Andy loved nothing more than being fully relaxed.

Right now, he was in front of the pool of the castle, lying over a chair with an umbrella covering him up, only wearing turquoise sunglasses and a red swimsuit, while his chest was entirely naked and showing up his muscles. A little table was at his side, with a half-empty glass of orange juice, his phone, a white sleeveless shirt, and a bottle of sunscreen.

He had a very rough week after dealing with the two families he hated the most in probably all of Equestria, six different rehearsals with his sisters of a song for an upcoming event in three months, assisting at a conference in the name of his mother since she fell sick for two days. He also spent the entire day filling up her Mom's paperwork, which nearly pushed him past his limit.

Thankfully, it was already Saturday, so he finally got a free relaxing day where he could do nothing and not be scolded for that, so he simply stretched a bit on his chair and sighed in pure bliss and relaxation.

"Oh yeah... I may not be the kind of guy who likes to brag, but boy, oh boy, I love to feel so relaxed and spoiled after such a tiring week!" Andy stated with a huge grin.

However, his relaxation moment didn't last forever, because his phone started to ring all of a sudden, right beside him. Andy groaned in frustration and sat on the chair, putting his sunglasses over his forehead as he grabbed his phone to see a message from Pipp.

"Andy! Could you please come to my room for a second?! I really need your help!"

Andy raised an eyebrow after reading that. Knowing his sister, he pretty much knew that Pipp needed help with something either stupid (at least for him) or she actually needed help. It was hard to tell because sometimes her help was for something for a stream (which he didn't enjoy in particular, but still helped if that made his sister happy) or if she needed help with something serious for real. Whatever the case was, Andy rolled his eyes and decided to send a text.

"On my way. Whatever you need my help with, better be important, Pipp."

After that, he grabbed the white shirt and put it over, also grabbing his phone, and then he started walking towards the castle again, although he slightly frowned since he didn't want to be bothered today. Yet, his "big brother instinct" told him he needed to go anyway. The relaxing Saturday he was looking forward to was now gone.

"Gosh... I seriously hope this is important..." Andy told himself in annoyance.

Andy walked down the castle corridor where his room and sisters were. While he approached Pipp's room, he was begging for what felt like the millionth time in the last 10 minutes he'd been walking from the pool that Pipp did have some important emergency where she needed help, and not something stupid related to stream or her looks.

He really loves his sister per equal, he really does, but Pipp could sometimes be too overwhelming and exaggerated with her requests. She's pretty much a spoiler girl that, despite being one of the sweetest mares ever born in Zephyr Heights, she was also too hyperactive and dependent on her social media that it overwhelmed him, Zipp, and even Haven.

Sometimes, Pipp would be streaming her entire day just for her fans, which wouldn't be a bad thing if it wasn't because she also streamed her meals and, sometimes, even whatever Andy or Zipp were doing just for the sake of creating content for her "Pippsqueaks," the way she refers to her fans.

He had to admit he admired Pipp's devotion to making content and bringing happiness to her fans, but he wished she considered how that made him feel, or even how Zipp felt because she hated to be in public. The things of being an introvert pony, but at least she always managed to keep her composure... as long as Pipp didn't pressure her, that is... which she pushed sometimes...

And that's another problem: Pipp barely knows what respecting personal space means. She actually tried to record him bathing one time. She almost showed him naked in a live stream with pretty much the entire City looking at him! He couldn't stand that and was so mad that he ignored her for an entire week.

However, he managed to fix things with her after a little talk so they could return to normality. Since then, Pipp still invades his space, and Zipp's a bit, but she doesn't cross the line like she almost did when she tried to record him naked while he was showering.

That last thing made Andy stop walking once he reached Pipp's room door. Despite all the crazy stuff she makes and asks for, at the end of the day, she's still his sister, and honestly? He wouldn't trade her or her attitude for anything in the world. It's why he loved her.

So, he sighed in defeat and smiled a bit. Now he didn't care if Pipp's predicament was ridiculous; as long as he could help her, that mattered the most to him.

He knocked on the door and spoke. "Pippsy! It's me!"

"Get in, big bro! The lock is down." Pipp replied from the other side.

