Day 24 - Crossdressing/Sex Toys/Oviposition - SMT5 (Gay)

“Hey, come on, impress me, impress me!”

The demon was dancing back and forth in front of Enkai only seconds after hitting him with a punch that had felt like it should have killed him. The Nahobino’s eyes were still watering from it. And still, the demon kept dancing, occasionally thrusting his hips. Built like a bodybuilder but with sheer red skin and horns. Almost like an Oni if not for the facsimile wrestler’s belt and and mullet. Perhaps most importantly, Enkai had realized right around the same time that this was a fight he didn’t win and thus didn’t want to be part of that he didn’t have the kind of magatsuhi that would pay off a slime, let alone the thing that stood in front of him.

“Impress you?” Enkai gasped.

“Yeah! Come on! Show me something cool and I’ll join you!”

“What can I do that would impress you?” He was desperate enough to grasp at any straw that didn’t involve continuing to take blows or simply trying to outright run.

“Huh? You must not be very strong if you can’t impress me with your punches!” The demon laughed. “I thought little guys were supposed to have hidden power! Don’t tell me you’re just a pipsqueak!”

“You’re much stronger than me, what can I do to impress you that isn’t fighting?”

“What? Oh lame! I guess you are a little pipsqueak.” The demon laughed, then summoned a lump of cloth from thin air. “Alright, you want to impress me, put this on!”

Enkai took it from him and unfolded it slowly, his eyes widening. It was a short white skirt and colorful pink tank top like a cheerleader might wear, though it didn’t seem like it represented any specific university or school and was more the blank template that might be printed en masse. Turning it over, Enkai found that there was no under part and that the skirt had no center cloth which might hide the wearer’s private areas when it raised or moved.

“I… don’t think this is the whole thing,’ Enkai tried to explain, “There’s usually a piece of fabric-”

“What? That’s just how I found it!” The demon kept dancing and refused to lower his voice below that of a shout. Enkai looked around nervously and noticed that some other demons had started paying attention. “That’s all there is!”

“It’s…” Enkai tried to find the right words, “Broken. It’s missing a piece.”

“Huh? How can clothes be broken?” The demon laughed, “Come on, put it on! It’s more impressive if you can do something cool with the odds stacked against you anyway! The audience wants adversity! They want drama!”

Enkai winced and stepped into the skirt, then pulled the tank top over his head, flipping his hair out of the back. He grimaced and did a little spin for the demon, who scratched his skin and scowled.

“Hey, it’s no good just putting it on over your clothes! That’s not really wearing it!” The demon snarled, “You’ve gotta go all-in on the costume! You gotta become what the audience wants to see! Face or heel!”

“I don’t know if I can-” Enkai started, but caught his tongue and gulped. A pair of other demons of the same species seemed to have emerged from out of nowhere and joined the first.

“Yeah, come on!” One of them pounded his chest, “We wanna see you really get into character!”

“Don’t hold back! The audience can tell when you’re faking!” The other flexed.

Enkai gulped and tried to focus on the notion of the Nahobino’s armor fading away and returning him back to his form before they’d become fused together. The demon within seemed to assent, albeit with mixed results. The long hair remained, some parts of the armor around the shoulders and ankles didn’t seem to come away entirely, but more or less Enkai was returned to the same, weak body he’d had before slipping out of his own reality. Perhaps more importantly, his school outfit was nowhere to be seen. He was suddenly and extremely aware of how short the skirt was and how cold it was in the shade of the building compared to out in Da’at.

“Woah! Now that’s more like it!” The first demon pounded his fists together. “You’re a perfect fit for the costume!”

“Say,” Enkai decided to try to outthink them and get away before they had any other suggestions on how to impress, “How do you all have a belt? Shouldn’t there only be one champion?”

“What? We’re all different weight classes guy!” The first demon held up his belt and pointed to some of the miniscule writing, “I’m eight-hundred and fifty six pounds, the skinny one’s eight-hundred and fifty five, and the chunky one is eight-hundred and fifty seven!”

“Hey, come on!” The ‘chunky’ one protested, “I’m eight-hundred fifty six and a half!”

“Yeah, but they round up big guy!” The ‘skinny’ one replied.

“So… which one of you do you think would win in a fight?” Enkai was looking around for any way to get out. All of the smaller demons who had been attracted seem to have been scared off by three of the big guys being in the same place, and there weren’t any other big guys he could see on the way, but that didn’t mean he liked his chances of getting away.

“Huh? Are you dumb? What kind of league would do fights between weight classes?” The lightweight’s eyes bugged out, “That’d be unfair!”

