Bargaining with Death (Puss in Boots x Death)

, , , , , , , , , , ,

Because of an unfortunate event during his adventures, Puss once again meets his old "friend". However, he does not intend to go out that easily. At least, not before having a bit of fun before that.


This was supposed to be just a short yiff story written as a warm-up for writing NSFW stories, before trying out writing about some more specific fetishes or niche characters, but it took me almost 4 months to finish this. I was in a weird place in my life recently, so the quality might not be that consistent over this piece. There are some parts I'm not that proud of already, but honestly, I'm just happy I finally sat down and finished it, and I just refuse to work on this anymore, at least for now. I definitely will try to write more from now on, and I'd rather move to new projects.

Regardless, I still hope you'll enjoy this work, and find it at least somewhat hot ^^

And of course, any criticism will be appreciated, so that I can improve in the future, as long as it's anything more verbose than "ur story suckz".

I don't have any rewards for supporting me yet, because I'm barely a beginner in the field of NSFW writing but if you feel like throwing some money my way, here is where you can do that. Anything will be appreciated, but don't feel obliged to do so. ^^

Kofi: https://ko-fi.com/doeofwoe

Buy Me a Coffee: https://www.buymeacoffee.com/doeofwoe


Puss in Boots was falling.

Not that it was unusual for him. During his adventurous nine lives he was often tossed, thrown or even catapulted by his adversaries. Thankfully, his catlike reflexes -- with a healthy dose of pure luck -- usually allowed him to survive.

Well, usually he wasn't thrown from a tower of some stronghold built on the side of a mountain.

And usually he wasn't stabbed with a sword just seconds before it.

So now that he had a few moments before hitting the ground, Puss in Boots tried to ignore the pain of the bleeding wound and think about how to get out of this situation. He could try to use his claws on the cliff side to slow down his fall... Except he was thrown in an unbelievably unlucky angle and the potentially lifesaving mountain was moving further away from him.

Maybe he could just survive the fall? Cats are pretty good at that, after all, even without their nine lives. But a quick glance at the rapidly shrinking distance between him and the ground dispelled any of his hopes of it being a possibility.

He sighed. Well, it was bound to happen eventually. This time he won't run from it. He lived a good life and had already accepted his mortality.

But it didn't mean that he wouldn't try his one last idea.

With that final thought, Puss in Boots' body hit the ground. He didn't even feel the pain as everything went dark.

***

The first thing he noticed was that he didn't feel the pain of his bleeding wound, which was definitely welcomed.

The second thing he noticed -- which was definitely much less welcomed -- was that he pretty much didn't feel anything at all.

Puss in Boots opened his eyes. Or at least he thought he did. His body felt incredibly weird, as if it was barely even there. Regardless of what was actually going on with it, he was able to see again, at least.

He was definitely at the base of the mountain, he could tell that much. He could see the stronghold from which he was thrown out high above him. He took a moment to recall how scenic the view from up there was. Of course, he couldn't have fully appreciated it back when he saw it. He was somewhat busy dealing with an ongoing sword fight.

However, right now the world seemed... Off. The mountain, the stronghold's walls, even the sky, all felt blurry and desaturated, almost as if they were embroidered on an old decorative tapestry, the colours of which were long washed out by the passage of time.

He still didn't really feel anything. He was vaguely aware of his body and the ground he was laying on, but he felt neither warm, nor cold, he didn't feel the wind in his fur, and, as he realized just now, he couldn't even smell anything. Actually, he did not need to breathe at all.

Puss in Boots knew exactly what that meant. Of course, that fall didn't really give him any good chances to survive, but right now any of his doubts had cleared.

He had finally lost his ninth -- and final -- life.

And, almost exactly when the realization finally hit him, he heard it. That ominous whistling, with which he was already way too familiar.

"And here I was hoping that we wouldn't have to see each other again anytime soon," Puss in Boots chuckled. "Did you really miss me that much?"

A shadowy figure cloaked in black appeared in his peripheral vision. He raised his head from the ground and met the red eyes of a tall white wolf. He had a, well, wolfish grin, though it didn't seem to radiate any murderous intent, unlike the first time Puss saw it.

