(Twink Roo and Daddy Eeyore. Because why the fuck not? Porn needs no logic.)
In the 100 Acre Woods, some years have passed since then. Roo has grown up into a teenager, a fine young man in his Mama's words. Some things haven't changed though. He still looked up to Tigger as his idol and fellow bouncer, still loves his Mama Kanga with all of his heart. But lately, he started to discover some things about himself he never realized before.
For starters, he looked at himself in the mirror one day and saw his figure. True, he's gotten taller and has a messy tuft of hair now, he still wore his sweaters that fit him now along with a pair of shorts. But his figure seemed rather... girly. Of course, Kanga never said anything about it and even if she did, she probably wouldn't care what he looked like.
Another thing was his interests. Especially in the same sex. Yes, he still thought females were pretty, that much was true. But, not actually attracted to them. He found himself usually focusing on Tigger, Piglet or something.
That's when Roo realizes... he's gay. He loves males. When he told his Mama about his discovery about his sexuality, he was so worried about what she might think of him. But they were for nothing as Kanga hugged him and accepted him either way.
Roo felt so relieved and hugs back, shedding tears of joy and saying he loved her again and again. Roo was not a joey anymore, he make his own decisions and is grown up now.
Some weeks passed since then, and Roo wondered who he should be interested in. There wasn't exactly a lot of options here, and he was still scared of some Hufflelumps and Woozles.
"Hmm... Tigger? Nah, it's too weird. He's sorta like my big brother or fun uncle. Rabbit? Too stressed, plus, he still has his garden..." Roo says to himself as he wanders around the forest, his voice had deepened a bit, but still has that high pitch from his youth.
"Owl? Too old. Piglet? I don't know if he swings that way. Pooh Bear? ... I think he's more interested in honey than... well, anything in his head." Roo says and sighs in frustration. This was so annoying! Plus, he didn't know a lot of people outside of the woods and he was scared of being judged, so that was also a no go.
Then, a person appeared in his thoughts. Of course! How could he ever forget?! Roo's eyes lit up as he remembered the name.
"Eeyore! Maybe he can be my new boyfriend, er, boy friend or whatever! I just have to find him!" Roo said with excitement and he began his searching.
He then wonders... he's known the donkey for quite a while now, but as he grew up he started to notice things. For starters, Eeyore always seemed depressed. Sure, he can show some happiness and likes spending time with his friends, and enjoys birthdays and stuff. But... he always seemed so down and has this gloomy atmosphere about him.
Roo then wonders... has Eeyore always been this way? A condition? Or is he just lonely? No, that couldn't be it. He suddenly felt terrible for not noticing. The donkey would probably think he was an ignorant jerk.
'Stop it Roo! This is too much right now! Just focus on finding him and then ask whatever! ... Provided I don't anger him...' Roo thought to himself as he shook his head.
Eventually, Roo arrived at Eeyore's house. (Or rather, just some sticks made to look like one) Looking around, the depressed donkey was nowhere to be seen. "Eeyore??" He called out. "Are you home?"
He heard a sigh before Eeyore appeared from behind a tree. "Thanks for noticing…" He said gloomily.
"Eeyore, it's been so long!" Roo said. Trying to lighten the mood. “How have you been?”
Eeyore shrugged and sighed. "Can't say anything's changed." He replied. "Same house, same life."
"I'm sure it'll get better." Roo added. "Say, can I… Ask you something?"
"I'm not the best source of information, but sure. Shoot." Eeyore replied.
"I… I recently discovered something about myself." Roo began. Trying to gather his thoughts. "I… Think I'm gay, and… I wanted to know if you… Uh… God, I'm bad at this…"
Eeyore waited patiently, it was clear that Roo was very nervous about this.
"Uhm... I wanted to know if... you, uh... ar-are interested..." Roo finished lamely.
'Yeah, that's very specific Roo, you idiot!' He mentally berated himself. Like Eeyore would know what the hell he's on about.