“You never know until you try,” Enkai took a step back, “Us little guys can surprise sometimes.”

“Little guys can impress other ways! Like winning their own weight class!” The heavyweight flexed, “There’s no shame in fighting in a different bracket! All that matters is putting on a good show and the best man winning!”

“Then it seems pretty unsportsmanlike for you guys to fight me,” Enkai held his hands up in surrender.

“Who said anything about fighting?” The middleweight scratched his chin, “We want to see you do something impressive!”

“I guess you guys will have to find me somebody my own weight class, then.”

“What? That’d take too long!”

“Yeah, we don’t know any demons who are as light as you! You’re like a little baby kitten!”

“We want you to do something else to impress us!”

“I can’t just think of something impressive to do off the top of my head,” Enkai protested.

“I know something impressive!” The heavyweight turned to his fellow demons, “I saw a video on the internet once that was pretty impressive!”

“Come on man, out with it!” The lightweight flexed, “I’m getting bored! I might have to beat the human pipsqueak up if something cool doesn’t happen soon!”

“There was a little human guy like him on the internet who was also wearing girly clothes! He took this big human toy and put it up his butt!”

“What? What’s so impressive about that?”

“It was really big! Plus he could squeeze it and it would put eggs inside him! It was like a bubble tea straw, but for his butt!”

“I still don’t understand what makes that so impressive!”

“Have you ever seen a human put eggs in their butt before?”

“No, I guess I haven’t!” The middleweight scratched his head. “Matter of fact, I’ve never seen a human put anything in their butt before!”

“Oh god…” Enkai gulped, “You guys aren’t gonna… try to fuck me, are you?”

“What?” The heavyweight looked confused, “Why would we wanna fuck you? There’s nothing impressive about that!”

Enkai felt his stomach drop as the heavyweight started describing the toy and the three of them started focusing and summoning it into existence.

“Yeah, it was like that! But it was smaller!”

“Wait, isn’t bigger more impressive?”

“Yeah, but it can’t be too big! You gotta keep in mind how puny the human is!”

“Hey human! How big is your butt?”

“Turn around! Bend over!”

He sighed and sheepishly did as he was told. The truth was that he had more than one toy at home that had given him some experience with his back door, but neither were as big as the thing the three of them were making. Most humans wouldn’t have been able to handle even half of the thing they were making.

“Whoa! He’s got a small butt!”

“That just makes it more impressive if he can do it!”

“Yeah! But if he can’t do it, it won’t be impressive! We gotta compromise!”

They shifted it smaller and bigger again for a few moments before deciding on something that was far more humanly possible but still substantially bigger than Enkai’s biggest dildo. Enkai grimaced as they tossed it over to him and he caught it with a loud silicon slap.

“You guys going to make me some lube to help?” He offered apprehensively.

“What? Why do you need that?”

“Even one of my fingers is a little tricky without any lube,” Enkai tried as best he could to make the next few minutes suck as little as possible, “Something this big without any is impossible. But if you give me a lot of really good lube, I can probably do some impressive stuff.”

“You drive a hard bargain! This is coming out of your victory money!”

“Yeah! This is costing us magatsuhi, so you best believe it’ll cost you some too!”

“Hold on! What does lube look like?”

“In the video I saw, the human’s bottle looked like this!”

The heavyweight generated a foggy, light image of a bottle of white lubricant and they all put their hands together to manifest it into reality. They tossed it to Enkai and he opened it. It smelled plastic-y and like it was full of chemicals. The front of the bottle was marked with a sort of red and black smear, as if based on one person’s hazy recollection of what they’d seen through a grainy webcam video. At the very least, when Enkai poured some onto his hands and started to rub it onto the toy, it did the job with flying colors.

Enkai did everything in his power to get the toy as slick and slimy as possible, then turned his attention to warming up his ass. He got two fingers in without any trouble, then the third with the slight feeling of tightness around his hand. He considered going for four fingers and his fist, but even that wasn’t going to be as big around as the toy, and the demons started clearing their throats and rumbling.

“Come on! We’re getting bored, pipsqueak!” The middleweight jeered.

“I’ve seen a bunch of humans put their hands in their butts! That’s not impressive!” The heavyweight added.

“Show the audience something they’ve never seen before!” The lightweight finished out the trio.

With a sigh, Enkai removed his hand and straddled the head of the dildo, about as long as one of his arms and thicker at some of its thicker points, though with bits that thinned down to less than a finger’s width. It was so bulbed and knotted and bunched that it was going to be like a dozen little challenges instead of one big one, and the one at the tip was going to be one of the hardest ones.

