Boots the Monkey had no idea when this started. As he grew older, he found out more about himself. He still kept his iconic red namesake, but he now wore red arm length gloves and some booty shorts, showing off his feminine figure. Boots also expected to be a bit... taller. But he was still his same shortstack self, which annoyed him.
Of course, as he grew older, he found out some new interests. He has a bit of knowledge of sex, but not to a great extent. Deep in the jungle, Boots was alone, he places his hand on a tree and inserts his other hand down his booty shorts and starts rubbing his fingers at his anus. He has no idea why he's doing this, but all he does know that it strangely feels good.
"Mmhh... nnhh..." Boots whimpers, trying to keep himself quiet, afraid somebody would stumble upon him and label him as some perverted freak. "Mmmm... m-my butthole... why's it...?"
He stops and decides to carry on. He was just wandering around with no real destination. He wasn't really busy with anything, and maybe this would help clear his head. And of course, trying to do something with his stupid hormones.
"Man... getting older kinda sucks. What am I supposed to do?" Boots mutters to himself, as he leaves the jungle and crosses his arms in annoyance. "I can't exactly ask my friends for help. That would be too weird. And awkward."
It was then that Boots heard it: A familiar sound that was almost like snapping. Swiper was nearby. (Or that sneaky fox, as he used to call him) Turning around, there he was. Grinning mischievously.
Boots was about to stop him with the whole 'Swiper, no swiping!' chant when it dawned on him. He didn't have anything on him for him to take. Why was he here? Maybe… Maybe just talking will make him go away? "Uh… Hey, Swiper." Boots greeted awkwardly.
The fox stared at him, it was hard to figure out just what Swiper was thinking.
"Hey there, Monkey Boy. Nice duds." The fox greeted him, causing Boots to blush. That's right, he was still wearing his getup. "You've definitely changed."
"U-uhm... yeah. So, uh... wh-what exactly are you doing here? I don't exactly have anything on me." Boots says, and inwardly he was kinda jealous. The fox was much taller than him! He must have defective genes or something.
"Maybe you have something... and maybe ya don't. Who can tell? Besides..." Swiper says and pulls the monkey close, wrapping an arm around him. "Seems like you have something else on your mind, amigo."
Boots darted his eyes and looked even more nervous and awkward. Should he even tell him? Oh, wow... his fur is so soft-NO! Focus! The monkey decided to admit his problem, much to his own embarrassment.
"... I have a problem..." Boots muttered quietly, almost afraid that anyone else could eavesdrop.
"Hmm? What's that? Couldn't hear ya." Swiper teases him, Boots squirmed a little.
Boots blushed as red as his, well, boots. "I've been feeling… Strange lately." He explained. Swiper listened intently. "Like I need something… Er…"
"Go on." Swiper egged the monkey on further.
"…I-Inside me." Boots continued. "I wasn't sure what to do about it; I've never felt this way before."
Swiper's eyes widened a bit in surprise, but then he laughed a bit. "Heh! That all? I got your back."
Boots raised an eyebrow. Swiper had his quirks, but he was still a thief either way. "What do you mean?" He asked.
"Just follow me; I'll help you out, if you'd like." Swiper replied.
Well, what did he have left to lose? Against his better judgment, he nodded and accepted the offer. Swiper's grin widened as he led Boots somewhere else.
"Great! Don't worry Monkey Boy, I have the best solution for your problem~" Swiper says and chuckles, Boots gave a small squeak, feeling the fox groping his ass, making him blush again.
"E-eek! A-a-a-ahh... u-uhm... O-o-okay..." Boots stuttered out, cringing as he heard himself stumbling over his words, and his voice pitched. He wasn't even aware he could even do that. Another thing he discovered.
Boots then wonders, where is Swiper leading him? He hopes its not somewhere public. Lord knows, he doesn't want anyone seeing him like this. The fox kept Boots close, his heart pounding and he feels so nervous.
"S-Swiper...? Where are we going?" He asked, his voice very quiet.
"My cave." Was all Swiper said.
This immediately threw Boots off. Didn't Swiper live in a hole on Blueberry Hill? Did he move? Come to think of it, how long has it been since they last seen each other? He shrugged it off. Maybe it was just all in his mind.
The two eventually reached and entered the aforementioned cave before Swiper moved a large rock in front of the entrance. After looking around for a bit, he whispered to Boots. "How big of a problem is it?" He asked.
"It's been pretty bothersome." Boots whispered back. Not sure why they were doing it in the first place.
"I see…" Swiper replied before smirking mischievously. "Show me."
Boots cocked his head in confusion. "Huh?"
"Show me how big of a problem it is." Said Swiper.
Boots' eyes widened as he began blushing hard. "I-I… What??" He stammered.
"You heard me; take it off." Swiper smirked.