"I'm glad you figured out yourself, Roo. As for being interested? You sure there's nobody else you'd waste time on? Not like I'm busy or anything." Eeyore says and shrugs.
"O-oh. Uhm... not really. A-and it's not a waste of time! I-I actually came to see you Eeyore..." Roo replies and messes with his sweater. "Ugh... I'm so bad at this...! I'm stuttering and stumbling like crazy! You must think I'm, being stupid."
Eeyore frowned seeing his friend talk so poorly about himself. "Don't talk about yourself like that." He said. Gaining Roo's attention. "If you're asking if I wanted to be your boyfriend, the answer is already yes."
Really? Just like that? "O-Oh!" Roo gasped. "Thanks, Eeyore! Wow, that was easy…"
"Yeah, yeah…" Eeyore sighed. "Anyway, is that all?"
Roo shook his head. "I was thinking that we could, uh… I mean, if you want, that is."
Eeyore raised an eyebrow. "What do you mean?" He asked.
Roo blushed profusely. "U-Um… We could… K-Kiss?"
Eeyore was surprised, but shrugged. "Why not?" He replied. "It wouldn't hurt, would it?"
Eeyore seemed pretty okay, all things considered. Roo went up to him and planted his lips on the donkey's. It was clear it was his very first time, so he has no clue what he's doing. Eeyore kisses the joey back as Roo moans a little.
'I-I'm actually kissing another guy! Oh my God, this is amazing!~' Roo thought to himself in excitement, he could taste Eeyore's tongue as he squirms a bit.
Eventually, they broke off as Roo panted from their makeout session. His cheeks flushed and he processed what just happened.
"E-Eeyore... that was amazing...! I... I wasn't too bad, was I?" Roo asked, catching his breath as the donkey shook his head.
"You were decent. Nobody is good the first time." Eeyore answered and Roo thought about it for a moment. Doubt began to enter his mind.
Was Eeyore just doing this to be nice to him? Was he being annoying and clingy? Maybe Eeyore would've preferred to be left alone.
Of course, the donkey notices the frown forming on Roo's lips and frew concerned. Something was bothering him.
"You okay, Roo?" He asked him, and Roo slowly shook his head.
"I... I don't know. Eeyore... be honest with me. Am... am I annoying you?" Roo said, his voice quiet which surprised Eeyore. He has no idea where this even came from. "I-I mean... I sprung out of nowhere, asked you to kiss me and..."
Eeyore placed a hand on Roo's shoulder. "You're not bothering me at all, Roo." He began. "In fact, can I tell you something?"
Roo nodded. "There's a reason why I'm depressed all the time." Eeyore sighed before continuing. "For my whole life, I always wanted someone to call my own. Pooh and the others tried their best to comfort me and cheer me up, but I never told the truth because I didn't want anyone to judge me."
Needless to say, Roo was moved by the reasoning behind Eeyore's sadness. "Eeyore, I… I'm sorry to hear that." He said. "I didn't know, I-"
"You don't have to apologize, Roo." Eeyore cut him off. "In fact, you cheered me up in a way with that kiss."
Roo smiled. "O-Oh! You're welcome, then." He replied. "So, uh… Do you wanna… Do more?"
Eeyore cocked his head. "What do you mean?" He asked.
Roo looked off to the side and blushed. "Can I… Suck you off?" He asked nervously. "I-It's fine if you don't, but if it'll make you happy…"
For the first time, Eeyore smiled. "Sure thing~" He said before lying down and revealing his huge cock. "Go ahead~"
Roo was shocked at the size of Eeyore's dick. How could he hide something like THAT?! Roo huffed in confidence. "Here I go…" He breathed before facing the donkey's cock.
Roo got onto his knees and gave Eeyore's cock a lick, it tasted a bit weird, but at the same time, it wasn't that bad. Again, this was his very first time. He could hear the donkey's moans, so he must be doing it right. He wanted to make Eeyore happy. Truly happy.
