It was another peaceful day in the small rural village of Nutwood. Everyone was doing their daily business and going on their way. Meanwhile, Rupert Bear was busy exploring and trying to have some fun, going into the forest to see what he can find and pass the time.
He usually has a way of attracting adventure or some other craziness in his life. It certainly wouldn't be the first time something odd happened in Nutwood. He was actually kind of used to it by now, in a weird way.
"Mmm... It's always nice to get some fresh air! The cool breeze, the trees of the forest, some flowers growing and even that one lone sunflower at... wait, what?" Rupert says to himself before he stops and did a double take.
Sure enough, there was a lone sunflower that looked out of place. That's odd. He would've seen this one before. It looked very different from all the other plants and flowers. Rupert decided to go check it out and kneels down to the sunflower's level.
"Now, how did you get here? I've never seen a sunflower grow in Nutwood Forest before. And I've been here many times!" The white bear says. Did someone plant it? No, that didn't seem likely.
"Well, there's always a first for everything!" Said a male's voice, startling Rupert as he looked around.
"Wha?! Wh-who said that? Hello?" Rupert called out, strange. The voice seemed nearby. The bear even looked behind him and found no one. "Was I just imagining things?"
Perhaps he was out in the sun for too long, or maybe he was just so bored that he started imagining hearing voices. Rupert goes to stand up, he was pretty much done exploring for the day and now wants to hang out with his friends.
"Maybe I'm just going crazy…" He sighed.
"Guess again!" The voice chimed in again. Rupert gasped and looked around frantically.
"Who said that??" He half-panicked. Was it in his head? It had to be! But if that was the case, why did it sound so clear?
"Down here!" Said the voice. Rupert looked back down at the sunflower and… Wait, what the-?! It had a face!
Rupert fell backwards in shock. Was he really seeing this? "Wh-Who're you?" He asked. Still a bit shaken up.
"I'm Flowey! Flowey the Flower!" He greeted. "Golly, you must be so confused seeing me out like this!"
Confused was an understatement. He didn't know why, but something about this Flowey seemed… Off. Maybe it was a talking flower, or maybe he was misplaced. Whatever it is, Rupert felt a little scared.
Rupert got back up and knelt down to Flowey's level. "So, uh…" He began. Still unsure about what to make of all this.
"Wait just a minute; I don't know your name yet." Flowey cut him off.
"Oh! Um, I'm Rupert." Rupert introduced nervously. Something in his mind was screaming at him to make a run for it, but why? Flowey was rooted to the ground! …Right?
"Rupert, huh? Judging by your face, you never experienced a talking flower, am I right?" Flowey says to which the bear nodded slowly. "So, what are you doing out here, Rupert?"
"Oh! I was just exploring and getting some fresh air. And, well... I found you Flowey. I've never seen you before, and I've explored the forest many times!" Rupert answered the flower. He has seen and experienced many things before, but this? This was certainly a first. Wait until his friends hear about this!
"Maybe you haven't been looking enough. It happens." Flowey says and shrugs with his leaves. He seemed friendly enough, but still... Rupert felt suspicious about this sunflower.
It was then that Flowey noticed Rupert's body. Even though he had all those clothes on, the bear had quite the feminine frame to him. This reminded him why he was here in the first place. "Say, you wanna play a game, Rupert?" He asked.
Rupert raised an eyebrow. What was Flowey implying? Whatever it was, there was no chance he was staying to find out! "I-I gotta go, see ya!" He blurted out before making a run for it.
However, he didn't get far as he suddenly tripped and fell. Looking back, Rupert noticed that his ankle was caught in a vine. "Don't think you're getting away so easily, Rupe~" Said Flowey. Revealing his true intentions.
"Wh-What do you want from me!?" Rupert panicked.
"Oh, not much. Just… Your SOUL." Flowey grinned evilly. "Before I take that, however, why don't we fool around a bit?"
Rupert's eyes went wide hearing that last part. "Help! Somebody hel-!" He called out, but was muffled by a vine wrapping around his mouth. Soon, more vines shot out of the ground and began tying up the poor bear and ripping away his clothes.
