7 - Chihiro Fujisaki - Halloween Succubus (by MidbossMan)

Chihiro Fujisaki had a lot to be proud of. He was one of the most sought after Ultimates studying at Hope's Peak Academy, both by potential clients looking for his skills and by a significant number of guys interested in his girlish good looks. Yes, his girlish good looks. Ever since a young age, Chihiro had been terribly frail for a boy, with pretty brown hair, an extremely petite figure, and rosy cheeks. Eventually, he'd decided to lean into it: if he couldn't escape bullying for being a weak boy, he'd re-enter the public as a girl, to whom such dainty features would be more of a charm point. It had worked... but the feelings of inadequacy had only gotten worse as he bid people to mistake his gender. Rather than wanting to be a girl or look like one, he now wished he could escape the trap he'd set for himself and live as a boy again.

It was impossible...

Here, on Halloween Day, he was once again left feeling inadequate. All day, adults had been asking him if he planned to go trick-or-treating with his friends... He was eighteen, closer to nineteen! Being told he not only looked like a girl, but furthermore, still looked trick-or-treating age was utterly humiliating. There were parties around campus as night fell, but he didn't feel like attending them-- no matter what he went as, people would be telling him he looked cute all night. After slipping on his pajamas, all he wanted was to curl up in bed, pull the pillow over his head, and try not to think about anything for a while. Peaceful rest, alone in his room...

Unfortunately, the night was neither peaceful, nor restful. In fact, it wasn't even alone. Once he'd gotten the covers pulled up to his chin, Chihiro heard something tapping against his window. With a gulp, he crawled out of bed to check, clutching the collar of his pajama shirt with trepidation...

A long, red fingernail was tapping against the glass. When he parted the curtain to see who it belonged to, a disarmingly friendly grin greeted him. He didn't know her well, but the woman out there was Junko Enoshima, known around school as the Ultimate Fashionista.

"May I come iiiin?" she questioned, suddenly putting on a cutesy face and fluttering her eyelashes. "Pwetty pwease?" She put one fingernail up to her lip and leaned her bare shoulder up against the glass. From the view, he could tell the crazy, bombshell blond was wearing a racy devil costume for Halloween, little more than a black bikini with bat wings and a horn headband. Sharp fangs glinted in the moonlight... part of her costume, right? He gulped.

The correct answer to her request was no, obviously. Other people might be having Halloween parties, but he was clearly in his pajamas, with the lights out, at 11:00 PM. What did it look like he was doing in there? No sane person would think it was okay to bother him right now...

Chihiro wasn't the type who could say "no" to anyone easily. That was part of the strength he desired that had always eluded him. "Um... S-Sorry, but... Why?" he questioned, rubbing his eyes. He'd barely climbed into bed a moment ago, but it felt like he was dreaming regardless.

When he cast his eyes back up, he saw she was wearing a grim expression and, inexplicably, glasses. She pinched the side of one frame between two fingers to adjust them, then tilted her chin up. "Ms. Chihiro, that was nothing more than a formality on my part. I'm entering, one way or another. You're my assignment for the night, you see. Your compliance is mandatory." Without waiting a moment longer, Junko walked into the room. Not through the door or by climbing through the window-- instead, she simply slid through the wall like it wasn't even there, suddenly standing inches away from Chihiro's face.

The young man fell backward on his butt and scooted backward, just as alarmed by the skimpy bikini she was wearing inside his room as he was the fact that she was apparently some kind of phantom that could phase straight through walls. "This is a dream, right?! This has to be a dream!" he posited, his knees shivering uncontrollably as he lay against the floor. "You can't be a d-d-devil, right?!"

Junko's crazy grin had returned. At this distance, he saw her a pointed tail swishing back and forth behind her like a cat's. Was it actually part of a costume? "Aw, the cat's out of the bag! That's the big secret I've been hiding all school year: I'm an honest-to-d-oh-double-G succubus!" she admitted, placing her fists upon her hips and looking extremely proud of herself. An energy seemed to build around her as she puffed out her chest, poking it out even further than it already jutted. "Hm hm hm. The question is, what are you?"

"H-Huh? What do you mean what am I? I-I'm the Ultimate Programmer-"

"No, I mean... You know how whenever there's a **** mystery, you can never just assume everything's just the way it seems? In fact, you kinda have to assume the opposite! People who write those things will give you a cute, innocent little bunny rabbit who turns out to be a killer, or they'll give you a loyal life-long butler who sells out his master! Ooor... They'll give you a guy who spends the whole school year dressed like a girl? What's that little thing poking against the front of your britches there?"

"Ah! N-N-No, it's just dark in this room and you're seeing things! Eeep!"

The same powerlessness that Chihiro cursed daily prevented him from putting up much of a fight as the self-professed succubus grabbed hold of his pajama pants at the knees and yanked them down, revealing girly white bloomers, the kind that hadn't been fashionable for girls to wear for years. "Come on. Drop 'em."