"This time I didn't try to rush you, gato," Death replied calmly. "If anything, you are the one who missed me too much."

Puss in Boots laughed, and pushed himself to get up. To the cat's surprise, the Wolf offered his paw to help him, which he gladly accepted.

"So this is it, then?" asked Puss, looking up the mountain from which he fell. "This is how my final life ends?"

"Are you disappointed?" Death leaned against a nearby tree. "Were you hoping for a better death?"

"No, mi amigo," Puss shook his head. "Dying while fighting bandits in an isolated mountain stronghold, to save the village folk that were taken hostage? I've definitely had much worse!" He laughed. "Though, it's the second time I died from a high fall. I was hoping for something more original this time."

Death rolled his eyes.

"Picky, aren't we?"

"Well, after dying so many times you kind of become a connoisseur of sorts," the cat laughed. "I jest, of course. As I said, I'm not complaining. At least this time it was just bad luck and in a good cause, I think. I didn't throw away my last life because of my recklessness again."

"It was not a bad death, I admit," the Wolf agreed. "Speaking of, you seem oddly calm about all of this, gato."

Puss in Boots smiled softly.

"I think I just got used to the thought that it's going to happen sooner or later. Our _combate_really left me no other choice than to accept this. Of course, I'd prefer it to happen later rather than sooner, but well, what can a cat do?" He shrugged. "I just tried to live out the rest of my life the best I can."

"Well, well, you've really changed, haven't you?" The Wolf smirked. "I think I'm even proud of you. Though, part of me was hoping that you'd try to resist it. It's more fun when you, poor souls, try to run away and let me hunt you down." Death's red eyes shone menacingly, as he casually pulled out one of his scythes to silently admire its sharpness.

"I'm sorry to disappoint then, lobo." Puss in Boots stopped talking for a moment, and looked around. "Can I ask you some questions?"

"You can ask whatever you want," Death replied. "No guarantees that I'll want to reply, though."

"Right." The feline nodded. "Primo, where exactly are we?" He pointed to the environment around them: seemingly normal, but bleak, stale, devoid of any strong colors, and silent, except for their voices. "Is that it? Is this the afterlife?"

The Wolf scoffed.

"Common question. Of course it's not it. It'd be incredibly depressing if that's all that awaits you after death for all eternity, wouldn't it?"

"What is it then?" asked Puss.

"Think of it as a waiting lounge before the actual afterlife," explained Death. "It's a place between the world of the living and what lies beyond, where I talk to freshly departed souls, explain what happened to them, hunt down those that try to resist, and make sure they are ready to move on."

"Move on where?"

"Why would I tell you? That's for you to discover. And, judging by how quickly you've accepted your death, I'll take you there very soon."

"Are you doing this for every soul?" asked the cat. He was rather curious about the details of his current situation and he wanted to know more. Especially if he was about to do what he was planning to. "Isn't this kind of a waste of time, especially if I'm already mostly fine with it? Also, aren't tens of others dying at the same time we're talking?"

"Yes, I'm doing this for everyone," the Wolf sighed. He stopped looking at Puss in order to sharpen his scythes while talking. "I come for everyone, and everyone gets the same treatment, no exceptions. I need to make sure myself that everything is handled correctly. Also, time doesn't matter here. We could spend years here and not even a second in the world of the living would pass."

"So, we could do whatever we want here for however long we want, and time won't change one bit?" Puss in Boots smirked. It seemed like his idea could have a chance of success.

"Yes, that's literally what I just said, gato." The wolf replied in a slightly annoyed growl. He evaluated of his weapons again after he was done with sharpening, and hid them behind his cloak. "Though, I don't see how that'd be relevant to you, when we'll be leaving so- What the hell are you doing right now?"

He finally looked at Puss in Boots again. Only to see him leaning against a nearby tree with a raised tail, spreading his fluffy butt-cheeks with his paw.

"Since we have however long we want... Wanna fuck my ass, lobo?" He started slowly moving his tail in a seductive way, keeping it high up to show off his butt.

The Wolf was silent, his usual menacing and dangerous aura and laid-back demeanour replaced by pure and utter... Confusion.

"What." He finally managed to say after many awkward seconds.