Boots thought about making a run for it, but that giant rock was blocking the entrance. Better do what he says for now…
Boots took off his booty shorts, kicking them aside as he covered his crotch with his hands. Swiper could see the monkey's figure properly now. Damn! Who knew that this scrawny guy could have such wide and thick hips?
"Move your hands away." Swiper added, making Boots whimper before ever so slowly, he did. Hands at his side as he felt so vulnerable. He has a decent size for his balls. And his penis was a bit big, but not by much. But it was clear what his problem is. And the fox was going to take advantage of it. "How far did you do it? Y'know..."
"J-just my fingers... I-I was just rubbing my butthole and... yeah. But that's all I did. C-can you help?" Boots explained and Swiper just stared in disbelief. That was it? He didn't even go all the way? Holy shit, this monkey was a huge virgin! That made it even better~
"Oh, don't worry Boots. I got something much better than your dinky fingers any day!~ But! On one condition." The fox says, and saw that Boots was paying attention, staring at him wide and curious eyes. He truly has no idea.
"That is? I-if it makes me feel... not so hot and weird. I'll do anything." The monkey boy said, and Swiper couldn't help but smile at that.
"Anything, huh? You sure? No take backs." He replied, and Boots nodded.
"Please. I-I don't wanna deal with this all the time. Y-you're the only person who can help." Boots admitted.
Swiper grinned and revealed his own cock. Boots's widened at its size. Did he want him to…? He wouldn't right? He could be mean, but not a rapist! …Right?
"What're you waiting for, Monkey Boy?~" Swiper teased while slowly swaying it side to side. He was really going to do this to him, was he? Well… If it would help him…
Boots got down on his knees and wrapped his hand around Swiper's cock. As he slowly jerked him off, the monkey blushed as he heard Swiper moan. "Mmn… That's it; just like that~" He praised.
Boots concentrated on jerking Swiper off. He was still a little unsure about all this, but… Why was this somewhat exciting him? Eventually, Swiper spoke up again. "I think it's time to move on to the next phase." He said.
"What's the next pha-MNGH!?" Boots was cut off by Swiper forcing his cock into his mouth.
"Oogh! Fuck yeah~" He groaned and cursed. "Such a good cocksucker!~"
Boots' eyes went wide, taking Swiper's cock inside of his mouth. It tasted so weird. And what did he just call him? Was that what he is? The monkey tried pulling away, when he felt the fox's hand on the back of his head, keeping him in place.
"Ah, ah, ah. Don't you wanna get a taste of my cock, cocksucker?~ This can be your new meal~" Swiper teases and then moves his hips, thrusting inside Boots' mouth as he heard the monkey boy whimper and groan against the shaft.
'W-why is he calling me that? That sounds so mean! And... is this his... cock?' Boots thought, he was so lost. He didn't have much knowledge of sex to begin with, and those harsh words... were those compliments? He has no clue.
"Aww, yeah... Mmm... such a good mouth~ Try working that tongue, sissy!" Swiper ordered, and Boots looked confused. Oh, that meant him. He tried working his tongue the best he could do, but it was very sloppy. He had no clue what the hell he was doing. "Eh, you'll get there."
'I... I don't understand.' Boots thought to himself, all of this was happen too fast.
This went on for quite some time before Swiper felt himself reaching climax. "I'm so close~" He moaned.
'Close? Close to what?' Boots thought. He wouldn't have to wait long for an answer.
With one last hard thrust, Swiper groaned loudly as he blew his load down Boots' throat. The monkey's eyes widened as he tasted it. He didn't know what it was, but it tasted… Kinda good~
Swiper let go of Boots' head and allowed him to pull away and breathe. "Phaa… Hah… What was… Hah… That stuff?" He panted.
"My cum." Swiper replied. Cum? Boots had heard about it, but never experienced that stuff beforehand. However, he didn't have time to dwell on it as they both noticed that the fox was still hard. "Huh. Guess that wasn't enough."
"There's more?" Asked Boots.
Swiper smirked naughtily. "So much more, Monkey Boy…" He breathed. "Mind showing me that ass of yours~?"
Boots turned around, and showed off his plump ass. He has no idea why he was showing himself off for this. Until he felt a harsh spank on his rear, making his cheeks jiggle as he gave out a short cry.
"O-ow! Wh-why'd you do that?!" Boots called out to him, as the fox chuckled.
"Just to see what I'm working with~ You have a nice ass, Monkey Boy~ Just beggin' to be grabbed and used~" Swiper says and licks his lips, as if he was eying his prey.
"Is... that a compliment? You called me a sissy and cocksucker before... Aren't those mean words?" Boots asked him, and the monkey's innocence was just too much.
"No, no, no. Y'see... those are indeed compliments, but only for you. You're special, Boots." Swiper said, easily spinning a lie, and from the wide eyed expression, he bought it. Hook, line and sinker.
