DISCLAIMER: I don't own Pokémon or any of its characters.
DOES MY ASS LOOK FAT IN THESE?
Hilda's jean shorts bared more of her ass than they covered. After reviewing her outfit in the mirror, she looked over to her stepbrother, Hilbert, and asked, "Do these shorts make my ass look big?"
"I don't know," answered Hilbert with a shrug, "you're the one that needs to wear them."
True enough. Hilda wanted to look cute for her good friend, Nate, who she hadn't seen for several weeks now. Would it kill her stepbro to give her a little honest feedback though?
She turned around and gave him an exasperated expression. He was going through his usual routine of not taking anything seriously and being completely indifferent as if she had just asked about the weather. She let out a sigh, turned back around and pulled up on the hem of her shorts, lifting the material up even higher. The same question came to mind again: do these shorts make my ass look big?
It wasn't like Hilda didn't have any curves. Her large breasts were barely contained by her tight blouse and she knew it would show under most clothing—but for some reason, she couldn't shake off the feeling that her shorts made her butt look bigger than it already did. It might be because of how short they are or maybe it was just the way they hugged her hips.
"You think I should buy a different pair? One that won't show this much?" she asked.
He shrugged again and replied, "Whatever you want to do is fine by me."
Hilda rolled her eyes at him and took a deep breath before heading down the stairs. As she walked past him, she could feel his gaze trailing up and down her body, but he kept quiet and pretended not to notice.
She sighed again and headed outside. The sun was shining bright overhead and the humid air felt good on her skin. She sat down on the porch swing and put her feet up, leaning back and stretching out her arms and legs. A few moments later, she heard someone coming up behind her and turned to see her stepbrother standing there with a bottle of lemonade in hand.
"Hey, Hilda," said Hilbert. "How about some lemonade?"
"Uh, thanks," she replied. It was kind of random but she accepted the drink from him anyway.
"So what were you asking again?"
"These shorts make my butt look big," she repeated. "What do you think?"
"That depends," he responded. "Have you been working out lately?"
Hilda frowned at him and shook her head. "No. I've never really worked out."
"Well, now that you mention it, the last time I saw your butt it seemed a little chubbier than usual," he continued.
"Chubby?!" she blurted out.
"Not just chubby, Hilda," he clarified. "Fat."
She nearly choked on her lemonade. "Wh-what? No! Why would you say something like that?"
"Because it looks like you have a lot of fat around your butt," he explained further. "And trust me, I'm pretty sure it wasn't always like that."
"If you're trying to make me feel better, you're doing a terrible job of it!" she cried. "Why would you say something like that? And why are you staring at it so much?!"
"Oh, come on. You know I'm right," he replied. "You can't blame me for saying it. Is that all you wanted to ask?"
"No! What I actually wanted to ask is…should I buy a different pair of shorts? Ones that aren't so short?" she asked.
He paused for a moment then said, "Um...no."
Hilda looked at him with a confused expression on her face. He took a drink of his lemonade and went on.
"Look, I don't mean to sound like an asshole. But you're always complaining about how guys never look at you, and I thought maybe if you wore shorter shorts, you'd get more attention, especially from Nate." Hilbert half-smirked. "But if that's not what you meant, then ignore everything I just said."
"That's not what I—I mean, it is what I..." she stammered. "What do you mean by that?"
"Like I said, I don't want to sound like an asshole," he started. "But it's true. Girls like you, who have that kind of figure, are usually more popular with guys when they dress a certain way. Maybe that would help you get guys' attention. What do you think?"
Hilda couldn't believe what she was hearing. Was it possible that her stepbrother was offering her advice on how to attract guys? Did he realize how embarrassing that sounded? Of course he did. But he was just trying to be helpful, she thought.
"Okay, uh, thanks for the feedback, Hilbert."
She downed the rest of her lemonade, stood up and stretched her arms at the beautiful day. In just a few short hours she would be reuniting with Nate.
Meanwhile, Hilbert snuck a glance at the fat ass hanging out her tiny shorts. It was pretty obvious that her figure had changed since she was last home. When she first came here, she was much skinnier, but now she was plumper in all the right places. He tried to tell himself that it was because she had put on weight, but the truth was that it was probably due to the fact that she wasn't wearing any panties underneath those shorts...
"Anyway, I'm gonna upstairs for a while," she said as she headed for the door. "I'll see you later."
As Hilda stepped inside, she felt her face heat up. She knew that it was ridiculous to be embarrassed after her brother told her how hot she looked, but she couldn't help it. Her face burned red as she closed the front door behind her, and she made her way upstairs. Once she reached her room, she sat down on her bed and pulled off her shoes. She grabbed her phone and opened up her game app, hoping that she could keep herself distracted from her embarrassment till the time came to finally link up with Nate.