"O-Okay, you got me! I'm a boy! Please, please don't tell anyone! I-I was going to tell everyone eventually anyway! And, and don't worry, I won't tell anyone about your secret either!"

"Hmmm... You may be a boy, but I'd say you hardly have a drop of vital essence for me to suck out," Junko sighed, shifting in the blink of an eye to a version of herself so full of remorse, she might collapse. "Aaaah... This is the worst... I correctly guessed that you were a guy, but I revealed my secret to someone who's a dry well..." She sniffled a few more times, then put back on her grin. "He he he he. You were really going to break the big news yourself? Why's that?"

"Well... I want to get stronger. I originally started to dress like a girl because I was embarrassed for being so weak. What I really need to do is... is change myself. That starts with admitting what I've been doing. I have to get stronger, and that means telling the truth."

"Hmmmmm... But what if instead of that, I had a way cooler way for you to do it?"

"Huh? Ack! Ooow!"

Before Chihiro could stop Junko, she grabbed the same leg she'd pulled his pants off of earlier and sunk her teeth into his leg, biting deeply. That was alarming, but what was more alarming were the immediate changes: horns sprouted out of his head, a devil tail popped out just above his skinny butt, his teeth sharpened into fangs, all before she'd even pulled her mouth away. These were the sorts of changes that took mere moments to comprehend, but would take a lot longer to come to terms with. "Oh... Oh no no no. What did you do?"

"Hm hm hm! As the Ultimate Succubus, the only thing I like almost as much as draining the life **** out of guys is turning other people into succubi! A little guy like you can't give me much energy, but you can be a pretty good succubus."

"... A-Aren't I an incubus? Since I'm still male?" Chihiro had been worried his penis was going to disappear too, but that didn't seem to be the case.

"Eeeeeh, I'd stick with succubus for branding purposes," Junko laughed, rolling her eyes and becoming very sarcastic. She began to examine her nails as though this was no further business of hers. "Aaah... I'm getting bored already."

"Can you change me back, then? Please?"

"Nooo... That's a paaaain," she groaned, slumping her shoulders and flopping down on Chihiro's bed with her blond pigtails splayed around her. "Besides, ain't you even gonna thank me? This is a good thing for you. You wanted to get stronger, right? For a succubus, getting stronger's the easiest thing in the world. All you have to do is..."

If anyone at the academy could be said to be Chihiro's opposite, it was Mondo Owada, the Ultimate Bike Gang Leader. Where Chihiro oozed femininity against his will, Mondo had a vested interest in being as macho as possible and lived that life every day. He was one of the buffest, bulkiest guys in school. His bright orange hair was always styled in one of those badass pompadours the Yakuza wear. Everything from the way he dressed to the things he did oozed machismo. To do any less would be to betray his gang, after all.

As such, he didn't have any plans to attend any stupid Halloween parties. He was staying in tonight, just like Chihiro, although he was using the time to pound back a few beers in private where no snitches could bust him for it.

He actually had his own worries, not so different from Chihiro's, in terms of living up to the masculine expectations society placed on him. In Chihiro's case, life had made it difficult to reach that minimum bar. In Mondo's case, his bar was high, impossibly high, living in the shadow of his deceased older brother. It was the kind of thing that a good, stiff beer helped take the edge off of.

Feeling suitably buzzed after a third can, Mondo began to stumble towards his bed. He was dressed in tiger-print boxer-briefs and nothing more. No reason to dress up for anybody-- it wasn't like he ever had company. Most people were too scared to get near him, even student council types. He flopped down with his belly against the sheets and his broad back up towards the ceiling, ignoring the newly popped fourth can he'd just spilled all over the carpet.

As he blinked in and out of consciousness, he heard a sound like someone shuffling behind him, hurrying to pick up the beer and clean the carpet. "Huh? Someone there? Who the fuck are you?" he questioned in an irritable, groggy growl, not fully understanding just how strange it was for someone to be inside the room where he'd been drinking alone, without having opened any doors or windows.

Chihiro had intended to knock on the outside door, but when he'd finally worked up the courage and reached out, he'd stumbled through, phasing just like Junko had. Only after that moment did he finally understand how to solidify his new succubus body when he needed to. "I-I'm... a succubus," Chihiro gulped, wondering if there was even the slightest possibility Mondo wouldn't recognize him for who he was. He'd borrowed an outfit from Junko, but it didn't fit him nearly so well: the bra only served to accent the lack of any kind of chest definition and what had been a pretty flattering, black leather bikini bottom on Junko was more like silly wrestling trunks on him. His tail dragged across the carpet as he slowly approached Mondo's spot on the bed.

