Louie’s Cumuppance
Written by SkyBCliffe
12/25/2022
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It was a bleak weekend morning at McDuck manor, with a cloudburst rolling in from the east and bespattering the ground with unremitting droplets of rain. It went on throughout the entire morning, until the dark clouds dissipated and the sun broke through, beaming upon the ground and creating a slight glimmer on the rain puddles and droplet-laden grass.

Webby spent some of the afternoon jovially gallivanting from puddle to puddle, her vibrant teal rubber boots creating splashes and ripples within each puddle while she cheered, laughed, and grinned from ear to ear. She spent the entire morning studying up on the exterior and interior layout of the desolate fortress that the family was planning on venturing to for their next adventure in a few days. But it was rare that she ever got to take a break from her studying, training, and weapon maintenance, and she wanted to enjoy times like this where she could just enjoy being a regular kid.

Because obviously, she wasn’t one. She grew up in a heritage of adventurers, was trained in self defense and combat even in her youngest days, and she always felt giddy for battles, sacrificial practices and lore, deadly mythical creatures, and imminent danger. 

After her gambol through the puddles, she cleaned and removed her rubber boots and coat, and idly strolled through the halls of the McDuck estate, enjoying this lovely day. All the while her huge ass swayed left and right as she strutted through the halls. But she didn’t care. She was happy to flaunt such a blessing.

Another thing about her was that when she turned 10, her glutes and thighs had slowly expanded to an unnatural girth, especially for a duckling. Mrs. Beakley had a doctor pay a house visit to examine her, hoping that it wasn’t anything serious. Like a growth or a parasite or a tumor. Or some kind of fluid buildup.

The doctor incredulously let her know that she doesn’t have any signs of something affecting the girth of her lower half. She’s just fat. The result of a rare metabolism defect. Hence why the fat didn’t affect her stomach but went all the way to her hips, butt, and thighs.

At first, she was uncomfortable with the size of it and the teasing she received because of it, but over time, she got some admiring looks and smirks from the adult men of Duckburg, and the young boys as well, so it didn’t bother her too much.

Especially not after a few…less than innocent encounters with some burley well-endowed wolves. And a few encounters with some overconfident simping ducks who were not as endowed as the wolves were. But got very shy - yet obedient - when Webby took control.

As she was roaming through the halls, Louie just came back from sneaking into Scrooge’s vault and pilfering about 200 gold doubloons to buy a new phone. It would most likely cost less, and he wouldn’t need to spend much. But he wanted to make sure.

Webby saw Louie roaming through the halls, and her being the curious little darling that she was, strolled over to check on him. “Hey, Louie! How’re ya doing?” Webby asked in her casual giddy voice.

Louie’s voice became shaky in his response, knowing he was gonna get caught stealing. “I-I’m doing j…I’m doing just fine, Webby.” He said, his voice calming a bit as he discreetly kept the gold hidden in his hoodie pocket, not turning around too much to make sure she didn’t see the bulgy sagging front of his hoodie, which would give him away instantly.

Webby didn’t even need to see the drooping hoodie pocket. Just from how Louie’s voice sounded, she could tell he was up to no good. But she wanted to trick him a little. “I’m glad to hear that! Did you do anything fun today?”

“Y-yes, I did.” Louie said, a bead of sweat starting to form on his brow.

“Yay! What did you do?” She asked, sounding curious as she continued to be her little chatterbox self.

“I umm…” Louie tapped his webbed foot on the floor as he tried to quickly think of something to throw off suspicion. “...I went to play outside, I climbed the tree, and played ball.”

“Sounds fun!” She replied with a grin. “Did you climb the tree before you played ball, or after? Or did you do them both at the same time?!” She asked ecstatically.

“...I did them at the same time.” He replied.

“Eee, I knew it!” She said, giving a little squeal in excitement. “It was kinda rainy and muddy this morning, but it’s so much better now! If you got dirty at all, I hope you washed up before you stole gold from Scrooge’s vault.” She said, no accentuation on any of her words to let him know that she knew. She just said it as casually as she could.

“WHAT?! HOW!?” He unintentionally shouted. His jaw almost hit the floor as he was flabbergasted that she said that. She was right, of course. But he was caught in the lie, and did not want to surrender. Even though defending himself now would be pointless. “I-I mean…what gold?”