"Well, I thought how lonely your job must be. And... How pent up must get sometimes. So... I thought that I can maybe give you a bit of release before I go." He shook his butt invitingly.

"Wh- What made you think that I'll agree to something like that?" At this moment, looking behind his back, Puss thought to himself that even if this idea wouldn't lead anywhere, seeing Death's expression on his muzzle right now was absolutely worth it by itself. "What are you even trying to accomplish this way? Is it some kind of a pathetic attempt to win back your life from me?"

"No, not at all actually!" Puss smiled and went on all fours, stretching his back and exposing his ass even more in front of the Wolf. "I mean, I wouldn't mind that, of course, but I wasn't lying when I said that I accepted my fate. I was mostly hoping to have a little bit of fun before I finally depart this world."

"Didn't you have a wife?" asked Death sternly. "That black cat? Do you really want your last act in this world to be betraying her?"

"Kitty? Oh, she definitely won't mind. It was actually her idea, after all!" Puss grinned widely.

"Wha- You planned this with her?" Death was still staring at Puss, wide-eyed. It was clear that during his long career he had never been in a situation like that.

"Of course!" Puss slightly spread his anus teasingly with the side of one of his claws. "She and I realized that, after the initial shock of you being real and trying to kill me wore off, you are a big, sexy wolf. And both of us were pretty much -- how do I say this -- calientes because of you. Also, Kitty was rather worried about me, since I was at my last life, and so on. So, she suggested that if one of us dies too soon, we should try to 'bargain' with you. Even if you wouldn't agree to give us another chance at life for this, we could still have a bit of fun with you before departing this world forever. Of course, that would depend on how dying actually works, which is why I asked about the time here, and, of course, whether or not you'd be into it." He smiled mischievously. "But, judging but what I'm seeing, you don't seem to be fully against the idea."

Puss in Boots pointed towards a very noticeable bulge growing under the pants of the Wolf. Seeing which, in turn, made his own dick start to harden.

Death stayed silent for a few long moments. And then he burst into laughter.

"You- You truly have some big cojones, gato!" he managed to utter in between his convulsions.

"Not as big as yours, it seems," replied Puss, still looking at Death's crotch.

"Hah!" He grinned, at the feline's reply. "Honestly, you've made my day. I don't think I've ever seen anyone having enough composure and courage after death to ask me, the literal personification of it, to fuck them."

"Weird," commented Puss. "You are a big hot wolf. I'd assume there were a few, at least."

"No, you're the first, Puss in Boots. Very well." The Wolf nodded slowly. "I'll grant your request. I'll bring you back to life in exchange for letting me have some fun with that tight furry butt of yours. Just this once. Don't think that you've found a way to live forever just because I agreed to fuck you this one time. Next time, I won't be that nice."

"That's pretty fair," Puss agreed.

"And don't you dare even mention this to anyone else, or I'll swear I'll come for you again." He took out his scythes in one quick move and eyed Puss menacingly. The cat could see very well that he was not joking around at all right now. "The last thing I want is to have thousands of mortals undressing before me and trying to hop on my dick, thinking that they can escape me this way."

"That sounds pretty hot to me, but you do you." Puss in Boots shrugged. "Though, what about Kitty? This was her idea, after all. She'd probably like to know if this worked."

"Fine..." Death sighed. "You can tell her. But no one else?"

"Alright. Another question: does she have a chance with you? She was really into you. Or do you only like hombres?"

"No... You can tell her that she can do the same," replied the Wolf. "I won't mind."

"So you are pansexual? Or bi? I suppose that makes sense. They do say that Death doesn't discriminate!" Puss smirked.

"Oh, shut up, gato!" Death rolled his eyes. "Let's just get started with this."

He unzipped and pulled down his black pants. It was at this moment when Puss realized how well concealing they were, and what he agreed to take on.

Death's penis was big. Impressively big. Not only because Death was just larger than Puss' feline body, but even in proportion to the white wolf's body, it was an absolute monster. Long, thick, and throbbing with excitement to claim the cat's ass. Puss looked at the knot at its base, and gulped. This was going to be more challenging than he fantasised about before.

"What's wrong?" asked the Wolf teasingly, noticing Puss' expression. "Too much for you, little kitty?"

