. "Well... Maybe. It was very rude." Fixing her dark hair back into place, Momo sighed. "We do need to get back though."

Saiki's ears twitched. "Yeah, I'm right behind you." He watched her go for a second. "Wait, Momo?" She stopped. Her head turned to look at him. "I... Thank you. For... What you said before."

As awkward as she felt in the moment, Momo couldn't help but smile back. "Of course!"

The boy embarrassed for entirely different reasons to his girlfriend waited and watched her leave. Only when she was out of sight did his eyes look to the trees above. And as if that was what she was waiting for, Ragdoll appeared, dropping down to hang from a tree branch by her legs. "How's it hangin' stud?" Her eyes widened when he pulled his pants down in answer. "Oh, not hanging at all. That's some stamina."

He gave her a sour look. One she had become more than used to by now. "Are you constantly spying to perv on me now? That one look and one grope not enough for you?"

"I already told you," she said, rolling her eyes as her head swayed back and forth, "I know where everynyan is at all times." She winked, sticking her tongue out at him.

Saiki was, as always, less than impressed with Ragdoll's antics. "If you're not gonna jump on this then fuck off. Or at least knock off the catgirl shtick."

"Aww, but I thought you liked pussy!"

He gaped, recoiled. "Holy shit, I take it back. I've never wanted to fuck anyone less in my entire life."

The pussycat hummed, somehow making the sound come out condescending. "That's just your unrefined tastes talking. You prefer girls like her," the manic hero nodded in the direction Momo just left, her voice dripping with disdain. "The little airhead with more tits than sense."

Suddenly, she wasn't hanging from the branch anymore. It dropped out from under her, broken from its tree without warning. Still, with cat-like grace she rolled in the air to land on her feet. She watched her temporary charge make his own landing from his sudden assault.

His feet touched down, his head turning to send a dark look her way. One filled with severity and ill intentions. "Keep talking shit. I dare you."

Ragdoll... Smiled. It wasn't her usual manic smile. It wasn't teasing. In fact, to Saiki, it almost seemed proud. More than enough to take the wind out of his sails. "You're growing," she told him. "In more ways than you realise. When you understand it, I wonder if you're remember this as the turning point." Before he could ask her what the hell that meant, she walked, then skipped past him, her joyful persona back in place. "You should get back to your training!"

Once again, Ragdoll came and went, leaving Saiki only confused about what the hell just happened. That made two out of three encounters with the bizarre and irritating pro.

He didn't see the persona slip once again when she knew she's out of earshot. "I look forward to seeing it," she grinned entirely to herself, completely genuine. "The kind of hero you'll be."

-(-)-

The test of courage was bullshit.

Well, of course it was. Saiki didn't feel like he'd be blowing anyone's mind by saying so, so he didn't bother. Except for Iida, but Iida was a too smart moron who thought everything they did was some kind of bullshit hidden test or training exercise. What the test of courage was is simple. It was a way for the students to blow off a little steam after doing strenuous training for days. A chance to unwind.

Being honest, Saiki could say he liked the idea a lot. It sounded like fun. Getting paired off with someone to walk through a spooky forest? It was practically a carnival haunted house date scenario. It would be the perfect chance to score points with Momo or Kyoka, or tease the ever-loving shit out of Katsumi, maybe worm his way into Ochako or the frog girl's good graces.

"I'll be counting on you, Saisei."

Saiki's red eyes glared at the blond idiot. "Mm-hm." Tail guy. He got paired with fucking tail guy of all people! Bad enough he got paired with a guy, he got paired with the least likeable or interesting guy in the entire class! At least Aoyama he could laugh at behind his back! Tail guy was too boring to even laugh at!

He heard the feminine screams coming from the forest. Oh, man, what if one of those was Katsumi?! He could've held that over her for the rest of her life! He... "Hey," he spoke up suddenly, "Does something smell weird?"

Pixie-Bob and Tiger both looked at him. The blond woman rubbed her nose, and took a breath in through it. "You're right. Something smells rotten."

"Hey, over there!" Izuku called out, pointing in the direction of smoke rising over the tree line.

"Did someone start a fire?" Mandalay asked, alarmed at the idea of one of the students starting a forest fire for their little game.

But the fire fell below a more immediate concern as Pixie-Bob suddenly launched into the shadows of the forest, only to re-emerge hanging from the end of what looked like a metal girder. The blonde powerhouse of the pussycats was dropped without ceremony to the dirt. Not removed from the implement, instead slammed down with the movement of the mass of metal, leaving her head pinned under it. The other end held by a person with dark red hair, wearing sunglasses despite the night hour. "First, we need to remove these feral cats," they said, smiling as they held the hero in place despite her being unconscious.

"How are you this evening, students of UA," another figure spoke as he emerged from the shadows. His appearance vaguely reptilian with green, scaled skin, purple hair, and wearing an oddly familiar mask over his eyes. "We are from the Vanguard Action Squad of the League of Villains!"