Webby smirked as she heard him abruptly and nervously exclaim his disbelief before futilely trying to act like he didn’t know what she was talking about. Her suspicions were correct. “Louie, please, you’re as bad a liar as I am. And you taught me how to lie.” She said, putting aside her peppy behavior and using a more serious tone.

“I-I…uhh…okay, you caught me. Pleeease don’t tell Scrooge.” He said, finally turning around and getting onto his knees, pleading for Webby to not breathe a word about this.

“I won’t. ...For a price.” She said slyly as she smirked at him, staring into his eyes.

“Wow. My own words sound just as evil coming from her.” Louie thought to himself, feeling pretty intimidated that Webby would even consider blackmailing him. …Actually, this is Webby we’re talking about. So in retrospect, this is pretty par for the course. “What’s the price?” Louie asked, somewhat concerned as to what she meant by that.

“Be my slave for a little while. Get me things, do what I say, etc.” Webby replied. She had other ideas in mind as well, as evident by her glancing at his crotch for a brief moment. But...all in good time.

“W-Waaah?! …Fine.” He said in defeat, while he did some glancing of his own, briefly ogling her remarkable body. Gosh, how can she be so cute and thicc, and yet, so mischievous? …Although, again, this is Webby we’re talking about. So is that even a question?

“Good boy.” She said, giving him a gentle pat on the head, knowing that he was staring at her gorgeous body and huge ass. She knew that he, at the very least, had a crush on her. And she knew from times when he wasn’t vocal about it, but wasn’t subtle about it, either.

“What do you want me to do?” Louie unenthusiastically asked, not excited to be Webby’s servant for who knows how long.

“Hmm...let’s start with something simple. I’d like to watch some TV in the theater room. Would you be a dear and get me some white grape juice and a plate of 5 chocolate chip cookies?” She asked while she led him down the hall with him strolling behind her, giving him a perfect view of her swaying ass as she walked.

“Okay…” Louie said with the same lack of enthusiasm. As he walked behind her, his eyes were locked onto her asscheeks as they swayed so hypnotically. Inevitably, the plumage of feathers covering his crotch ruffled a little as his cock slowly protruded out from the feathers, making it clear that he got an erection from the arousing sight of Webby’s bouncing, wobbling ass. Nonetheless, he heads to the kitchen to get a wine glass full of white grape juice, and a plate of chocolate chip cookies, which Della baked the night before.

Webby sauntered jovially into the movie room and sat down on the couch, relaxing while she waited for Louie to bring her the juice and cookies.

A moment later, Louie brings the plate of cookies and juice to her, politely presenting them to her just like a servant. “Anything else, madam?”

“Maybe an extra pillow, baby?” Webby said with a seductive smile as she took the plate and cup from him and began munching on one of the cookies. The texture was lukewarm and slightly hard, as expected from slightly day-old oven baked cookies. Still, they tasted divine.

Louie lazily strolled to the chair beside the couch and grabbed the pillow resting on the arm of the chair, and then brought the pillow to her.

“Thank you! Now, go sit on the other side of the couch. I’ll let you know if I need anything else, alright?” She said in a soft tone before reaching down and gently stroking her finger along the shaft of his dick.

“Ahh…w-what are you doing?” Louie asked a little nervously, taken aback by her inappropriate touching, but shivering at her lascivious hand feeling his cock, which admittedly, wasn’t very well-endowed. Its size reached to about 4 inches in length and 1 inch in girth. Still, Webby found it amusing, as she had a secret kink for teasing small dicked men. And knowing that Louie felt some taboo attraction for her made it all the more amusing.

“I’ll be honest, having someone as your personal slave for blackmail can get a little boring after some time. It’s fun, but you can only enjoy being waited on hand and foot for so long until it gets stale.” She replied as she stopped stroking and reached down to his balls and gently fondled them. “I have other ideas in mind for what you can do for me...Slave. But for now, I’ll enjoy being waited on until I feel the time is appropriate to act on these ideas.”

Louie timidly but understandingly nodded, blushing brightly as he felt some bit of arousal at her violating touch. It took her a minute to stop fondling his balls, and he breathed a sigh of relief as he rushed to the other end of the couch to finally relax.

“Good boy.” She said before blowing a kiss to him as he sat a good distance from her. It was a few minutes of bored silence before Webby called his service. “Slave?”

Louie’s throat tightened as he heard his nickname, nervous about what she wanted now, and hoping it wasn’t what he was thinking. But simultaneously, …he was hoping it might be. “...What do you need, miss?” He asked while his body remained still, trying to remain calm.