"Whaaa? What the fuck? A succubus?" Mondo repeated, waiting for an answer that made more sense. "Oh. A woman, huh? Wait... What the FUCK is a woman doing here?!" It was a voice that was more outraged than startled, but even still, Mondo remained lazily down on his stomach.

Chihiro had seen girls get frightened off by Mondo many times before when he reacted to them this way. In fact, he himself had been scared off in exactly those cases before. For now, he needed to get stronger... and that meant no retreating. "I'm here to... well, you know... do what a succubus does."

The "girl's" voice, like the tittering of a cute, harmless little rabbit, was making it tough for Mondo to stay on his guard. Still, he was getting tired of repeating himself. "Tell it to me plain already!"

"You seem a little tense," Chihiro vastly understated his condition, "so I want to help you relax! Like, um... Let's start with a massage!"

Clear-minded Mondo probably would have rejected being massaged by a weird intruder, but drunk Mondo thought that it'd be rude to turn down a lady who seemed into him enough to give him a massage. "Huh... Well, if that's what you wanna do, go for it. I guess I'm already... shit... dressed for the part," he grumbled, suddenly a little red-faced as he remembered that the mystery girl was seeing him in his underwear. "But I ain't paying for it."

"You don't have to! ... Not more than you can spare, anyway."

"What was that?" Mondo barked back.

"I said you d-don't have to!" Chihiro reiterated, now taking the call to finally mount Mondo... Sort of. He was really just crouching with his knees together between Mondo's splayed legs. With inexperienced hands, he began to do his best imitation of a massage, running his slender fingers across the ridiculously toned back muscles of the Ultimate Biker Gang Leader. He gasped in admiration, feeling how taut and strong they were, even in a relaxed position like this. Granted, it felt like he really needed a massage with how knotted he was back there, but otherwise, these were exactly the kind of manly muscles Chihiro envied. What he lacked in practice he made up for in enthusiasm as his hands explored Mondo's shoulders and abdomen.

Mondo, for his part, was totally buying that this was a massage from not just a girl, but a succubus. The girl's hands were so soft and delicate... he'd never felt anything like them in his life. He imagined what it would be like to date a girl like this and feel her gentle fingertips every night... maybe the rest of her besides her fingertips? Crap, he was getting stiff... Whatever the case, he was getting a new wave of curiosity towards the mysterious succubus and his head was starting to clear a little with the jolt of energy granted by the eroticism of the situation. He couldn't resist rolling over on the bed.

As soon as he did, Chihiro drew one hand off of Mondo while resting the other on his chest. Chihiro used the retracted arm to cover his eyes sheepishly, hoping to hide his identity a little better. "Eh he he... Um... I..." he fumbled, waiting for Mondo's inevitable surprise. Even if he didn't notice that Chihiro had a penis-- the tight shorts might be making that evident, coupled with a worrying, but rather small, boner Chihiro was now sporting-- he'd at least recognize that Chihiro was one of his classmates.

"You look..." Mondo began, then gulped, casting his eyes to the side self-consciously. "Uh, you look just like a girl in my class I kind of have a crush on."

"... What?!" Chihiro gasped, nearly falling back off the bed. "U-Um... That's right... I can take on the form of the girl you want to um... be with..."

"No shit?! That's actually kinda rad. I don't care if you don't have tits, you know? She doesn't either," Mondo finally admitted out loud. He was through looking this gift horse in the mouth. He could no longer deny that a cute, real succubus was in his room massaging him and shit. Why fight it? "So if you're a succubus does that mean I get to... You know...?" he asked, pantomiming sticking one finger repeatedly through a ring made by his other hand.

"Aaah! I-I, um, don't think so. I was thinking something... different... if that's okay..."

"Hell, I'm down for anything," Mondo agreed with a no-nonsense nod. "It doesn't leave the room though, right?"

"Right! Absolutely doesn't leave the room! But still, I'm a little embarrassed, this being my first time and all... Would you mind closing your eyes for the next part?"

"Huh? I guess..."

As Mondo closed his eyes, Chihiro gently nudged on his chest, not forcing him to lie down, but rather, giving him the minimum suggestion he ought to. When he complied, Chihiro awkwardly repositioned himself so that his groin was about collar-level with Mondo and his face was towards Mondo's groin. The shape of Mondo's erection was very, very evident against his tiger-striped underwear, not just engorged, but throbbing with expectation. "Oh gosh..." Chihiro muttered to himself. He was scared and embarrassed as hell, of course, but another part of him was sort of excited. So this was the cock of a real man's man, huh...? Slowly, he peeled down the boxers, revealing Mondo's massive shaft to the open air.

"Oh fuck, you're really going for it, huh?"