Andy nodded to himself and opened the door, but strangely, he didn't find Pipp yet. Instead, he found a bunch of her swimsuits over the bed and saw her bathroom door open.

He entered the room and closed the door behind him, placing his phone over one of her dressers and walking towards the bed. He placed a hand over his hip and scratched his neck with the other one, not understanding what was happening or what kind of help Pipp needed.

Soon enough, however, he was wrapped in a hug from his back, and just by seeing a pair of white arms with golden nails and pink skin, he snorted, knowing perfectly who was hugging him.

"I should have guessed you'll try to surprise me, sis." He said with a little smile, turning around and looking down at Pipp, who only had a brown bathrobe over her.

"Well, can you blame me? I simply love to mess with you, big bro!" Pipp replied with an innocent and cheery smile.

She suddenly seemed to remember something, so she moved away, quickly walking towards the bathroom again. As she did that, Andy glanced over her curves, her ass, and her legs, and he whistled to himself in amazement while he also felt his dick moving on his swimsuit. However, he reminded himself that he was here to help Pipp, not to have sex with her. At least not now.

That's why he moved over and lay on a wall while he crossed his arms and looked at the ceiling as he had random thoughts that seemed to be enough to calm his erection down.

Soon enough, Pipp returned with her phone, which Andy was pretty sure she would marry if she could, and then placed it over the bed beside one of the many swimsuits she had on her bed.

"Sooo, you might get a little hint on what I need help with, don't you, big bro?" Pipp asked again in an innocent tone while she winked playfully at him.

"Judging by the fact that you only have a bathrobe and the many swimsuits over your bed... I'm going to guess you want my opinion on which swimsuit to use for the pool." Andy replied with a little smirk.

"Bingo!" She sang. "I know it might not be important for you, but––"

"It's important for you, Pippsy. That's enough for me." He interrupted her, now with a very honest smile. "You know you're my sister, and nothing makes me more happy than seeing you smile. Plus, it's a big brother's job to help their little sibling whenever possible."

Pipp felt her eyes sparkling, her face blushing, and her wings opening in what Pegasi could describe as "a wing boner." Still, she immediately zoomed into her brother and hugged him tightly with a huge smile. "Aww! Thank you, Andy! You're the best big brother ever!"

Andy chuckled at her attitude, and Pipp leaned to kiss his cheek before pulling away and moving towards her bed again.

"Alright, so! Let's get started!" She stated before untying the bathrobe and removing it, showing her back and ass fully naked.

Andy, however, only saw her naked back and immediately turned away to avoid looking at his naked sister. It wouldn't be the first time he saw her the way she came to this world, but again, he came over to bring her some help, not to have sex with her. Not yet, anyways... Besides, he had already got rid of his erection, and getting rid of it again could be difficult because he needed to pay attention to Pipp and her swimsuits. That idea actually made his boner grow a bit again, but he still managed to keep his composure for the moment.

"Hmm... I think this one's ready." Pipp spoke again, and Andy took that as a sign to turn around and look at her.

Just like he expected, his blush increased a bit, and his erection also grew on his swimsuit. Pipp was now wearing a green swimsuit that covered her belly and privates, but her figure was even more remarkable than before, and that just made Andy a bit nervous as he tried to stay calm and keep his friend downstairs under control.

"So, what do you think?" After a while, Pipp asked, which seemed to snap Andy back to reality.

"W-What? O-Oh! Um..." He started to sweat nervously, clearing his throat as he thought of the right words that won't offend her. "I-I think it looks really good, Pipp. I-It really gets to show your beauty."

Pipp felt her face blushing again, and he chuckled nervously while placing a lock of her hair behind one of her ears. "Oh! Um... T-Thanks, big bro."

Pipp spent the next 20 minutes changing over different variants of the same suit: red, pink, purple, blue, green, golden, silver, and even pink gold! And yet, despite Andy remarking how gorgeous she looked, she wasn't still convinced of an answer.

On the other hand, Andy was now having a really difficult time looking away at her, even when she naked herself again to change her swimsuit. His erection also grew bigger, but he crossed his legs so he could try and hide it from her, although Andy caught her glancing at him and smirking at times, so he suspected she already knew.