“Can you bring me a blanket, please?” She asked politely before taking a sip of her white grape juice.

Louie breathed a sigh of relief and slight disappointment as he got up from the couch and brought her a blanket. One of the plush throws from the bureau situated in the left corner of the room. He timorously handed it to her, hoping that she would be satisfied with the offered blanket.

“Thank you, baby.” She said in a polite, subtly seductive tone as she took the blanket, unfolded it, and jerked it out with both hands, letting it stretch out and cover her lap and lower stomach. Now that she felt more cozy, she felt tempted to take a nap as she finally felt more relaxed.

Louie gave another sigh of relief as Webby was satisfied with him giving her the blanket, and he sat back down on the couch, watching TV while Webby slowly fell asleep. About an hour or so went by, before he realized he could take advantage of this. He got off of the couch and tried to sneak away to have some time to himself while Webby napped, but as he passed by Webby, he felt a hand suddenly grab him by the crotch, instantly stopping him in his tracks. He slowly turned his head to find the source of the hand - even though he had a vague idea of who it was - and he saw it: Webby leaning over the arm of the couch, reaching her hand to his crotch while smirking deviously. In hindsight, he should’ve snuck around behind the couch, rather than directly passing by Webby.

“Alright, I’ve waited long enough. I think it’s time I made you my slave in another way. Sit on my lap.” She said, moving her hand away from Louie’s crotch and brushing her lap, gesturing him to sit there while she bared that mischievous smirk on her face.

Louie gave a nervous gulp as he slowly and timidly climbed up onto the couch and sat on her lap, obeying her order. As anxious as he was about whatever she was about to do to him, he was more afraid of her ratting him out. So all he could do was let her do what she wanted.

“Good boy.” Webby said softly. Once he sat on her lap, she reached to his little dick and started slowly stroking it while her other hand gently caressed the side of his face.

Louie couldn’t help but let out a few soft moans as he secretly admired her defiling touch, her soft hand rubbing the shaft of his cock. He especially felt some arousal knowing that it was Webby treating him like this. His own…cousin? Ever since he and the others found out that Webby was Scrooge’s daughter, the entire family’s been scrambling to figure out how she fits into the family tree, and what relation she has to the triplets.

Donald and Della Duck were Hortense and Quackmore’s children, and Hortense was Scrooge’s little sister. That made Donald and Della his nephew and niece. Huey, Dewey, and Louie are Della’s children, and Donald is their uncle. And Webby is Scrooge’s daughter. That would make her the triplets’ cousin, somehow? ...Maybe their aunt?

To save time, they just refer to Webby as their cousin, even though that might not be as accurate. The point is, incest is involved somewhere in this, and Louie knows it’s very wrong. …So why does he still feel turned on by it?

“Tell me, baby. Do you have a crush on me? And don’t lie to me, because this boner of yours says otherwise.” Webby said in a soft tone of voice while maintaining her hand’s slow speed.

Louie didn’t want to admit it, because…well, who knows how she might react? But maybe she’ll go easy on him if he’s honest. “Mmf…y-yes, ma’am. …I do.” He said shyly while trying to hold back his moans, to no avail.

“Hehe, I’m glad to hear that, cutie.” She said with a cute giggle as she kept jerking him off, speeding up her strokes a little, as if to encourage his honesty. “Now, tell me. Have you ever made love with someone before? Lost your virginity?” She asked while her other hand caressing his face slowly made its way to his lower bill and gently held it.

That particular question was a low blow to his pride, and he so badly wanted to defend himself. But he couldn’t. The circumstances he was in wouldn’t allow it, nor would his mistress. “...No, ma’am.” He said with a sigh, hoping he wouldn’t have to face too much embarrassment.

“Heh...I should be surprised, but I’m not.” She said teasingly, making a shy frown and blush form on his face. And then her hand went from his lower bill back to the side of his face, tenderly caressing it. “Aww, it’s okay. I’ll be the one to steal your virginity, and I’m gonna make sure that it’ll be fun for you.” She said in a more warm-hearted tone.

Louie was more taken aback than enamored at her sudden warm-hearted offer to help him lose his virginity. It felt odd for her to suddenly treat him so kindly, but if the offer of losing his virginity was on the table, surely he couldn’t pass it up. “Hmm…alright, miss.” He said with an intrigued smirk, but still maintaining his politeness and referring to her as ma’am, miss, and so on.

