A flash of darkness, and there Frisk was again, poised over his dick. Primed to the limits of what they could handle, ready for a mind-blowing orgasm, at any time he wanted.

Seemed a waste to just let them cum so easily, didn’t it?

He grinned as he teleported behind them before they managed to get on him and they shrieked.

“No, Sans, I… no, please…” they babbled, and he laughed as he shoved them forward onto their hands and knees.

A shame he couldn’t see their face from this angle, but there were other benefits.

He pulled back the magic on his dick, making it a little smaller. He wanted to torment them with pleasure, not excessive pain, after all. And physical pain wasn’t so much their thing.

Fortunately, the magic of his dick’s form was rather slick, and so he had no trouble as he pushed into their ass for the first time.

Another mortified shriek and moan came from them as he buried himself into their heat. It felt good, and interestingly different. He’d never been able to do this before - his own species wasn’t equipped for it, after all. Frisk was tight on him - probably too tight, if his magic didn’t let him forcibly ignore issues like that.

He thrust again, drawing forth another desperate, shaking moan of embarrassed pleasure from them. By the sounds they were making, pain wasn’t an issue at all.

“No, no, no, no, no,” they moaned, sounding hilariously embarrassed as he increased the pace. “I can’t… god… I can’t cum from this, I can’t…”

For all of their embarrassment making them hold back, their body was just too intensely primed for this. With another desperate shrieking moan, they came and holy fuck did their ass clench tightly when they did.

Not that it so much as slowed him down. And there was no reason to hold himself back. Why resist the pleasure, when he could just have it again?

As their orgasm began to fade, he came inside, summoning blasters and killing them as he did.

He did kinda regret not seeing their face, but hey, that was fixable.

This time, as soon as the flickering void passed by, he grabbed them with magic and tore them to the side, rolling on top of them and pinning them down. He pulled their legs up as they protested once more and slammed into their ass again - this time without reducing his size.

Their face was bright red with beautiful embarrassment and horrified mortification. A blend of pleasure and pain, too - not too much pain, it looked like, not for his pet masochist.

“heh heh heh,” he said. “you like this, don’t you? you like cumming from me taking your ass.”

They managed to get to an even brighter shade of red as he moved more slowly, not letting them cum just yet.

“I… I need… oh, god, Sans… I can’t…” they moaned, trembling.

“answer me,” he said.

New world record for reddest Frisk ever. He laughed again as he continued to fill them, at a pace just short of what would let them cum. They looked close to crying, but he could see their pleasure. It was maybe pushing things a little too far, but hey, they wanted that, didn’t they?

“It’s so wrong…” they moaned. “But I want to cum so badly, Sans, please, I need… I need…”

“that’s not an answer,” he said, and paused in his thrusts to reach up and pinch their nipple.

Heh heh heh… he’d have to be careful with that. Keeping them on the edge with them this primed and being inside of them, that was no easy feat. He was having to hold completely still.

“tell me how it feels,” he ordered, moving slowly within them again.

“Please, god, please, Sans, I can’t…” they gasped, writhing under him.

He summoned a small bone and scraped it along their chest lightly, making them shriek.

“you’re not listening,” he said with a grin. “maybe i shouldn’t let you cum.”

“No, no, no, no, no…” they whimpered, gripping his arms tightly and looking away, their face practically glowing. “God… Sans, it feels good, it’s so wrong, but that’s hot, and it feels better than it should, it shouldn’t feel this good, I want to cum… please, please, please, make me cum…”

“tell me,” he said, enjoying how much they were struggling with this. “do you want me to make you cum from taking your ass?”

They could barely breathe, they were so mortified.

“Yes… yes, please,” they whimpered.

“please what?” he asked with a dark laugh and a harsh thrust that was almost too much, almost pushed them over the edge. “you’ll need to be specific.”

They cried out, a gargled scream of mortification, embarrassment, pleasure, need, and desperation. The sound was exquisite.

“God, Sans, I can’t…” they gasped. “Yes! Yes, okay, yes, please, please, please, Sans, please make me cum like this, make me cum from my… my… god… from taking my ass…”

He laughed again as he stopped holding back, slamming into them and immediately pushing them over the edge. They screamed as they came and it felt fantastic. Different than their pussy, but still a great sensation, and he was absolutely loving the blushing ecstasy on their face. He let himself go within them, and with another surge of power from his blasters, he was ready to do it all over again.