And Pipp knew about his erection. Yet, she still wanted to find her perfect swimsuit; to do that, she needed to make sure it caused the impression Pipp expected of her older brother, so she stayed quiet about his erection for the time being. If anything, she expected him to make the first move, but she could already feel it wouldn't happen.

After finishing all her "full body" swimsuits, she started moving towards the two-piece ones. She started once again with the yellow version, removing her current swimsuit for what felt like the 10th time today.
That move only made Andy's erection grow bigger, and he was struggling now more than ever to keep it hidden, but he still wanted to try. But it was getting rather difficult.

On the other hand, Pipp first put on the lower part of the swimsuit, covering her lower privates as she grabbed the higher part, covering her breasts and tying the suit on her back to make sure it wouldn't fall.
She grabbed her phone and turned around so Andy could see her for a moment, and that was the straw that broke the camel's back for him: despite her breasts being entirely covered, he could still take a good glance at her nipples being... hard, for some reason. Her curves and the piercing on her belly button were showing off now more than ever.

But her ass, shaking along with her tail since she seemed too happy as she looked at something on her phone... that's what made his erection grow bigger than before, and his cock was now getting off his swimsuit, as the tip and at least 2 inches were out of his shorts. Pipp finally returned her phone to her bed and looked back at Andy.

"Alright, big bro, I'm re–– Oh!"

Her eyes opened wide when she noticed Andy's erection already showing outside of his shorts, and she grinned a bit, although her wing boner returned, and she blushed slightly again. She finally got the reaction she wanted, and now, she was ready to make her next move.

"My, my! Someone's excited to see me~" Pipp spoke mockingly, slowly walking towards her brother, placing a hand over his muscular chest. At the same time, she used the other to grab his cock and pass it up and down, basically fapping him, which made Andy blush a bit, although he didn't seem to mind either now. "Well, Andy~ Anything you gotta say about this, mister?"

"Can you blame me? Just look at what you're wearing, Pippsy." Andy replied with a slight frown, placing a hand around her hips, and lowering his other hand to her lower part, entering her swimsuit and fingering her pussy, which already felt incredibly wet. "Shit, you're so wet already? I knew you were a horny bitch, Pipp, but this is beyond me!"

"Oh, I may be a horny bitch..." Pipp said with a mischievous smirk, now grabbing Andy's neck and lowering his head to whisper into his ear. "But I'm your horny bitch, big bro."

That was a massive turn-on for Andy, and he felt some animal instincts waking up over him. Something Andy loved about having sex with Pipp was that, unlike Zipp and Haven, she allowed him to be more rude, and it didn't bother her at all. Pipp herself loved when he treated her like a bitch in bed. She enjoyed being treated that way in bed, it turned her on a lot, and Andy would lie if he said it didn't turn him on.

Zipp liked when he was rude, although he still tried to be careful not to hurt her, while Andy could never treat Haven that way, mainly because he wasn't sure if she'd like it or handle it. Pipp, however, got horny whenever he was riding with her.

So, Andy moved his hand from her hips to her hair and pulled it a bit backward, which caused Pipp to grunt in surprise; she still fapped his cock with her hand while Andy kept fingering her pussy as she started to moan.

"Oh, so you are my bitch, huh?" Andy asked with a sinister grin, removing his fingers from her pussy and raising them to her mouth. "Then prove it."

Pipp understood what he meant, and she immediately licked and sucked his fingers, tasting her juices as she moaned happily. After some seconds, Andy pulled his fingers out while Pipp pulled out her tongue at him, and so Andy grabbed her neck to lick her tongue and kissed her sloppily and passionately, which only made Pipp's moans a bit louder.

As they kept kissing and licking their tongues, Andy moved his hand away from her neck and locked the door room since they were just beside it, and so, he finally broke the kiss to look at Pipp with a frown, while she just kept moaning as her eyes seemed to show little hearts for some reason.

"You're a little slut; you know that?" He said with an intimidating tone, making Pipp even more horny. "Perhaps I should give you a punishment for that."