“Lovely. But first...” Webby said as she leant close to his ear and lustfully whispered “...Tell me about whatever naughty fantasies you have about me. What have you always dreamed of me doing to...ahem...with you?”

Louie didn’t know how to respond to that, as he did have some lewd fantasies about her, and all he’d love to do to her. But he felt so embarrassed about sharing them with her. Still, he didn’t have much of a say in this matter. And if this was all for him to help lose his virginity, he had to obey. “Well…sometimes I thought about you sucking me off while I held your head with my hands and pulled your hair. …And fucking your big ass, of course.”

“Ooh, hehe. Is that what gets you off, baby? Well, I’ll be more than glad to do that for you.” She said as she stood up from the couch and began taking off her blue vest, pink button up shirt, and purple skirt, revealing her gorgeous naked body to him. Her chest was expectedly flat, as she hadn’t developed yet. But her huge butt made up for that. “I wanna know what other fantasies you have, but…I’ll ask later.”

Louie bit his lower lip as he stared at her thicc ass, his cock twitching and throbbing excitedly, eager for whatever attention Webby was willing to give it.

“Just lay back and let me do my thing.” She said as she gently guided him onto the couch cushions to lay on his back.

Louie followed her and laid back on the couch, primed for whatever Webby was about to do. He felt so submissive like this, and wasn’t a fan of it. But what could he do?

“Good boy.” Webby said as she sat down in front of his legs, and then placed her hands on his legs. She licked her beak as she kissed the tip of his cock, and then started suckling on the tip, while staring at him.

“Ahh…” Louie sighed in pleasure as he felt her soft beak kissing his dick, and then suckling on it. He wanted to feel like he was in control here, but that stare kept reminding him that he wasn’t. It made him feel like he was prey, and Webby was a predator that finally captured him.

Louie was never fond of the idea of male subjugation in porn. Yeah, the femdoms - female dominants - were kind of hot, but he just wasn’t a fan of the concept of the lady taking the lead. That, and he always had a rather bloated ego, which led to his attraction with being the dominant in a sexual dynamic - even though he was still a virgin.

Right now was no different. He so desperately wanted to take control, to wipe that smug smirk off of Webby’s face and fuck her how he pleases. But he knew better. Webby may be in over her head sometimes, and naive, but she was still clever, surprisingly strong, and quick with reflexes. If he tried anything - tried to knock her onto the floor and have his way with her - she would more than likely pull some kind of sneak attack bullshit and snitch on him to Scrooge. And not just about the stolen gold, but also about how she ended up naked, and he ended up pantsless, and how they were both on the floor with him about to ravish her.

Meanwhile, Webby kept suckling on his tip for a few minutes, until she slowly engulfed his cock with her entire beak, deepthroating it.

“Oooooh, ffuck…” Louie moaned as he felt his entire dick enveloped by her warm, wet throat, digging the back of his head into the seat of the couch as his back slightly arched.

Webby thrusted his dick deep into her throat for some time, until she brought her head back up, sucking his tip for a moment, and then stopping. “You love that, don’t you, baby boy?” She said in a seductive whisper while she kept staring into his eyes.

“Mmm…y-yeah…” He said while blushing as he couldn’t help but stare into her eyes as well. Gosh, that stare made him feel so shy and submissive.

“Well, good...” She said before she suddenly grabbed his cock and started stroking it at a teasingly slow speed. “Because I’m not gonna let you cum just yet. I wanna have some fun with you.”

“Oof…okay, m-ma’am.” He said acceptingly, disappointed that he wouldn’t be allowed to cum yet, but respecting her order.

“Good boy.” She said before she stood up on the couch. “I think it’s time for…a bit of worship. Surely you’d love to attend this particular mass and receive this blessed…assurance.” She said while staring into his eyes, and then suddenly turning around and poking his huge butt out to him, chuckling at her admittedly cheesy pun.

Louie found it amusing, but not enough to provide a laugh to credit her.

Although he was right that the pun wasn’t that good, Webby still thought it best to punish him. So while he was still laying down, Webby straddled Louie’s head with her ass facing directly above him, giving him a worm’s eye view of her magnificent curves. Her thighs reached an ungodly girth, just like her cheeks. Each cheek was roughly the same size as her head, but distinctly smaller. But put together it made her ass look bigger than her head. Such a wide bubbly rear shouldn’t be possible or attainable for someone of Webby’s age. But no one seemed to mind or care, so…might as well give it a purpose.

