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This story was written for Burgabandit as their 500 word patreon flash fiction for August. It contains sexual acts between consenting adults, a male and a herm. :3

Beyond Boundaries

In his time as a lover to Kate and a part time pet to both her and Annabelle, Snap had experienced a lot more sex than he had ever dreamed of experiencing throughout his entire life. He had done things to and with those women in ways and places he'd never believed possible, and though at times it had been more than a little overwhelming it wasn't an exaggeration to say that he would have done it all over again at the drop of a hat if only they were to ask him... which, to be fair, they quite regularly did.

But this... what he had been faced with today, this was a test, a challenge with which Snap had never expected to be faced.

"Ah... ah, f-fuck..."

The were-donkey's large, plump figure trembled as he lay upon his belly, his thick thighs trembling as his backside rose up in the air and he felt the unfamiliar though not unpleasant sensation of Annabelle's tongue teasing at the pucker of his ass. He wasn't horrified by the idea that the herm tigress had proposed to him earlier that morning, he wasn't even scared really. He was just... surprised. Unprepared. Before today Annabelle had shown interest, an attraction to his big, plump ass of course. More than once she had made reference to his 'sweet donkey-donk' as they fooled around in weeks gone by. But until that same day she had never spoken openly about what exactly she wanted to do with that ass. What she wanted to do to it, until she had.

"You like that, don't you Snappy?"

He shuddered happily as her voice emerged from between the cheeks of his ass, the tigress' tongue pausing in its ministrations only briefly before resuming its rough, slurping assault upon his pucker. He nodded, groaning in assent before burying his face in the pillows below. It wasn't that he was embarrassed to admit that he did indeed like the sensation. It wasn't anything about macho bullshit or dumb worries about anal play making him gay, whatever the fuck that meant. It was quite simply just that Snap had never even considered anal sex before, so much so that trying to do so now was like trying to imagine a colour or a shape you'd never seen.

After maybe ten minutes of teasing the exterior of the were-donkey's posterior with her tongue, Annabelle withdrew. For almost thirty seconds Snap lay still, trembling and blushing as between his legs his cock throbbed and drooled pre-cum onto the bedding below. He dared not look up, convinced that if he did he would see Annabelle advancing upon him with a huge dildo twice the girth of her arms slung over one shoulder. But at the same time he didn't try to shield himself, he didn't try to resist or hide from whatever might well have been moving towards him in that moment.

"Ah!"

He gasped sharply, loudly, when something cool and slick pressed against the pucker of his ass. His eyes bulged and he cried out into the pillow, tensing up for a few moments before he recognised the feeling for what it quite obviously was. A finger. Just one finger. Slick, softened, wetted with what had to be lubricant of some sort.

"Oh god. O-ohh..."

Just as she had with her tongue, Annabelle took things slowly. Her finger wiggled its way against the exterior of the male's pucker for almost a minute before withdrawing for a fresh application of lube, and only then as it returned did it begin to apply even the slightest pressure to the slick sphincter. Snap's whole body shook, his cock slapping up against his rounded belly in shock and excitement as that finger pushed into him. Not easily, not without effort, but not painfully or with any great difficulty either. The sensation was... new. It wasn't bad, though at first it wasn't really something that Snap could call good either. It was just... alien. Unfamiliar, and thus disconcerting despite coming from a place of love and a person whom Snap trusted absolutely with his body.

Then, just as Snap was beginning to wonder if he might have to ask Annabelle if they could not take it any further than this today, just as he was beginning to wonder why there were people, regardless of sexuality, who enjoyed anal sex so much, he felt something.

His tail twitched. His eyes bulged. He let slip a ragged gasp as the single finger probing around within him grazed against... something.

"H-holy shit..."

He panted. Annabelle giggled.

"Ooh. There it is."

She touched that spot again. Rubbed it, or rather, rubbed the interior flesh close enough to whatever it was to have a rather intense stimulating effect regardless of the indirect contact. Snap gurgled loudly, and he blushed crimson as a thick streak of pre-cum oozed from his cock and out onto the bedsheets below.

"T-there's... what? Oh... ohh fuck, is...is that my... aaahh..."

Again Annabelle giggled as his voice trailed off into a slightly louder, more gleefully horny cry.

"It most definitely is, Snappy. And I promise you, when it's my cock inside you, not just my finger... there won't be a stroke, there won't be a moment where you aren't feeling my cock rubbing up against you just like this. Only harder. Only more."

Snap shuddered and moaned. The strange, unfamiliar feeling was still there. But when combined with that feeling as his prostate was probed and poked at, it was undeniably enjoyable now. It was good. It was pleasurable. It... quite frankly, it was fucking hot as hell.

He lifted his head from the pillow. He turned it, and looked back over his shoulder, up to where his ass was still lifted into the air, waving back and forth, trembling as Annabelle stared hungrily back at him over it.

Swallowing thickly, the were-donkey nodded to the herm tigress. Not just in approval, not just in assent, but in pleading, urgent desire.

"Y-you can... you can fuck me now."

He moaned hungrily.

"Please, Annabelle. O-oh god. Please. Make me feel more of that. M-make me...ah, god. Just... fuck my ass. Please."

By Jeeves

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