"No, no, it's fine!" Puss brought back his confident demeanour from before. "I was just worried you'd have a smaller one than I imagined."

"Oh, really?" The Wolf grinned half-menacingly, half-teasingly. "You know, you can still back out, if you want to. No shame in that, gato. Would your puny body even survive being plundered by my cock?"

"I am more capable than you think,Wolf! Believe me that I have some experience!" Puss wasn't lying. He did have some 'adventures' in the past, sometimes beyond what should be possible for a cat like him. Though, rarely to this extent... "And besides..." He smiled. "Dying while taking a giant dick of a sexy wolf is a much less boring way to die than another fall, don't you think? So I'd be fine either way!"

"We'll see about that." Death grinned and kneeled to get to Puss' level. He slowly went above him on all fours, dominating the feline with his presence. He grinned, showing his sharp, canine teeth, so close to the cat's own face, that he could count them.

"What are you-?" Puss wasn't able to finish, as the Wolf interrupted him with a warm, passionate kiss. The cat felt his long, wet tongue explore his mouth, as Death pulled him closely in his tight grasp, not letting him escape.

Not like he wanted to, of course.

They kissed passionately for so long that Puss completely lost track of time. He almost wanted this moment to last forever, if not for what was promised to come next. Eventually, the Wolf pulled his muzzle away, letting Puss rest.

"Wow...!" He finally managed to utter. "I... I did not expect this."

"What, you thought I'd just ram my penis into your hole with no foreplay? Just fuck your butt with zero restraint until your can be heard even in the world of the living? You'd probably like that, wouldn't you?" The Wolf grinned playfully.

"Well..." Puss looked to the side, flustered. "Si..."

"Hah! Knew it! Well, as tempting as it might be, I don't have enough opportunities to indulge myself like that, so you'll have to bear with me, gato."

Then, in a blink of an eye, Death picked Puss up in his paws, and spun him around, making the feline's butt closer to his muzzle. And, as a side effect, forcing puss to be just inches away from the Wolf's huge erected penis. Puss could smell it very well from this position, and it was slowly starting to drive him crazy. He tried to move himself closer to it, but was stopped by his partner's strong paws.

"Where do you think you're going?" Death smiled teasingly.

"Well, you just look pretty pent up down there?" Puss in Boots replied, feigning nonchalance, while trying to reach his head towards the wolf's dick. "I just thought I'd help you with that a bit."

"Oh, no, no, no," Death held Puss firmly in the previous position, preventing him from moving towards the canine's penis. "I like how eager you are, but you are going to touch it when, and only when, I let you. For now, just enjoy the view, while I take care of your cute fluffy culo."

Puss sighed, looking longingly at Death's erected, throbbing penis, imagining its taste, and how it would feel to take it inside... What was that dumb wolf even do-

Suddenly, he whimpered in surprise, as he felt warm wetness on his anus. Then again, and again, and again. He could obviously tell what was happening back there. Wolf's long, wet tongue was slowly caressing Puss' anus, pushing deeper and deeper with each consecutive lick. The feline just laid on his partner in bliss, enjoying every single moment of this.

After a while, the Wolf stopped, to Puss' disappointment.

"I think that's enough for now," he said. "You are nice and wet down there, and we have more things to get to, after all."

"Such as...?" asked Puss, turning his head to look at Death innocently.

"Such as that thing you've wanted so much, you lustful gato." The Wolf started stroking his penis, slowly, caressing it gently and seductively with each move of his paw. "Still wanna have a taste?"

"Hmm... Let me think about it," lied Puss. "What other options did you have in mind?"

"Well, if you don't want to, then we might just come back to kissing, and leave the rest for another time." The Wolf started pulling up his pants.

"No, no, no!" Puss stopped him, almost in panic. "I was just kidding! I want it!"

"I know that you do." Death smirked. "I know you enough for that. You are just a horny_gato,_ who cannot resist a wolf dick, aren't you?"

"I mean, I certainly wouldn't mind it." The feline looked to the side, slightly flustered.

"Oh, please, you think I'd let you get away with such a half-hearted answer?" Suddenly, the Wolf grabbed Puss and pressed him closer to his erected penis once again. "You want it? Then beg for it, gato!"