After a moment of staring, Louie froze up as Webby hopped up and suddenly landed on his face, crashing butt first onto his beak. It was a near perfect landing, but she had to wiggle around a little to help Louie’s beak get more comfortable. That’s the one inconvenience Webby had with letting ducks rim her ass. She always had to adjust to feel more comfortable with their beak, due to the blunt, edged front of the beak. Still, once adjustments were made, it would be smooth sailing from there.

Louie had mixed emotions in the moment. He never fantasized about Webby sitting on his face, save for cunniligus. But this was…strangely enjoyable. The weight of her heavy ass, her thicc, pillowy cheeks smothering his face, his beak and tongue pressed right up against her anus; it all felt so erotically pleasing to him. Even if he couldn’t profess disinterest toward it, as his tongue was busy slithering and wriggling in her asshole, rimming her.

Reaching her hand back to his head to hold him in place, she moaned softly and let her eyes roll back as she adored how his tongue felt writhing around in her ass. She kept him smothered for 5 or so minutes until she lifted her hips. “Hehe…I’ll give you a minute to breathe. Make the most of it.” She said with a smirk while looking back and down at him.

The sight of her looking down at him with her butt so close to her face was so arousing to him, and his dick remained rock hard and started leaking pre-cum. “Mm…thank you.”

Webby’s smirk faded as she felt something was missing from that grateful response of his. “Thank you…?” She asked smugly, encouraging him to complete the sentence.

“...Thank you, Mistress.” He replied with a sigh, looking away from her to avoid any teasing. Even though he found it arousing.

“Correct.” Webby said with a satisfied grin, feeling so empowered from hearing Louie call her Mistress. “So…how did I taste?” She asked, sounding a little more shy as she wanted to know what he thought of how her ass tasted.

“Hmm, it tasted…like…like it was recently cleaned in the shower. With subtle notes of sweat and some musk. Overall, pretty tasty.” Louie responded while examining the taste that remained in his mouth. Her asshole’s taste couldn’t be described by comparing it to something, but it tasted rather clean and a little salty from sweat, so that was the best analogy he could give.

“Heh…thank you.” She said with a kind smile, glad that her taste wasn’t anything bad. “And now it’s time to get back to smothering you.” She said, wiggling her wide hips left and right and preparing herself to land on his face again. “...Unless you have another fantasy you’re desperate for me to fulfill.” She said out of curiosity, wanting to know if he had anything else he’d like for her to do.

“Oh. Umm…I have always wanted to feel your thighs.” He said truthfully while staring at the aforementioned thighs.

“...My thighs?” Webby asked, a little confused. Yeah, they were thick as well, but most of her ‘fanboys’ never paid much attention to them. Save for one that wanted a ‘thighjob’, where he thrusted his dick between her thighs. She found it a little odd at the time, but didn’t question it.

“Yeah. I like big booties, but the legs are pretty attractive as well. You’re no exception.” Louie replied with a shrug. “I can only imagine how soft and cozy they would feel.” He added while still ogling them, even drooling a little.

“Ooh. …Well, I’d gladly provide a thighjob, if you want.” She politely offered while her hands idly rubbed her thighs to accentuate their thickness and beauty to him. Even if she didn’t notice before.

“I’d love that. Thank you, mistress.” He said kindly, unaware that his cock started squirting more pre-cum in excitement.

“You’re welcome, baby. Would you like to stand up for it, or maybe keep laying down while I sit on your waist? Either way, I’ll make sure your little dick is smothered between my thick thighs.” She said teasingly, reaching down and giving his cock a few strokes.

“Mmf…I’ll stand up, mistress.” He replied with a blush as he stood up from the couch. Jeez, he hated hearing her tease his size, but his small cock seemed to enjoy it as it twitched and throbbed each time she teased him.

“Alrighty.” She said cutely before she turned around, showing him her huge ass and wiggling it left and right at a slow pace. And then she walked back and pressed her butt firmly against his pelvis, with his cock right between her legs, before she closed them, enveloping his dick between her thick, soft thighs.

Instantaneously, Louie’s boyhood was clutched by her legs. He shuddered and quivered as it felt like it was too much for him to handle, the feeling of the two fluffy, thicc thighs enclasping his cock so firmly, and so cozily as well. Despite holding back his moans, a few pathetic whines escaped his clenched-shut bill, wordlessly proclaiming to her that he was struggling to keep his composure.