Now that Flowey got a good look at Rupert's girly body, he chucked evilly. "Heheh! This is gonna be fun~!" He said.
 'What is he gonna do to me!?' Thought Rupert. He soon got his answer when he felt something poke at his entrance.
The only thing he had on was his yellow scarf, but he was naked as a newborn. He turned his head slightly, and his eyes widened, seeing another vine poking at his anus. He stared at Flowey, and actually felt scared.
"Mmpgh! Mmhgh! Nnghh!" Rupert couldn't even form coherent speech, his mouth was covered by the vine as a makeshift gag. All Flowey could do was laugh maniacally, seeing the bear so vulnerable.
"Now, now Rupe... this won't hurt. For me. For you? Uh... maybe. But there's always a first for everything!~" Flowey says, even his face changed. From a cutesy flower, to something of a monster. Red eyes and even fangs. What even was this plant?!
"Mmh! Nnghooo!" The white bear let out a muffled scream, as he struggled against the vines, but they were too strong and tight.
'No, no, no! I've never...! S-someone! Help me!!' He mentally screamed, feeling the vine poking and prodding some more, trying to get inside his asshole.
Finally, Flowey forced the vine inside of Rupert's asshole. Causing the bear to let out a muffled scream of anguish. "MMMMGHH!!!"
"Aw, fuck yeah~" Flowey moaned in sick pleasure as he thrusted the vine and out of Rupert's ass. All while the bear was squirming and groaning in agony.
'Take it out! Please! TAKE IT OUT!!' Rupert screamed in his mind. However, his pleas were unanswered to God or whoever else above. Unbeknownst to him, he was gaining an erection. Even his own body was betraying him.
"Mmn! What a tight ass you've got!" Flowey groaned. Rupert blushed hearing this. "Hm? You're erect? Lemme handle that for ya!"
With another vine, Flowey wrapped it around Rupert's cock and began jerking off while he fucked him. Rupert's eyes had tears flow down his cheeks as he felt nothing but torture. He had multiple opportunities to head home, but it was far too late for that…
He stared at Flowey, silently pleading with him to stop as he let out some whimpers and groans. However, the monstrous flower didn't even care. If anything, this amused him even more.
"Awww, don't cry, Rupe. You'll learn to enjoy it soon~ Let ol' Flowey take good care of ya~" He teases, giving a cute giggle. However, it sounded way more malicious and coupled with his real face, it terrified Rupert even more.
"Mmmhg! Mmmhh...!" Rupert struggled some more, feeling the vine inside of his asshole, and around his erection. He would never in his life think to experience this.
'Why didn't I just leave?! Rupert, you really are an idiot!' He mentally berated himself, letting out some sobs. What's worse? He didn't even let anyone know where he is.
"Hmm... this is boring. Let's pick up the pace." Flowey says, and the vine covering Ruper's mouth moved and went inside, nearly making the bear choke. "Much better~"
Rupert's eyes went wide as his tears increased. Feeling both his ass and mouth being used at the same time. 'Oh God… Please, make it stop…!' He begged in his mind.
This went on for a while before Flowey felt himself reaching climax. "I hope you're ready for my 'Friendliness Juice', heh~!" He chuckled cruelly.
…Friendliness Juice…? Oh no. Oh, no no no NO!! "WHAIT!!!" Rupert begged and pleaded. But alas, it was far too late.
Flowey let out a loud moan as he let loose. Filling Rupert up in both ends. The bear's eyes rolled back as more tears came out. What's worse? He came as well. Flowey's vines retracted back into ground and allowed Rupert to collapse with his cum-filled ass in the air. However, the tears had stopped and he had a huge dumb smile on his face. There was no way around it: Rupert's mind had completely shattered.
"Haaah~" Flowey sighed. "How're ya feelin' Rupe? Good?"
Rupert coughed up some some of the liquid Flowey gave him, and stared at him, his eyes half lidded and cheeks flushed.
"S... so good... it tastes... a-and felt so good...~" Rupert says quietly, but the monster flower grinned as he heard it. He could take this bear's SOUL now. Or...