"Yes! Please, Andy, punish this slut with this monster cock of yours!" She begged, pulling her tongue out again and massaging his cock with her hands.

"I'm not convinced!" said Andy as he groaned.

"Do whatever you want to me! Punish me! Use my throat however you like! Empty your balls in me! All I want is your cock in me and to fill me up till I can't no more!" said Pipp as she got on her knees and continued to fap her elder sibling.

"In the bed. Now." Andy instructed, as that was his final straw.

Soon enough, Pipp moved all her swimsuits away, and then, she was lying on the bed, with her head hanging on the edge and her breasts now showing entirely since she removed her swimsuit entirely.

Andy pulled down his swimsuit as well, and he also removed his shirt before feeling his cock moving desperately as he stared at Pipp's breasts. He walked over and presented the tip to her sister, who licked her lips before grabbing one of her breasts with a hand and moving the other one to her pussy, rubbing her clit a bit before she gave a little lick to the tip of Andy's cock.

He immediately felt shivers going down his spine, but he decided to remain calm and focused as he grabbed Pipp's neck again, and then, he started to trust his cock deep inside of her throat, while Pipp only let him fuck her mouth as she passed her tongue over his cock. She was also fingering herself now, masturbating as she sucked Andy's cock and moaned in pleasure.

As he kept thrusting his dick inside Pipp's throat, Andy grabbed one of her breasts and squeezed it like a balloon, making Pipp moan even more. Then, he leaned and licked her nipple before starting to suck it over. Her breasts were sweet and tasty, just like some cheery candies that drive him crazy, and the fact that they were bigger than Zipp's was a big plus. It is not that Zipp's breasts are small, all the opposite, but Pipp's was a bit bigger and definitely his favorites.

"That's it bitch, just like you said. Swallow that fuck stick like your life depends on it," groaned Andy.

Soon he moved to her other breast and repeated the same process, while he could also feel his cock trusting harder on Pipp's throat, as well her tongue dancing crazy over it. Andy was about to move away, but then he noticed that Pipp was masturbating at the same time she sucked on him, so he smirked and pulled his dick out of her mouth, which made Pipp moan, but at the same time, it made her make an impatient noise.

"A-Andy?!" She called out, now turning around and sitting on the bed. "Why did you stop?!"

However, Andy didn't reply and moved over to lie on the bed, showing off his cock, standing still big and hard. Pipp got the idea of what he wanted to do and snorted before moving over and sitting over on Andy's face while she moved downwards and grabbed his cock with her hands before starting to suck on it again while Andy himself blew her pussy before starting to lick it as well.

Pipp moaned happily as she felt the contact of her brother's tongue licking her pussy, so she started to suck on him even harder, moving her tongue around his 15 inches as she moaned louder.

For the next 5 minutes, the two siblings ate each other like desperate animals, with Pipp sucking hard on Andy's cock, moving her hands up and down over it to make him cum, while Andy licked her pussy desperately, moving his tongue around her insides in such a needy way that tells him she needs her to cum as well.

Soon enough, Andy could feel that Pipp stopped sucking suddenly, even though his cock was still in her mouth, and he also felt her legs trembling. He knew what was coming, so he opened his mouth and "ate" her pussy, while Pipp decided to start to suck on him harder and faster to make him finish already as well.

And so just 1 minute was enough for Pipp to cum and spread all her liquids inside of Andy's mouth, while Andy himself reached his climax as well and released a huge load deep inside of Pipp's throat, which startled her a bit, but she swallowed his 15 inches entirely to make sure she would swallow all of his cum and not miss a single drop of it.

Once both of them were done, Pipp pulled away and gasped, panting heavily as she tried to catch some air, but she still smiled after swallowing her brother's load. She also moved away from Andy, who sat on the bed as he licked his lips, still full of Pipp's liquids.

However, Andy felt his cock growing big again when he saw Pipp, now lying in doggy style, as she raised her tail and presented herself to Andy, biting her lower lip as she shook her ass to him.

"Come on, big bro~ I know that you want it~," She said in a flirting tone, still shaking her ass.