Little did she know, about fifteen minutes later, her stepbrother had stopped in the hallway when he noticed the little crack in her door. Peeking inside, he could see her lying on her tummy, focusing on her game while her back was turned to him. Her plump ass looked incredible from this angle, and he couldn't help himself from staring at it for a moment.
He lost interest in going to wherever he was going when he saw her butt cheeks jiggle ever so slightly as she moved. The sight was too tempting, and he couldn't help his hand from wandering over to his crotch. He began playing with himself as he watched Hilda's perfect round ass wobble as she played games on the bed.
"Fuck," he mumbled to himself, "I need to cum so bad right now."
He kept rubbing his dick through his pants, unable to take it anymore. As he stared at her, he heard her shift on the bed, and for a second, he thought that she might turn around. But her eyes remained glued to her phone screen, while his eyes were glued to her lovely butt, and even though he knew that she couldn't see him, his heart raced at the possibility that she may have caught him looking.
At last, he decided to give up on the idea of not being seen. After all, what could she do about it? She was still facing away from him. So he unzipped his pants and pulled them down along with his underwear, and tossed them onto the floor.
The cool air against his balls felt amazing, and he took a deep breath. He enjoyed the sensation of having his cock exposed to the air, and he ran his fingers along its length, feeling the slight warmth of pre-cum coating the head. Then, he slowly rubbed his glans across his thigh, working up the nerve to finally stroke himself off.
It didn't take long before he was moaning, his hand sliding up and down his shaft faster than usual. His breathing grew heavier, and as he closed his eyes, he imagined Hilda's gorgeous body lying beneath him as he humped her right where she lay. He must've let slip a loud moan because suddenly he heard Hilda cry, "Hilbert?!"
His eyes snapped open in shock.
"What the hell are you doing?!"
For a second, Hilbert froze. He stood there like an idiot with his dick in his hands. Was she going to yell at him? Call him out for spying on her? Tell him that she hated him? But to his surprise, Hilda didn't seem as angry as he would've thought. Instead, she seemed a bit confused, and taken aback at seeing her stepbrother pant-less in the crack of her bedroom door.
"I was just, uh... getting ready to go... outside?"
It was then Hilbert noticed she was doing a little staring of her own. At his long, hard cock.
"So... you're leaving already?" she asked.
"Well, yeah? I mean, unless..." Unless what? It was crazy she hadn't told him to get lost already. But maybe she wanted him to stay? Maybe she liked the idea of him watching her play video games half-naked from behind?
Hilda's expression went from confused, to curious, to aroused. She couldn't believe it, but she saw the lust in her stepbrother's eyes; the desire to fuck her. If only he'd been standing a foot away from her, she would have jumped his bones without hesitation. But instead, she was stuck here in her room, with the door cracked wide open, and her stepbrother jerking off on the other side.
She licked her lips nervously, and tried to say something.
"Uh, well..." She cleared her throat. "If you want to, um... stay, that is."
As if reading her mind, Hilbert shook his head.
"No, I don't think so. We should probably stop this now. You're my sister after all, and I... kind of shouldn't be doing this."
Hilda nodded, her eyes darting between his throbbing cock and his face.
"Yeah, you're right. That's not really cool."
But, despite himself, Hilbert couldn't help but lean forward a bit, reaching down to tug on his dick some more.
"Heh, so why don't you tell me how you really feel about these shorts?" she asked. "Because I'm pretty sure you're loving the view."
He laughed guiltily.
"And you probably guessed that I'm wearing nothing under them?" She gave a slick smile, her eyes never leaving his cock.
"Just like I suspected," Hilbert murmured. "So, wait, you were trying to get my attention? Like... on purpose?"
"Sure, why not? You can keep a secret, right? I won't tell anyone... especially not mom and dad."
Hilda's voice was sweet and playful, exactly the way he liked it. She was still looking at his cock, and he wondered how much longer they could continue to stare at each other like this. His dick was starting to ache in anticipation.
"I guess I kinda am sorry for spying on you. But, you know, curiosity got the best of me."
Hilda was intrigued by his admission.
"Really? Curiosity? Because you're not usually like this?"
Hilbert chuckled.
"You're not wrong. But I promise it'll never happen again!"
His words seemed to satisfy Hilda, and she nodded her head.
"Good. Now, come over here. I want to see your cock up close."
Hilda's tone was soft and inviting. Despite everything, it was difficult not to obey her.
"Okay." He moved towards the bed slowly, keeping his eyes trained on her ass as he walked. He reached the edge of the bed and his erection stood straight over her half-exposed cheeks.