"Would you like more of my 'Friendliness Juice' Rupe?~" Flowey says, when he saw the male's eyes light up as he shakily sat on his knees, nodding quickly.
"Y-yes...! Y-you using me... f-felt amazing!" He says, as if the experience he had wasn't the worst thing ever anymore. His cock twitching with excitement as he couldn't stop thinking of many lewd ideas.
"How much do you want me to use ya? Use your words, teddy~" Flowey teased, knowing he got him. Hook, line and sinker.
Rupert decided to go all out. "I… I want you to fuck me hard!" He exclaimed. Not caring if anyone heard him act like this. "My mouth, my ass, it doesn't matter! Hell, piss in me for all I care! Being fucked is the best!"
Huh. Who knew he could act so raunchy when pushed? But hell! Flowey wasn't complaining! "There's a good fucktoy~" He praised lewdly. "I hope you're ready for round two!"
After a bit of rumbling, another vine came out of the ground. This one being larger than the others from before. "Go on, Rupe; I'm sure you know what to do from here!~"
Rupert stood up and positioned himself over the vine. After he poked it at his entrance a few times, he inserted it deep in his ass. "Aaaaahnn~" He moaned girlishly. "It's so… Big…!"
Flowey smirked hearing the once shy bear act like the slut he truly was. "That's it, just like that~" He egged him on further. Hearing this, Rupert began moving up and down on the vine. (Which was presumably Flowey's cock) Both males moaning  and groaning loudly as the bear felt nothing but pleasure as opposed to the suffering he went through earlier.
"Haahhh...! Aaahhn...!~ F-Flowey...!~" Rupert moans loudly, his own cock flopping up and down with every movement of his hips. He felt such indescribable pleasure. The vine inside of him felt so big and thick, hitting all of the right spots he never knew he had.
"It's always the innocent ones who are the closeted sluts~ How's it feel now, Rupert?~" He asks, already knowing the answer if the bear's slutty expression was anything to go by, his eyes rolling back and tongue lolling out.
"So good! So goooood!!!~ Please... f-fuck me!~ I'm nothing!" Rupert moans out loudly, continuing riding Flowey's cock.
"That's right! You're nothing without me. This is your new life now~ If you join, you can have this alllll the time~" Flowey offered, and that set something off in the poor bear's shattered mind.
He could have MORE? He could do this all the time? Being used and treated like some living fucktoy? How could he refuse such an honor?!
"Yeees~" He accepted as he shuddered. "I need more! S-So much more…!"
Flowey laughed. "Ha! I knew you couldn't pass this up!" He said. "Hope you're ready for more Friendliness Juice, Rupe~!"
"I am! Please, gimme all your Friendliness Juice, master!" Begged Rupert. Letting the master comment slip out. Hmm… 'Master Flowey'. It has a nice ring to it~
With one last thrust, Flowey came deep inside of Rupert. His stomach bulging more and more from the sheer amount of cum that was poured into him while he blew his load, as well. The bear's eyes turned to hearts as this all happened. When it was all over, Rupert stood back up, but immediately collapsed next to Flowey.
"Haaah~ Master's Friendliness Juice~" Rupert sighed. "It feels… Amazing!"
"Glad you think so, Rupe~" Flowey replied. This was far better than consuming his SOUL! "Now then, about getting more…"
[…]
Some time has passed since Rupert's encounter with Flowey. The demonic flower also roped in the bear's friends, using them as additional fucktoys as well. He could take their SOULs as well, but this was more fun~ He also gave special attention to Rupert, making all of this possible.
The bear was having multiple vines inside his ass and mouth, while another stroked his penis. Rupert had long since accepted his place as a submissive slut for Flowey, and he wouldn't have it any other way. And his friends joining in? Added only more sexual fun~
And when all was said and done, they went back home, without telling anyone anything. Only for the next day to happen again, and again, and again. All with Flowey with a malicious smile on his face.
"Hehehehe... life is good~ Isn't that right, my adorable little fucktoys?~" Flowey says and chuckles, as he heard the cacophony of moaning.
THE END