Andy felt even more turned on now and frowned again; although he wasn't mad, he planned to be rude to Pipp for the next few minutes. He slapped her ass hard enough, which made Pipp moan loudly in pleasure, and he also grabbed her neck so she could face him, still conserving her doggy-style position.

"You are a bitch, Pipp. A fucking slut that enjoys being pounded hard by her own brother's cock. Isn't that right?!!" Andy said with fake anger as he slapped her ass again, and Pipp moaned more. "Your punishment isn't over, remember?"

"Please punish me, Andy! Punish this naughty slut for not pleasing your cock sooner!" She started to beg again. "Just thrust your cock deep inside me and fill me up!"

Andy slammed her ass again, and Pipp let out a moan of pleasure. "Fucking slut. Do you want me to fuck your pussy? Well, too bad, because as part of your punishment, I will fuck your fucking asshole first."

Before Pipp could even say or react to that statement, Andy immediately penetrated her anus. He couldn't help but moan loudly, feeling the soft tightness of his sister's ring being stretched around his cock. Pipp moaned loudly, feeling her ass stretched by Andy's massive cock, shuddering as she felt every vein and ripple in her brother's turgid member.

Soon enough, Andys started to thrust his cock deep inside of her ass, while Pipp moaned a bit in pain at first since she wasn't too used to anal. However, her moans turned into pleasure and bliss as she could feel every inch of her brother's cock penetrating her ass and spreading it wide open.
"Fuck! You're always so tight back here, Pipp. But I should have expected that from a slut like you." He said, as he grabbed her hair and pulled it while he smashed her ass hard again, and Pipp let out another moan of pleasure.

Sometimes, Andy wondered how's that the sweetest and most loving mare in all of Zephyr Heights, no matter if she was online or not, could also be nothing but a horny slut that liked to be fucked really hard. It is not that it bothered him, of course. If anything, he loved that Pipp allowed him to be this rude to her.

His only concern was that it seemed like she liked it way too much sometimes, and despite enjoying the feeling of her tight ass on his cock, his brotherly instincts still managed to get through this sexual phase and tell him that he needed to be careful, since Pipp was still his sister. However, Pipp wasn't a lot of help in that aspect because she liked to be fucked in this way, and with her moans becoming louder and louder, he only felt more and more excited as well, so he grabbed her neck with both of his hand and started to trust even harder and deeper, which of course, only made Pipp's moans to become louder.

"You enjoy this, don't you, little bitch?" Andy asked.

"Oh fuck, yes! I love it!" Pipp moaned happily.

Andy moved a hand away from her neck and smashed her ass again multiple times, leaving a red mark of his hand over it, while Pipp only moaned more and more, and her moans were the reason he was trusting even harder and deeper now.

"I wished I could say I feel bad for treating you like this, but your moans only tell me you really want me to keep going. Only a bitch like you enjoys being dominated in bed by her own brother, right?" He declared, smashing her ass again.

"Mmm! Yes! Yes! Pound my ass harder, big bro! Fill my asshole with your seed!" She moaned with happiness, and Andy smacked her ass again, which made her moan louder.

After that, Andy stopped smacking her, but he kept trusting his cock even harder now, and soon enough, he felt like he was about to finish.

"So you want me to fill you up? Well, take it all, you fucking slut!" Andy said.

And so, he trusted his 15 inches one last time deep inside of her anus, and then, he let out his second load of the day, filling up Pipp's ass entirely, as Pipp buried her fingers on the bed and moaned really loud, pulling out her tongue while she also came on her pussy, feeling all the cum of her brother deep inside her asshole.

Andy grabbed her neck again and licked her tongue before kissing her in a naughty and dirty way as they licked each other's tongues with nothing but pure desire and lust.

Andy pulled out his cock from her ass with a "plop" sound, and he could see some of his load coming out of her, which only turned him on even more. So, he decided to grab her, and now, they were both lying on the bed sideways, with both of their bodies looking in the same direction, as Andy's chest felt his sister's soft and floppy wings. He grabbed Pipp's neck again with his left hand while he grabbed his dick with the other one before trusting it deep inside Pipp's pussy.