It was so close... The smell was so overwhelming! Of course Puss wanted this. He had fantasised about it few times already, ever since he first met the Wolf.

Fine. There was no point in pretending to be more dignified than he was. He was already fucking his way out of death. He could as well embrace his inner submissive side, for now, and enjoy the moment.

"Please... I need it so much!" Puss in Boots begged. "Let me taste it... I want to suck it dry so much!"

"That's a good kitty!" The Wolf smirked and released his partner from his grasp. "Here you go, gato. Enjoy yourself." He moved his hips around, making his penis shake teasingly.

Puss in Boots didn't even hesitate for a second. He immediately gulped the Wolf's erected member, savouring the taste as much as he could. It was barely fitting in his muzzle, but he still managed to take it pretty well, slowly going deeper and deeper. His tongue was licking off every smallest drip of pre-cum that appeared on the tip. It felt as great as he fantasized about before.

He kept going faster. He was completely mesmerized by the experience, and lost any care in the world outside of this very moment. Nothing else mattered. Nothing, except for getting Death to an orgasm, and tasting that sweet, sweet wolf cum.

He was getting so close... He could almost feel it!

Suddenly, he felt himself being pulled away. He looked at the Wolf pleadingly, not even trying to the lust that was filling him any more. The Wolf only smirked.

"Sorry about that, gato," said the canine, though he did not sound apologetic in the slightest. "You were doing great with that little tongue of yours, and I was almost tempted to let that load go into your mouth. But..." He put Puss back on the grass. Just as the feline was about to question what Death was about to do, he felt a firm slap on his butt-cheeks, which made him unwittingly let out a loud moan. "Your cute ass deserves to finally get some attention as well."

"Well..." Puss felt embarrassed by his reaction to that slap, but he was even more filled with anticipation for what was about to happen. "I can't say that I would mind that..."

"You'd love that, you cute, little slut, and we both know it." The Wolf snickered. He reached behind his black cloak and pulled out a rather large vial with some transparent liquid.

"What's that? Some kind of aphrodisiac? Or some magical potion that makes you have the best sex you've ever had?"

"I don't need a potion to give that to you, gato." He unplugged the bottle and poured some of the contents on his fingers, and checked its quality for a moment. "Though this will most likely help with that. It's lube." He started pouring it over his erected penis, and spreading it with his paws.

"Do you always carry it with yourself everywhere?" asked the feline, his eyes shining with lust, as he watched the Wolf lube himself up. He could swear that Death was doing it as slow as possible to tease him. "Are you just expecting to have sex at any moment? I thought I was the first who offered you their ass."

"No, you're just the first who had enough nerve to do it after already dying. I've had others. Besides, better safe than sorry. I wouldn't want to break the mood just because I don't have any lube. Unless..." He gently touched Puss' butthole with his covered in lube fingers. "You are into doing it raw, gato?"

Puss in Boots looked at the size of Wolf's dick again. Then thought about the size of his own body. Though he didn't want to admit it, even with lube taking this thing might be too big of a challenge for him. "I think I'd pass, at least this time."

"I thought so," the Wolf chuckled. He pressed his lubed up dick against the feline's ass. "I'll go slowly to ease in your poor, cute butt. Let me know if -- or rather when -- you'd like me to go faster_."_

The Wolf started pushing forward, slowly stretching Puss' anus. The feline felt it expanding almost to its limits, wrapping tightly around his partner's penis. He was certain that even after all his previous training and experiences, he had never taken in such a big dick. Nevertheless, it felt absolutely amazing, and it was barely the start.

Death slid his penis deeper inside, with almost no resistance thanks to the copious amounts of lube he had used. "Damn, you are so tight... Can't say that I mind that, though. Are you sure, you can handle it, gato?"

"O-of course, I can!" Puss stuttered slightly, overwhelmed with the sensations. "I am Puss in Boots, after all! Now, why are you going so slowly? You said that I can tell you to go faster, so do it!"

"Already?" the Wolf seemed genuinely surprised. "You still have some of that bravado, it seems. I wanted to ease you in for a bit longer, but if that is your wish..."