"Mmm... You're doing a good job, Roo. Are you sure this is your first time?" Eeyore asked as the joey pulled away and nodded sheepishly, blushing.
"U-uh-huh... Y-you're actually my first, Eeyore. A-and... I wanna do this. I wanna make you so happy." Roo says, and went back to licking his new boyfriend's shaft.
Eeyore couldn't help but find Roo to be so adorable and a sweetheart. He always was trying to make people happy. After licking Eeyore's cock, Roo grabbed the shaft and opened his mouth, taking the tip inside.
He struggled a bit and gurgled, having not been used to this. He moves his paws and gently strokes Eeyore for added stimulation.
"Mmmm... Oh, Roo...~ Don't strain yourself. I don't want you to hurt yourself." Eeyore says and Roo nodded the best he could, even using his tongue. Like the kiss, he was a bit sloppy and had no idea what to do.
Over time, slowly, he began to get used to it. He bobs his head, letting out muffled moans as he felt some tightness around his shorts.
'I'm actually... tasting someone's penis...~ E-Eeyore's... c-cock...~' Roo thought and closes his eyes, concentrating on pleasing his new lover.
He was even gaining an erection of his own. As he sucked Eeyore off, Roo lowered his shorts and began jerking himself off. Eeyore noticed this and smirked.
"How naughty of you, Roo~" He groaned as he began leaking pre. "Oh fuck~ I'm so close!~"
'Yes~ Cum in my mouth, Eeyore!' Thought Roo as he branded himself for Eeyore's orgasm.
"Mmn… Ah! Here it… COMES!!!" Eeyore moaned loudly as he let loose. Roo's eyes widened as he tried his best to gulp down Eeyore's cum. However, there was so much, his stomach began bloating and he pulled away and was covered with the last rope of cum.
"Hah… Hah… Whoa~" Roo panted. He was honestly impressed on how much Eeyore could cum. "That was a lot!"
Eeyore blushed. "Maybe I WAS a little pent up today…" He chuckled. "Say, have you ever… Taken it down there?"
Roo shook his head. "No. Why do you ask?"
"Do you… Want to?" Asked Eeyore.
Roo blushed, but got down on his hands and knees and shook his plump ass in the previously-depressed donkey's direction. "Go on, Eeyore~ Let me cheer you up!~" He breathed. Roo never knew of this side of him, but hey! He wasn't complaining!
Eeyore couldn't help but be turned on, seeing Roo's fat ass, just begging to be fucked. The donkey grabs Roo's waist and shoves his cock inside, feeling the tightness around his shaft. Both males moan as the joey shudders.
"Aaahn!~ D-Daddy...!" Roo let it slip and realizing what he said, blushes a deep red. "I-I-I mean...!"
"Hmm. I like that. You like Daddy's cock inside?~" Eeyore says and teases him, and that shocked Roo. But he slowly nodded in response. "I'm gonna make it worthwhile. Let me know when it's too much." Another nod as Eeyore began moving his hips.
"Aaahh...! Hhhhnh... O-oh God... s-so big...! M-my ass... i-is... so good...!~" Roo moans out, his tongue lolling out and started to pant. The feeling of another male's cock inside him was... amazing~ Why hadn't he done this before?
Eeyore continued thrusting into Roo's tight ass. His cheeks bouncing and jiggling all the while. "Aah! Haah~" Roo moaned. "D-Daddy~ I love having your cock in my fat ass!~"
Eeyore grinned and gave Roo's ass a spank. Causing him to yelp. Not in pain, but in pleasure. "Ah! Yes!" He groaned. "Spank me, Daddy!"
Eeyore complied and spanked him again. And again. Over and over until Roo's ass was bright red. "Mmgh! So good~ Do you like Daddy's huge cock?" Eeyore teased. Secretly knowing good and well what Roo's reply would be.