"Do you want to touch it?" she asked.
Hilbert swallowed hard. "I... I don't know if that's okay. You're my stepsister. It's, well..."
It was true, though. He'd been thinking about her naked body for weeks, and now that he was finally close enough to do something about it, he wasn't sure he wanted to go through with it. But at the same time, he couldn't deny that he also felt a rush of excitement at the prospect of touching her. The thought of his fingers running along her smooth skin, caressing her nipples, or even slipping inside her pussy sent a shiver up his spine.
"What are you waiting for?" she taunted.
Hilbert knew she was right. This was no longer a matter of if he should touch her, but rather, when he should. And so, he took a deep breath, leaned down and grabbed the bare part of her fat cheeks. As his hand slid around her rear, he felt a small ripple run through her flesh. A few seconds later, and it happened again.
"Ohhh," she moaned softly. "That's good, isn't it?"
Hilbert nodded. Her ass felt amazing. Firm, but soft and warm. He started moving his hands back and forth, rubbing her cheeks from side to side.
"Mhm! Keep going!"
It didn't take long before Hilda's breathing grew heavier. Her legs began to twitch, and her hips lifted slightly off the mattress.
"Oh, wow," she breathed. "This feels sooo good."
Hilbert smiled. He had done it.
"You like that, don't you? You like having your butt played with."
Hilda nodded rapidly, her face flushed.
"Yes! Oh god yes! More! Please! Do it harder!"
Hilda's hands moved to the top of her thighs, pushing them apart. Hilbert glanced down, watching as she pulled her legs further apart. When she did, it created a gap in her shorts, revealing her pink puckered anus. Hilbert couldn't resist any longer. He bent down and wrapped his lips around the pucker of her ass, kissing her deeply.
"Ahh!" she cried out. "More! Lick it! Just fuck me with your tongue!"
Hilbert didn't hesitate. He slid his tongue between her cheeks, forcing it into her tight opening. He kept it there, playing with her asshole, licking it, sucking on it, until he was rewarded with a loud moan.
"Yes! Yes! More! Put your finger in my butt!"
Hilda's request caught him completely off guard. He'd never thought about doing anything quite like that before. Still, it was clear that she wanted it, and he didn't feel like turning down a request from his buxom stepsister. So, without saying another word, he reached over and slipped one finger into her ass.
"Ohhhhhhh!" she moaned. "Yeah, that's it! Fuck me with your finger! Don't stop!"
Hilbert obeyed her command, pumping his finger in and out of her anus as fast as he could. Her hot insides pulsed against his digit, making his dick throb and grow even more erect.
"Take them off!"
"What?" he asked dreamily.
"Take off my shorts."
Hilda's tone was firm, and he knew what she meant. He reached down and grasped the waistband of her shorts. She let out a gasp as he tugged them downwards, exposing her large round butt to his gaze.
"You've always wanted to see my butt, haven't you?"
"Uh huh."
"Well, now you can. Go ahead, look at it."
Hilbert looked up at her, but she just stared back at him expectantly. He took another deep breath, then let the loose end of her shorts fall away. Hilda's naked pussy was right in his face, sandwiched between her plump ass cheeks. Her inner lips were swollen and wet, dripping with her juices.
"Wow," he said. "Your pussy is so pretty."
"And you're such a pervert," she replied playfully. "I bet you think about this all the time, don't you?"
Hilbert blushed. She was right, and he knew it. His eyes darted up to meet hers.
"Yes," he admitted. "A lot."
"Me too," she said. Then, after a moment of hesitation, she continued. "Maybe we have something in common after all."
Hilbert grinned. That was exactly what he'd hoped to hear.
"Make love to my ass," Hilda demanded. "You know how to give a girl a good butt fucking, right?"
Hilbert nodded slowly. The idea of pleasuring her ass in such a way excited him greatly. It sounded like a real challenge, especially considering that he'd never done anything quite like it before. But he wasn't one to back down from a challenge, and neither was his stepsister. He grabbed her buttocks once more, squeezing both of her cheeks together tightly then spreading them far apart. He brought his mouth closer to her entrance, letting his tongue flicker across her pussy lips.
"Ugh, ugghh," Hilda groaned quietly. "Don't tease me, you pervert. I want it so bad..."
He moved his mouth down along her slit, stopping for a second to suck on her clit. She shuddered, moaning softly. After a few seconds, he started licking again. He licked up and down her lips, swirling his tongue around each and every inch of her pussy. He loved the taste of her, and he could tell that she enjoyed being treated like a dirty little slut. She was squirming beneath him, her fingers running through her dark hair.