"E-Eyes closed! Please!" Chihiro reminded him. "Now, I'm going to... extract a bit of it." Mondo didn't respond, so Chihiro took that as the go-ahead to continue. He slowly brought his head down, then, to test, began to gently lick the pink tip of the cock. It twitched violently in response. In the end, it was just like any other bit of flesh, no different from sucking your own finger except that it happened to be attached to someone else.

In Mondo's mind, the cutest, most conveniently placed supernatural girl in the world was giving him a blowjob, when in reality, it was just his abnormally cute, 100% male classmate.

Chihiro was open-minded enough to know that in another life, there might be nothing wrong with this at all. Knowing Mondo, however, Chihiro knew he'd freak out if he realized the truth. Gay stuff was kind of a big no-no for macho biker guys with a reputation to protect. As such, Chihiro silently prayed to whatever God watched over succubi that Mondo wouldn't open his eyes and see Chihiro's own cock twitching against the thin, jet-black bikini bottom, or worse, any sign of the balls, which didn't fit in there so neatly despite their rather compact size. Something told him he'd be fine... Mondo seemed like a guy who always kept his promises. If he said he'd keep his eyes closed, he would.

Emboldened by Mondo's physiological reactions so far, Chihiro put his lips down against the head of the cock and began uncertainly sucking on it like a piece of candy. It wasn't like in porn-- he didn't immediately acquire a taste for dick. On the other hand, it wasn't nearly as bad as he'd worried it would be when he became a succubus. He dragged his lips up and down slowly, closing his eyes as a bead of sweat rolled down his mousey brown hair to the tip of his nose, then dripped down onto the bed just beneath Mondo's balls. Was he actually into Mondo or was it just the eroticism of the situation? Whatever the case, what he'd tried to justify as admiration of Mondo's masculinity was slowly causing him to wet his bikini bottom with precum.

There was a lot of it coming from Mondo too. As Chihiro wrapped his delicate fingers at the base and brought his head down further, swallowing more of the cock, Mondo moaned in satisfaction. Without asking, he placed one hand on top of Chihiro's head, his strong fingers holding tightly to her scalp and guiding her as gently as he could manage into bobbing up and down on his penis. "Hey... If you want, I can put some fingers in you too! Help you finish?" he reminded her.

He felt his succubus shake her head violently, momentarily jerking his cock back and forth.

"Fuck!" Mondo winced, not expecting the extra stimulation. At that moment, he lay his head back against the pillow and let loose his load, spilling it roughly into Chihiro's waiting throat.

His classmate gulped and felt tears forming at the corners of his eyes, having no practice at this sort of thing and experiencing such a forceful ejaculation as their first time. Still, he couldn't spit. He held the semen in his puffed up cheeks, trying to decide what to do. Could he actually swallow all of this? Did he want to? Was it ridiculous to even ask such a question after coming this far?

Before he could answer, a pair of long-nailed hands grabbed hold of his cheeks and turned his head. Junko's grinning face appeared in front of his, like it had earlier that night. Before Chihiro could protest, Junko locked lips with him and squeezed his cheeks, pumping the majority of the load from the newbie succubus's mouth into the more experienced mentor's. With a satisfied slurp, she vacuumed it out from his lips, then she gulped loudly with pleasure. "Aaaaaaw, yeah. That's the good stuff! He must have really liked you. You took that stud for all he was worth!" When she finished, Chihiro was left with almost nothing to swallow, but also, another predicament.

Chihiro looked down to realize that he'd been lifted into the air, now soaring above the clouds away from the University. He panicked for just a moment until he realized he could also fly. Then, he knit his eyebrows in what passed for fury on his adorable face. "Hey! That was mine! I was going to use that to get stronger..."

"Oh, please. Call it a finder's fee!" she scoffed, winking and flashing a peace sign. "Not like you're strong enough to do anything about it."

Chihiro felt tears welling up in his eyes. He felt like crying. Not only had he gotten his haul stolen so he wouldn't get any stronger, but also, he felt like the connection he was building with Mondo had just been trampled on.

Junko burped loudly, then kicked her feet in the open sky. "Cheer up, shortie! There's plenty of unsucked dicks out there tonight! Time to get back in the saddle. I couldn't drink another drop after that huge, backed-up load, so the sky's the limit for you. Weeell... I might go give a few others around the neighborhood a little nibble on the neck, since you turned out so fun. Why don't you go hit the second biggest house on the block, champ?"

"... M-Maybe I could... Get him up again?"

Junko blinked for a moment, then cackled loudly. "Ha ha ha ha ha! I made a good choice switching you over, didn't I, my little cum-slut? Go on, then. Get that big biker dick. Try not to hurt your jaw."

With a small smile, Chihiro nodded, then headed back down towards the dormitories. He wiped away the remnant jizz from his lips and a bit from his nose, using one hand, then fluttered his wings. Getting Mondo ready for a second round while miraculously preserving his identity wouldn't be easy, but then again...

Challenges like these were sure to make a man stronger!