Roo nodded vigorously. "Yes! I love your cock, Daddy!" He replied as his eyes were slowly turning to hearts.
Too moved his hips in time with Eeyore's thrusts. The tip of his cock hitting his prostate a couple of times. "Mmn! Please…" Roo began before moaning.
"Please, what?" Eeyore asked teasingly.
"Please cum inside of me!" Roo hollered. "I need it!"
Eeyore thrusts into Roo's ass faster and harder, making the joey moan loudly.
"Hhnhgh!~ Yessssssss!~ Right there!~ Daddy!~ Daddy!!~" Roo bellows out, his eyes rolling back and actually drooling.
"It's like you can't live without Daddy's cock filling you~" Eeyore says and gives Roo's ass another spank, making him yelp and moan like a shameless slut. "Ready for my cum?~"
"F-fill me...! M-make me pregnant!~ I fucking want it, Daddy!!~" Roo shouted, his cock twitching with leaking pre. He was speaking nonsense, just how good did Roo feel? Oh well. Might as well give him what he wanted.
Eeyore slammed deep inside, both males moaning in pleasure. Roo felt the warm cum from the donkey and felt his stomach expand once more, eventually, he felt some in the back of his throat and threw up, staining the ground in a puddle.
Eeyore pulls out and cums on Roo's plump ass, seeing him lying on the ground, his face in the puddle of the donkey's cum.
"Aahh...~ You're amazing Roo. A natural~" Eeyore chuckles softly, the joey turns his head to stare at his Daddy, hearts still in his eyes.
"I-I want more... please Daddy... fuck me up again...~ I wanna make you happy...!~" Roo said, catching his breath, he uses his paws to stretch his cheeks, feeling Eeyore's cum leaking out of his used anus. "Please... sh-shove it back in...! Please, Daddy...!"
Eeyore smirked and chucked. If this is what Roo wanted, then so be it! "You asked for it, Roo~" He said before slamming back inside. "Mmf! Such a good ass~"
Roo moaned in ecstasy as he felt his Daddy's cock inside of him again. "AAAAAAHNN~!" He groaned loudly. Not giving a damn if anyone heard them. "Fuck me hard, Daddy! FUCK ME!"
"Ask and you shall receive, Roo~" Eeyore replied before going at it again. "Nngh! Fuck yes~ You really know how to cheer someone up~"
Roo's eyes rolled back and his tongue flopped out. The pleasure unravelling his mind more and more. "Mmn! Daddy~ I love you~!" He moaned.
[…]
Roo lost how many times he and Eeyore went at it that day. But since then, he had been labelled as Eeyore's eager slut.
Of course, he still went around doing his usual business. But when the day is done, he goes back to Eeyore for another round~
Right now, Roo was riding the donkey's cock, moaning and panting heavily, his own dick flopping with every movement.
"Mmmm... Roo, you've become such a natural. You don't even hesitate when you come over now~" Eeyore says to which the joey giggles.
"I-I have you to thank for, Daddy~ Seeing you happy, makes me happy! And I also love your dick~ I can't to show everyone my new boyfriend...~" Roo says and picks up the pace, milking Eeyore's cock as he desperately wants that yummy cum inside of him.
"You are such a needy slut, Roo. But that's what I love about you~ I imagine everyone will be surprised. Especially your Mama Kanga." Eeyore replies and groans, thrusting his hips to match Roo's movements.
The two moaned loudly, not caring if they were caught or not. Finally Eeyore came and filled Roo up, his stomach expanding as the joey rubs his bloated stomach with his paws, gazing lovingly at his new boyfriend.
"Aahhh... I love you, Daddy Eeyore...~" Roo says, his tone filled with admiration and lust.
"Love you too, Roo~ Now, get ready for more of Daddy's cock~" The donkey replies and grabs Roo's waist, fucking his ass once more.
And thus, it went on like this again and again. Roo cemented himself as Eeyore's personal slut in the 100 Acre Woods for anybody nearby to hear...
THE END