This was just too much fun. What should he do next?

He laughed as they drove themself down onto his dick as he tried to think about his next entertainment. So strange, to orgasm and then just instantly be filled with desire; to pound them hard and instantly be filled with vigor; to let time pass him by and not lose a single moment.

Watching and feeling them cumming hard on his dick gave him another… fun idea. He couldn’t help but grin again and summoned the blasters. He might as well cum first before reloading. He let his dick get outsized again, pounding into them aggressively and soaking in the pleasure of their strength.

It didn’t take long to reach his peak and fire his blasters, feeling their life burning and pouring its way into him, flooding him with overwhelming pleasure once more.

Damn, that felt good. Normal sex was practically just foreplay now, by comparison. Could he ever be satisfied with it again? Not like he’d even had that much since coming to this world… but he didn’t need to think about any of that.

There was another way he’d thought of to push Frisk, and that’s all that needed to occupy his mind.

The story has been illicitly taken; should you find it on Amazon, report the infringement.

The next few loops he played with oral sex again. He wanted to see how much Frisk would squirm being that close to the edge while sucking him off. And to find out if, even after getting accustomed to the intense pleasures of sex - and the nonsense the two of them had gotten up to - if they could still get off from sucking him off with the phasing trick. Turned out they could!

But, it was a terrible shame, he killed them when he came, and that meant they didn’t get to properly enjoy it. How horrible. The look on their face…

Heh heh heh.

So the next loop he decided to have fun with his tongue. Without letting them cum first, of course. He hadn’t gotten them off that way before, after all, or played around with his tongue inside of them. Turned out he could edge them hard enough to make them cry, but the sensation of them cumming around his tongue was a lot of fun. He did check afterwards that they were still okay and while they whined excessively before answering, they did confirm that it wasn’t actually too much. The hesitation in their eyes before they admitted that pleased him more than was probably good, but eh. They were both having fun.

Using his magic to bind them in place and teleporting around to take them in different ways was also fun. When they were bound like that, he could push them even closer to the edge, it turned out. And if he messed up, he could just kill them and try again! Before they had the satisfaction of the orgasm, of course, because he didn’t want to reward them for his slipup. That just wouldn’t do at all.

After a few loops of driving them absolutely insane with perhaps excessive edging play, they begged him earnestly to be able to cum. Which gave him another fantastic idea that they would be certain to love maybe a little less than he did.

This whole tormenting them thing was too much fun and he had no idea that he’d love it so much.

He decided to try to bind them in a reset loop of endless orgasms. He took them hard from the moment the loop started, and just as the orgasm began to fade from its peak, he killed them and did it again. It meant that he wasn’t able to cum himself for a while, but that was just a sacrifice he was going to have to make. After all, he really needed to know if he could make them beg for mercy from pleasure. Wouldn’t that be hilarious?

Turns out they would after enough loops, and it totally was. He didn’t count, but he was pretty sure it had to be close to thirty or forty back-to-back orgasms before they became a gibbering mess, saying they couldn’t breathe, they couldn’t think.

After that, of course, he wanted to enjoy cumming for a bit. He was getting really quite accustomed to cumming with his dick buried in their flesh and soul alike, flooding him with overwhelming life and pleasure as he killed them. And, as much as he enjoyed messing with them, edging them, and denying them, it was the absolute best when they came together, when the flowing vitality forced their pleasure into him with their life.

All this fun, all this pleasure, and not a single whiff of the post-orgasm clarity that might make him question the wisdom of his current priorities. But who needed wisdom, anyway?

He had one idea that he was kind of disappointed it took so long to think of - and he couldn’t blame Frisk for not thinking of it, he was kinda making them incapable of thought - was trying to get Frisk to change the way the phasing trick worked. They’d prioritized survivability before, after all, when he’d foolishly worried about killing them. They might be able to enhance the effect, instead.

It was a terrible shame it took so long to think of it, because they could. Took a little while to get it right, but what did time matter in this eternal afternoon? They could shift it to the point where they’d die in seconds, pouring their whole life into him. Damn, that was a rush. They enjoyed it, too, for reasons he still could not even slightly wrap his mind around. But that was alright. It was also astoundingly revitalizing - a full meal and a full night’s sleep in seconds, effectively.