He squatted down against it and let it press against his ass, finding it firm enough to not bend away and actually fill him with the stomach-churning sense of something trying to enter this backdoor. Enkai had to try not to get hard, it would only make things harder, but there was something about being dressed up like this and being watched by three hulking muscular demons that he found exciting in ways he would have had trouble explaining. He remembered the feeling of one of his friends finding a toy (luckily one both of reasonable size and human shape) and teasing him about being one of those people who did camera shows with his face hidden. The feeling of emasculation, showing off for an audience, his butt being used and his cock ignored. These were the kinds of things you recognized as thoughts you had but tried not to interrogate.

It finally slid in and he gasped and grimaced. For a moment, his asshole truly burned and ached. It was by far the biggest thing he’d ever had back there and he’d done nowhere near the amount of warm up he should have. At the very least, nothing had instantly broken and it hadn’t simply slid away and refused to go in. Discomfort could be muscled through, even if he would ache for it tomorrow.

“Yeah! There you go!”

“Keep going little guy! You got this!”

“You’re already impressing us!”

The feeling of being complimented was… no, not worth talking about. Enkai tried to push any complicated emotion or feeling from his mind and focus purely on keeping his body relaxed and taking the toy. He could feel the wide bulb of the tip crushing his prostate, a feeling which was too intense and too harsh to be pleasurable. He ground his hips a little lower and another of the bulbs slid in, much less harsh against his organs, though the bigger bulb now sat further up inside of him and was almost as oppressive there. Enkai took slow, even breaths, kept his eyes closed and tried to find his zen. The continued encouragement both helped and didn’t.

“Look at his butt go!”

“This human’s incredible!”

“He could probably even take one of us!”

Enkai cracked one of his eyes open and immediately closed it again. The three demons had produced their cocks from… wherever they had been hiding them (their loincloths had been so bulgeless and smooth he had expected them to be part of the skin) and were stroking them as a group. They were all the kind of size that resulted in permanent disability if you didn’t warm up properly. Even warming up on a toy of the size he was using now, they would be a challenge. One that might leave his asshole unable to properly close again.

“Yeah, come on! Now the eggs!”

“That would really impress us!”

Enkai reached for the pump (he had seen one of these used before, and wanted one of a far more reasonable size at one point) but realized that they hadn’t manifested any of that part of the item. Thinking back, he realized they hadn’t even included an opening on the head of the dildo.

“You guys… didn’t include any…” Enkai breathed through clenched teeth as he sunk further down.

“What? Oh crap!”

“You forgot!”

“Hey! You’re the one that forgot!”

“It doesn’t matter who forgot! Let’s make some eggs so the human can impress us!”

Suddenly the base of the dildo swelled massively against Enkai’s ass. He looked down and saw two head-sized protrusions bulging against the silicon.

“Hold on! No way those things fit!” He yelped.

“What? Don’t get scared now! You got this!”

“Yeah, your butt is impressive!”

“We’ll help you!”

For as much fear as Enkai had about the notion of them helping, he realized a moment later what they meant was both more and less ominous than he might have expected. He suddenly felt the egg at the top moving up the dildo and pressing against his asshole, trying to force it wide enough to slide in. Enkai yelped and grabbed at the silicon, but a moment later the force became great enough (and the egg turned so that the narrower top was facing upward) and he felt his ass being forced massively wide open. Further and further open until he thought his body was going to break, tears starting to come from his eyes, then suddenly passing the apex and shooting up inside of him as his ring clenched back down as best it could around the dildo. He could feel the egg moving up into his gut as the second one found a much easier time starting in before forcing him back impossibly wide again. It had to be the Nahobino helping, keeping him from literally breaking, but when he finally had both inside of him his legs gave out and he collapsed backwards, dildo sliding from his gaping, twitching ass.

The front of his skirt was stained where his flaccid, neglected cock had spurted a helpless load. His prostate ached, squeezed of everything it had been holding like a wrung-out sponge. He could feel the eggs sliding up into his gut, where they made his stomach swell like he was pregnant. He wondered if he would be able to walk again. Forget immediately, just period. He didn’t even want to think about what they would do coming back out.

“What kind of eggs even are these?” Enkai groaned and clutched his stomach.

“No idea!”

“Guess we’ll find out when they hatch!”

“Till then, we’ll help you fight to make sure they don’t get broken!”

“And we expect to get paid fight money for winning!”

“And if you can’t pay, you better be ready to fuck us!”

“Yeah! Now we know how impressive your butt is, we all wanna see it reach its true potential!”

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