“Your moans are so adorable, y’know that?” She said lustily before grinding her thighs together, rubbing his dick between her legs.

“G-Gosh…” He stuttered and panted, doing his damndest to hold off on cumming too early. But her thigh grinding wasn’t making it any easier.

“How about you humiliate yourself while you helplessly hump my thighs? Tell me every naughty thing you’ve imagined me doing to you. Every fantasy, dream, or just any thought about me that gets you riled up.” She said in a domineering tone, really getting into her femdom behavior.

Louie didn’t like this one bit. He should be the one making her whine from struggling to handle him. But with the size of his dick, the size of her ass and thighs, and her being…well, Webby, that just wouldn’t be possible. So all he could do was keep swallowing his pride, and…humiliate himself for her. “Well, uhh…I’ve always wanted to bend you over onto my bed, hold you by the legs, and ravage your ass.” He said, wanting to give a fantasy that she could fulfill that he would enjoy.

“Ehh…nothing I haven’t heard before.” She said with a yawn, sounding bored. Even by his usage of the term ‘ravage’.

He kind of expected for her to look back with a smirk, or to at least tease him that it would never happen. What he didn’t expect was for her to…yawn. 

“Again, any fantasy you’ve ever had, any dreams you may have had, any thought about me that gets you excited; whether it was back then or in the now, the sky’s the limit.” She added, giving him another chance to admit something he always wanted for her to do.

“Umm…uh…” He stammered as he tried to think of something else. What he was about to suggest would probably result in his sex life changing forever, but at least he’d let her have her fun. Even if it wouldn’t be as fun for him. “...I’d love to wear a blindfold and have you thrust my little cock into a fleshlight while you…while you peg me.”

A look back from Webby said it all. …She didn’t believe him. “Please. Now you’re just telling me what I want to hear.” She said doubtfully. She wasn’t wrong. While he did find that fantasy kinda hot, despite how ass-backwards it was from his actual fetishes, it wasn’t something he actually wanted to do. Unless he was absolutely comfortable with this side of Webby. “One more chance, baby boy. If you can’t get it right, I’ll have to take up that offer and apply it as your punishment. Without the fleshlight.”

Now he had to give something that they would both enjoy. Something that wasn’t tame, but wasn’t too extreme and unlikely that Louie would allow her to do it.

“...I’ve always wanted to cum on your hair.”

“Aww, really? …Well...I can’t really let that happen, because that would be a PAIN to wash out. But I could let you comb your fingers through my hair, if you want.” She said with a grin, besotted by his offer of wanting to cum on her hair, but politely declining. Because like she said, it would be hell to wash out. “But it’s a start, though! Is there anything else?”

“Thank you, mistress!” Louie said thankfully, grateful that his answer satisfied her. As he tried to think of something else, he brought his hands up to her head and gently raked his fingers through it, combing her soft hair while moaning softly as he humped her thighs. And then, Louie thought of it. “...I like your voice.”

Webby froze as she heard that, bringing up a hand as if to signal him to stop, and he did. She slowly looked back and whispered, as if to do a double take, “...What?” 

Her voice was always a touchy thing to point out about her, as she felt conscious about it. Her voice was shrill, it was annoyingly giddy, it was loud; most days, she didn’t like it. And she was already nearing the fence of hating it.

Admittedly, Louie hated it as well. Or at least, he used to. But he’s slowly been acclimating to it. So, he doesn’t hate it anymore. …He merely dislikes it.

And then today came around, and Webby’s voice proved to be an endearing quality about her. So he wasn’t lying about liking it. And Webby hoped that wasn’t the case. She just wasn’t sure if he was either referring to someone else, or mispronounced a part of that statement.

“Y-Yeah. …I like your voice, Webby.” He replied timidly, but honestly. “It just has this…cuteness to it. I love how giddy and eager you sound, and those little squeals you make when you’re excited. Your voice is a little rough and…squeaky, yes. But it’s unique.” He added, his timidity fading as he went into detail of why he liked her voice.

Webby didn’t know how to feel about this. Usually she felt awkward when people attempted to compliment her voice, even when she could see that they were just trying to keep her happy. And hearing this from Louie, she felt like she would have expected him to at least embellish some details about her voice when describing why he liked it. But no. All that was there was genuine sincerity and honesty. However, she wasn’t sure how to respond to this. All she could do was smile and say “Tha…uh…th-thank you, Louie. That means a lot hearing that from you.” Her stumbled response couldn’t express it well, but she felt enamored by Louie’s affectionate words. Knowing that somebody genuinely liked her voice made her feel very happy.