He even told them why he was having them try, about how it restored him. He knew he’d decided not to mention it earlier, but that just seemed senseless. He could trust Frisk, and it was useful. So many of his quibbles from earlier just seemed pointless. Part of him was still trying to be worried that changing his mind about so many things so quickly was not a good sign, but he’d decided to brush that aside for today. So it didn’t matter.

Nothing mattered, but this unending moment of pleasure and connection.

Some things that he tried weren’t to Frisk’s taste, but as easy as they were to read, he just switched to something else. They barely even counted as off notes, and just were part of the play and exploration. No condemnation from either - just fun and ideas.

He wasn’t the only one who had ideas, though. Frisk had one main one that he was initially a little worried about. They didn’t want to tell him what it was, saying it was something they’d done in one of their earlier loops and wanted him to be able to remember. Considering all he’d done to them, he was a little wary of giving them free rein but, eh, he trusted them.

Turned out, when Frisk was edged to the point of madness, they begged him for mercy. When he was edged to the point of madness, he flat out ordered them to let him cum. It was fun to be on the receiving end, though, especially since he could always end the game whenever he wanted.

Time passed, and they shared in so many pleasures. Endless desire and satisfaction, never a moment needed to breathe. Endlessly reforged soul connections, to share in a wordless intimacy of love, of the twisted sorts in both of their hearts.

And yet… and yet the time weighed on his mind in other ways.

His mind slowed in giving him new ideas of things to try, and Frisk fell more fully into his sway. They were his, mind, body, and soul, and as true as that had been for a while, it somehow grew to feel more so.

“hey frisk,” he said, after letting them finish their initial orgasm, thrusting into them in a slow, satisfying way.

“Mmm?”

“c’mere,” he said, pulling them close to his chest. “this has been incredible.”

They whimpered a little and nuzzled their face into his collarbone, moving against him in wonderful ways.

“I don’t want it to end,” they whispered.

He didn’t, either. But he didn’t want this to be eternity. He didn’t want to never see anyone else he cared about. It had to end.

He rolled them over onto their back and resumed taking them. Slowly, gently, softly. Still phasing into their soul, because that’s just how things went now. But he could slow the life drain himself, now, help keep them alive longer.

“i’ve been having a lot of fun with you,” he said. “but this time isn’t about that.”

They looked a little confused, but then softly smiled, closing their eyes, as he brushed his hand down their cheek.

“i don’t say things to you, and i should,” he said, thrusting into them slowly. “i didn’t think so before, but i was wrong. maybe i’ll go back to thinking that way again, so i wanted to say this now.”

They blinked up at him.

“thank you,” he said, trying to let his feelings out into his words. “even if i’m an idiot later who doesn’t say it. don’t ever think that i don’t appreciate you.”

“Sans…” they murmured, smiling up at him lovingly as they moved with him.

“don’t let me convince you that i don’t need someone close to my heart,” he said. “don’t let me convince myself, either.”

It hurt, and yet felt so freeing, to say this as he was wrapped, body and soul, in their life and pleasure.

“I love you, Sans,” they said, embracing him.

He… he couldn’t…

He fell onto them, embracing them back, but those words hurt.

Hearing those words, feeling like this… he hadn’t let himself miss her in years, not really, not letting himself fully feel it. His heart was torn open and he couldn’t speak.

Frisk wasn’t her, but they mattered to him anyway.

He let the connection flow between them, despite knowing what they’d feel, but he could trust them. He might not be able to speak, but he could do that, before it was too late. Before the more pragmatic, fearful, cautious version of him decided to close himself off again.

They had to eat some pie, but that was barely a blip. It was a good moment, sweet and soft, and it proved surprisingly difficult to not kill them as he came. He’d gotten really used to that. Still, even without their full soul flowing into him as they died, it was a wonderfully satisfying orgasm as they came together.

He had no idea what his future self would think, but for what it was worth, he tried to commit to the idea that this wouldn’t be the last time. He didn’t want to lose this.

He held them close as they panted together, feeling sated for the first time in quite a few hours.