"Just do it!" the Puss commanded, lust gleaming from his eyes. "Rail me, you stupid, sexy wolf! I-"

Whatever he was about to say was cut off by a sudden hard thrust of the Wolf's huge penis inside his tight hole. He let out a loud moan, as he felt his prostate being hit, filling his entire body with immeasurable pleasure.

The Wolf didn't intend to give Puss any time to process this feeling or rest. The first thrust was followed by another. And then by another, and another, each going in even deeper than the previous one. Puss felt like his asshole was getting stretched to its limits, but Death somehow never overdid it, and instead of pain, he only felt pure bliss filling his feline body.

"How-" Puss tried to get a word in between spasms of pleasure. "How are you- Ahh~ So good?!"

"Centuries of practice,gato." Death grinned widely, as he grabbed Puss' waist and gave him another deep, hard thrust. "Still not as much as much as I'd want, though, so let me make up for it right now!"

The next moments turned into a blur for Puss. He wasn't sure if it was seconds or minutes anymore. The time stopped mattering for him, there was only the overwhelming feeling radiating from his stretched to its limits butt, only further magnified every time Death hit his prostate with a thrust. He decided to turn off his brain and just enjoy the moment while it lasted.

"I- Ahh~! I think I'm about to cum!" he finally said.

"Don't hold that in, kitty," encouraged the Wolf. "Let all of it out! Cum for me,gato!"

Puss wasn't about to disobey, even if he wanted to. He felt the tension build up in his loins more and more with each second, until... It all released in the form of a string of whiteness coming out of his erected penis. Waves of pleasure overwhelmed his feline body, enhanced by the Wolf still continuing his merciless pounding of Puss' prostate.

"Ahhhhh~!!!" The orgasm still hadn't stopped. He could barely feel his body. For now, there was only pure pleasure, and nothing else. "I love this! I love this so much!"

"Glad you like it, gato, because... Ungh... Well, I hope you will enjoy getting filled as much, as well."

"Wha-?"

Even before his own orgasm could die down even a bit, Puss felt himself getting filled with a sticky, warm liquid. He felt it overflow in his anus, and spill out, wetting the grass around them. The Wolf's cocked throbbed, releasing more and more of his cum inside the cat.

"Holy shit...!" Puss looked down on his body to see the amount of sperm that was spilling out of him. There was so much of it that was out of him, and he could already swear that if there was more of it inside of him that it was on the verge of spilling out of his nose.

"Tell me about it... Uhg...! You are so tight, gato...!"

"You are... Amazing..." Puss was still struggling to catch breath.

"I have to admit, so are you." Death grinned.

Their orgasms and emotions finally slowly died down. The Wolf's dick slipped out of Puss' butthole, letting all of the cum stored in there slowly flow outside. The cat laid his head on Death's fluffy belly and closed his eyes for a bit, just resting and enjoying the moment. The Wolf started gently petting his head.

"So..." Puss finally said. "Was that good enough for you to bring me back to life?"

Death laughed. "Honestly, I don't even have a snarky response for that right now. I haven't had such good sex for a while now. And I'm honestly just impressed your small body survived my dick."

"As I said, I trained a lot." Puss smiled proudly. "Can I have a question?"

"Go ahead, gato."

"Why didn't you knot me?"

"You fantasized about it a lot, haven't you?" Death snorted.

"Well... Yes," Puss admitted.

"I just didn't manage to get it in." The Wolf shrugged. "You were already on your limit, and I didn't want to overdo it."

"Wow... You are surprisingly gentle in bed, for being literally Death, and all. A shame, though. I was kind of hoping for that." He purred slightly as Death pet him behind his ear. After all of this, he didn't even try to fight it. "Hey, after you come for me for real, can we do it again? You know, just to have some fun before afterlife?"

"Why wait so long?" asked Death, grinning devilishly.

"What do you mean?"

"I told you, gato. The time doesn't really matter here. We can both rest for a while, and go for it again. And again. Until your poor, cute butt eventually manages to take in my knot." He leaned closer to Puss and smiled. "If you want to of course. Though, I can already guess the answer."

Puss returned the smile and kissed Death on his snout one more time, though certainly not the last one that day.