“You’re welcome, Webby.” Louie said, not noticing that he called her by her name, instead of Mistress, as she would have preferred.

Webby noticed, but she didn’t mind. It was a tender moment between them, and her rules didn’t matter in the moment. …Well, only her rule about him referring to her as Mistress. “So…do you wanna keep humping my thighs?” She asked, unsure of what to do next.

“Yes, please. I wanna keep humping your thighs.” Louie replied politely.

“...And what do we say?” She asked almost condescendingly, looking back at him with that same mischievous sneer.

“...Yes please, Mistress.” Louie said, correcting himself but also rolling his eyes in slight annoyance.

“Hehe, alright. Well keep humping, baby.” She said, blowing a kiss to him before grinding her thighs together to help him get back on track.

He bit his lower lip and held back his moans as best as he could as he thrusted back and forth, his little cock squirting more pre-cum between her thighs and adding a bit of lubrication.

“Mmm...you love my thighs, don’t ya? And my fat ass, too?” She asked naughtily, giving her hips a good wiggle to call his attention to said fat ass.

“Haah…yes, Mistress. I can’t get enough of them.” Louie said while panting a little, staring at Webby’s swaying hips and jiggling buttcheeks, reaching down and groping them while he kept humping her thighs.

“Well, after one more minute of this, you’ll get to feel how tight I am. You’d love that, wouldn’t you, baby?”

“Y-Yes, Mistress! I’d love that so much!” Louie replied eagerly, already approaching climax at the thought of how tight she must be. And also from him increasing the speed of his thighfuck.

“I bet you would. Well, keep thrusting, sweetie.” She said while keeping her thighs closed rather tightly to increase the stimulation for him as he thrusted faster.

“Mmmm…Webby, I lo…I love you.” He said, not noticing what he just said as he was lost in his euphoric haze, gradually increasing his speed.

“I’m glad to hear that, Louie. I love you, too.” She said before turning her upper body around and giving him a passionate kiss. Webby wasn’t surprised at him confessing that he loved her. She was just surprised that he didn’t say it earlier.

Louie’s eyes widened as their beaks connected in a passionate smooch, and he brought his hands up from her cheeks and wrapped them around her, hugging her so tightly while he kept humping, ever so close to climax.

And just as he was about to reach it, she suddenly separated her thighs, leaving him thrusting into the air. “Hehe...I bet you almost came right there. Didn’t you?”

“Mmph…mhm.” He responded while slowing his thrusts, embarrassed at how abruptly he was denied release.

“Not surprised. Well, go ahead and sit down, baby. I’m gonna give you something you’ll really enjoy.” She said while moving forward a little and then grinding her butt back against his twitching dick. She kept this up for a moment, and then quickly stopped so he wouldn’t get too stimulated from it.

“Ooh…” He moaned as he cock was teased by her ass, and then left twitching desperately as she stepped away from it. “Alright, mistress.” He said obediently. As he sat down on the couch, she spread her big asscheeks, revealing her anus to him, before she suddenly sat down, pressing his cock deep into her asshole.

“WEBBY!! FUCK…” Louie exclaimed from the sudden pleasure of his cock pushed so deep into her. Finally into her.

“Hehehe...it feels tight, doesn’t it?” She asked while looking back at him. Snapping a man’s V card was always a fun kink for her. Namely because of their reactions. She couldn’t care less about dick sizes or if they had premature ejaculation or not. She always loved their reactions - whether they were excited, nervous, shy, surprised, or even just happy to be there.

“Y-Yeah. Mmf…gosh, you feel so tight.” He said while his head tilted back as he savored how tight her asshole felt, along with her huge, soft cheeks pressed against his pelvis as he was all the way inside her.

“I bet I do. So warm and snug around your little cock. You’re already balls deep inside me, but…I don’t even feel tickled.” She said as she began riding his dick at a slow pace.

Louie didn’t even know what to say to that. That comment just damn near hurt his feelings. But he still felt turned on by it. And all he could give as a response were moans and pathetic whimpers as he struggled to hold back while inside her, further proving her point.

“Actually...” Webby stopped bouncing and looked back with a grin. “You’ve been a lot less lazy, and a lot more compassionate and reliable today. And I’m proud of you for that. How about you try to thrust while I keep sitting on your cock?”