"Ooohhhh... I think I get it. I guess I am a good... s-sissy..." Boots said, blushing as he uttered those words, and for some odd reason, it actually excited him. He then felt the tip of Swiper's cock poking and prodding at his entrance. "H-hnnh... i-in there?"
"In there. I told ya. You'd get something better than those fingers. Trust me, you're gonna love it~" Swiper places his hands on Boots' plump ass cheeks and slowly tries to shove it in, as the monkey grits his teeth.
Boots whimpered a bit before Swiper finally slammed inside. "Aaaaahn~" He moaned girlishly.
"Mmgh!" Swiper groaned. "Such a good ass~"
Boots blushed at the praise before Swiper began thrusting. Boots was moaning loudly as his cheeks were bouncing and jiggling with every thrust. Swiper was also groaning in ecstasy. Damn, who knew Monkey Boy had such a fuckable ass?
"Haaah~! S-Swiper~" Boots tried to speak up.
"Yeees?" Swiper asked. Secretly knowing what he wanted.
"G-Gimme more! I need your cock!" He begged. Grinning, Swiper gave him just that and began thrusting harder and deeper. "Mmmf! Oh, yes!"
Swiper's cock was even hitting the monkey's prostate a few times. Of course, it didn't hurt him. If anything, he wanted more! So much more…
Swiper grabbed Boots' tail, yanking it as the monkey felt more waves of pleasure coursing through his body.
"Aaahn!~ Cock!~ Cock, cock, cock!!~ Swiper's cock!!~" Boots cried out, not caring how he loud he was, he has a dumb smile on his face, tears of joy running down his cheeks.
"Hehehe... yeah, you like cock, don't ya?~" Swiper says, giving another tug to Boots' tail, hearing him whimper.
"Hhnh!~ Y-yesss....!~ S-so good...!~ P-please, more!~ Pound me more, Swiper!~ I'll do anything!!~" Boots says, moaning like the true slut he was deep down inside. It was a switch flipped inside his brain. Giggling and moaning like a whore.
Swiper slowly pulls out, leaving a gaping Boots whimpering as he turns to look at him, actually looking sad that it stopped.
"Wh-why did... p-put it back in... I-I feel empty!" He stuttered out.
"How willing are you to go for my dick? Hmm? What would you do? What's in it for me, kid?" It was obvious Swiper was toying with him, but with Boots' scrambled mind, he seriously thought this was it.
"Wh-what do I do...? P-please!! I want your cock inside me! Swiper!" Boots sounded like he would just die without it.
"Tell ya what… You become my personal fucktoy, and you can have my cock aaall to yourself~" Swiper teased. Poking his dick against Boots' asshole again. Making him groan in frustration.
"I-I accept!" Boots pleaded. "Just fuck me! PLEASE!!"
Heh! Who knew Monkey Boy was such a slut? With that said and done, Swiper slammed back inside and really gave it to him this time. Hearts had fully appeared in Boots' eyes as he let out the moans and groans of a broken whore.
"I'm gonna cum again~" Swiper grunted before spanking Boots again. "You want my cum!?"
Boots nodded vigorously. "I do! Please, cum inside me! Make me pregnant!!" He moaned and begged. He didn't even know what he was saying anymore, but did it really matter?
"Then here… It… COMES!!!" Swiper moaned as he filled Boots with his funk the pleasure being so much, the monkey came as well as his stomach began bloating ever so slightly.
"AAAAHN!~ Fuck yes!!" Boots moaned loudly as felt himself being filled. Eventually, Swiper pulled out and allowed Boots to flip onto the cave floor. Ass in the air. "Haaah~ So good…!"
"I agree, Monkey Boy~" Swiper replied. "Now then, about that deal we made…"
[…]
Time had passed since then, and Boots had permanently solidified himself as Swiper the Fox's plaything.
Boots didn't care about anything else anymore. All of his attention was pleasing Swiper as his personal fucktoy. Catering to the fox's whims wherever and whenever, no questions asked.
Boots was moaning loudly, riding on Swiper's cock as the fox watched in amusement in how quickly the once innocent and naïve monkey, adjusted to his new role so well.
"Cock! Cock!!~ Swiper's cock!~ I want your cum, Swiper!!~ Oh, fuck, I wanna be filled and impregnated again!!~ Aahahaha!!~" Boots said loudly, he's become cock drunk and delirious, not even aware of what he's saying. But Swiper didn't care.
"Yeah, and you'll have plenty. Do well, and you'll get to gulp all that yummy and delicious cum down your slutty throat~" Swiper replied, seeing the smile widening on the monkey boy.
"YES!!!~ I'll do you proud, Swiper!~ I'll be the bestest monkey slut ever!!~" And with that, he sped up his movements, eager to get his prize.
And Boots was never the same ever again, but the other hand... this was a lot more fun~
THE END