"Ohhh, yeah..." she moaned. "Just like that...make me cum while you lick my ass and pussy."
Hilbert obliged her, taking his tongue and plunging it deep inside her tight hole. She gasped loudly, arching her back and pressing her butt against his face. Her juices flowed freely onto his chin and dripped onto the mattress. He kept eating her pussy, devouring her sweet nectar with his tongue.
"Oh, shit..." she moaned. "I'm gonna cum. Oh, please make me cum! Make my ass yours!"
Hilbert worked her ass with his tongue, drinking her juices and spreading her juice all over his face. Then, when she was close to orgasm, he began to lick faster, thrusting his tongue deeper inside her. He pushed her over the edge, and she climaxed hard, bucking her hips.
"Ahhh!" she screamed. "Uggghhh! Ahhhh, yesssss...oh, fuck..."
As soon as she came down from her high, Hilda fell onto her stomach. She lifted her butt up towards him, presenting her tight puckered hole to his hungry cock.
"Put it in my ass," she ordered. "Now!"
Hilbert smiled broadly. This was going to be fun. He placed his hands on either side of her ass, gripping the soft flesh firmly. Then, very slowly, he pressed the tip of his dick against her asshole. She let out a loud moan, but he ignored her. Instead, he watched as her asshole stretched wide open, preparing itself for his big, thick cock. Once he saw that her sphincter had relaxed enough, he slid his entire length inside her.
"Owww..." she whimpered. "It hurts...but it feels good, too. Fill my ass with your big fat cock, please."
Hilbert obeyed, pushing himself into her ass harder and faster. As he did, Hilda let out a string of sexy moans, grunting softly as his cock penetrated her insides. Finally, he bottomed out inside her, burying his cock balls-deep inside her tight hole.
"Mmmmmmmm..." she sighed. "That's it. Fuck my ass. You know how much I love it."
Hilbert couldn't help grinning. Hilda was definitely into it, which was exactly what he wanted. He grabbed her round ass cheeks with both hands, squeezing them tightly as he began to move his cock in and out of her anus. He pumped her ass, sliding his throbbing shaft back and forth inside her tight hole. Each time he pulled out, he felt her sphincter tighten around his dick, holding onto his cock as if it were made of steel. When he plunged back inside, she would relax, allowing him to fill her ass with his massive cock.
He fucked Hilda's ass until she came again, this time screaming out his name as he filled her. He kept pounding away at her as she orgasmed, filling her bowels with his hot semen. He shot load after load inside her ass, finally releasing his seed when he thought he was about to pass out.
When he finished, he collapsed on top of her, still inside her tight ass. They lay there for several minutes, recovering their breath.
"Wow," Hilda breathed. "That... was amazing. Did you like my ass?"
Hilbert laughed, pulling his softening cock out of her asshole.
"You have no idea how much I liked it," he said. "And by the way, now that we've done anal, you're never getting rid of me. Wait a minute, weren't you supposed to meet up with Nate?"
"Yeah," she sighed. "But I don't think I can walk right now. Can you carry me? Please?"
Hilbert chuckled and gave her ass a squeeze. "You used up a lot of your energy. Maybe you should lie here and recover for a minute."
"Good idea."
But minutes later, Hilda was lying on her back with her feet pointing at the ceiling while her stepbrother pounded away on top of her. His hard cock plowed into her pussy, making her squeal with delight. It wasn't long before she came again, moaning loudly as she ground her clit into his pubic hair.
"Oh, fuck!" she cried. "You're so good! Keep fucking me. Give it to me! Fuck me! Fuck me!"
Hilbert continued to pound her, enjoying the feel of his rock-hard cock sliding in and out of her slick pussy. He loved the feeling of her insides grasping his dick, milking it for every drop of cum he had left. But then he felt his orgasm approaching, and he knew it wouldn't be long until he blew another load inside her.
"Oh, god...!" he gasped. "Here it comes!"
Hilda wrapped her legs around his waist, locking her ankles together behind his ass. She held on tightly, squeezing his tight buttcheeks as she felt another huge wave of pleasure wash over her. Her body shook as she came, and she squeezed tighter around his cock. She nearly passed out as her muscles tensed up and released. But even as she came, Hilbert didn't stop thrusting. He kept pumping his cock into her quivering pussy, spraying her insides with his warm load. After he came, he slowed his pace, sliding his cock back and forth in her pussy until it softened. Then, he crawled off her and rolled onto his back.
"Holy shit," he whispered. "You definitely need to buy more shorts like that."
Hilda giggled. "You think so?"
"Definitely. Your ass looks incredible in those. It's like a wet dream come true."
Hilda blushed and smiled, laying next to him on her stomach.