He felt a lot better after hearing that, and couldn’t help but give a smile in response. And he wasted no time at all, bucking his hips upward and thrusting in and out of her asshole, while he moaned continuously - and submissively.

“Ahh, good boy. Keep it up.” She said while moaning softly as he fucked her ass. And as he sped up, he grabbed her hips, firmly holding her by her waist while he thrusted faster.

Webby kept moaning as he increased his speed, admiring how his hands held onto her waist while he fucked her. Surely this wasn’t exactly the way he wanted to have control over the situation. But it satisfied him to some degree. “Mmf...are you getting close, baby?” She asked him while clenching her asshole, making it tighten around his cock.

“Gah…y-yes, Mistress.” He said as he felt his climax slowly approaching just like earlier.

“Alright. Well, before I let you cum, I wanna hear you beg. Humiliate yourself more. Plead and beg me to let you cum.” She said, addicted to hearing Louie embarrass himself and beg her. Him being this submissive was truly something to admire.

“P-Please let me cum, Mistress. Pleeeaase.” He whined, pleading to her as best as he could, not wanting to be denied again.

“Keep begging, baby.” Webby said dominantly while moving her hips around in a circular motion, swirling his small cock around in her asshole. “How badly do you wanna cum? Tell me, slave.”

“I so badly wanna c-cum inside you, Mistress. I’m gonna burst any second now.” He responded while moaning uncontrollably from her tantalizing hip motions, already teetering so close to the edge of orgasm.

“I bet you are.” Webby said as she reached her hands to his hips and slowed his thrusting, until he stopped. “Alright, baby. I’ll let you cum. But let me take the lead on this, okay?”  Webby said, preparing herself to ride his cock at such a fast speed.

“Nnf…understood, Mistress.” He said acceptingly, appreciative of her finally letting him cum. Especially knowing that it would be inside her.

“Good boy. Such a good boy.” Webby said naughtily, before bouncing at a very fast speed, slamming her ass against his crotch as she rode him vigorously, bringing him closer to orgasm. “Go ahead, baby. Cum.” Webby said as she kept slamming her ass down, until he finally reached over the edge.

And then, it happened. He finally came. …But not at all how he expected. Once he started his orgasm, Webby immediately lifted her hips up, taking his penis out of her asshole, and then she pressed her phat butt against his cock, making sure it was aimed toward his face as he started cumming.

Louie was surprised at her suddenly lifting off of his cock, but was appalled at his sperm splattering all over his face. “AHH, eugh! W-Webby!”

“What? I said I would let you cum.” Webby said, acting confused as to why he seemed surprised by her doing that. “...Ohhh, did you think I meant ‘inside’ me?” Webby asked with a smug smirk as she looked back at him, admiring the sight of his cum squirting directly onto his face.

If her asking if he ever lost his virginity was a low blow to his pride, her denying him from cumming inside her was like a cannonball strike. Much like his seed spraying onto his face. And if Webby was correct about her earlier claim when he asked to cum on her hair, this will be a nightmare to clean out. Although, that wasn’t the most important issue on his mind at the moment. Right now, he felt so nonplussed at Webby denying him like this.

“Hehe, silly boy. Maybe someday I’ll let you cum in my ass.” Webby said with a cute giggle as she kept grinding her huge ass against his cock while his climax went on.

All he could do was blush with his arms crossed. He felt flustered, embarrassed, incensed, but he couldn’t express it because…well, he thought for a moment that she and him finally had something going. And he hoped that she might be a little more magnanimous and sympathetic toward him.

“Because...” Webby suddenly lifted her hips and turned around, getting close to his face and slithering her tongue all over it, licking and sucking the cum off of his face while one hand held onto his shoulder for support, and the other gently stroked his slowly softening cock. And then she suddenly dropped down, not letting his cock penetrate her vagina, but pinning it down and rubbing her pussy back and forth to tease him. And as she finished licking his face clean, she whispered into his ear, “I’d prefer if we went somewhere more secluded. So you can cum in this hole.” And then gave one last roll of her hips to accentuate the exact hole she was referring to.

Louie’s eyes were wide as saucers as he heard her offer, and his dick bounced right back up into a rock hard state. Both from her pussy rubbing against it, from her licking the cum off of his face, and from her tempting offer. He was elated that he would finally be allowed to cum inside her. …But he had a deep, foreboding feeling that it wouldn’t be on his terms.
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End