"Holy shit, Pipp! You're tighter than the last time!" He exclaimed in bliss, while Pipp moaned happily as her brother finally penetrated her pussy.
And so, Andy started to trust her harder while moving his left arm to grab one of her breasts and squeeze it again. Pipp's moans just became louder and louder with each thrust of her brother's cock deep inside of her pussy, and she was feeling in Haven right now.

"You like that, sis? Do you like to be my bitch? To be pounded this hard by your own brother?" Andy asked, kissing her cheek and still trusting hard and deep inside of her, slowly reaching her womb while Pipp could only moan more and more.

"Mmm! Y-Yes!" She replied after a while.

Andy smacked her ass and pulled her face closer to his. "Say it loud, you fucking slut! Say that you love to be your brother's bitch!" he demanded her.

"Fuck! I love it, Andy! I love to be your bitch! I love being your slut! I love to be your little cum dumpster!" Pipp shouted in bliss and pleasure, feeling every inch of her brother's cock penetrating her pussy.

Andy smashed her ass again, then moved her neck again so their lips could meet in another naughty and sloppy kiss, where Pipp placed a hand around his head to keep him close. Once they pulled away, only a trial of their pit was left connecting their mouths.

"And to think that you didn't want me to fuck you this hard and rude when we first lost our virginity two years ago." Andy reminded them as he kissed her cheek and kept trusting hard inside of her.

"I-I was stupid–– Shit! B-Back then!" Pipp moaned as she started to rub her clit while Andy just pounded her even harder now. "H-How could I say no–– Oh, fuck yes! T-To that monster cock of yours?! I love it!" she squealed, feeling nothing but pure bliss and pleasure over her big brother pounding her hard.

Yup, you heard correctly: Andy's first time was Pipp, and vice versa.
They were both drunk as fuck after celebrating Pipp turning 18, and so they eventually ended up in her room having sex. Of course, Pipp didn't enjoy Andy being so rude and mean during sex at first, but after a while, she was so obsessed over the way he treated her in bed that she ended up enjoying it even more than him.

"Shit! I'm close, sissy." Andy announced suddenly. "You still want me to fill you up, my little bitch?"

"Yes! YES! Please, big bro, cum inside me! Fill me with your cum until I'm nothing but a mess of a slutty princess!" She begged with loud moans of pleasure.

"Take my cum, you slut!" shouted Andy.

Andy kissed her lips one last time before trusting his cock inside of her one last time, reaching his climax and cumming deep inside of her, filling her womb and making Pipp moan louder as she had the biggest orgasm of the day.

Her tongue was out once again, her eyes opened wide, and her pussy was throbbing at the feeling of her brother's cock filling her insides. Andy himself felt in heaven after finishing inside Pipp's pussy, and do, he pulled out slowly with another "plop" sound, while some of his cum came out of Pipp's pussy because of how big his load was this time.

Andy only lay on the bed, breathing heavily after he was done, while Pipp rolled over and hugged him, placing an arm around his muscles as her tail started to wag happily. Andy placed an arm around Pipp as well and caressed her wings.

Nothing but their breaths could be heard for the next couple of minutes. They were still trying to calm down from all the adrenaline and fun they just had, and Pipp was smiling like a little filly in love at her big brother.
Soon enough, she was lying on top of him, with her breasts pressing on his chest, and she kissed his lips again, but not with any dirty desires, only out of love and care for her big brother. Andy placed his arms around her and kissed her back with the same love and care she had for him.

"Thanks for that, Andy~," Pipp said after they broke their kiss while she made little circles over his chest with a finger. "That was... magical."

"If you told me earlier that you only wanted me to fuck you, I would have come anyways, sis," Andy confessed with a smirk, kissing her nose in a playful way, which caused a big blush on Pipp's face.

"W-Well... I actually just wanted to see if my swimsuit turned you on or not, but... I guess we both let our desires control us... Right?" Pipp said with a nervous smile.

"Still, I really enjoy spending time with you, sissy~," He remarked teasingly. "You sure love when I'm being rude to you, huh?"

Before Pipp could reply, she felt her blush increasing when Andy grabbed her ass and squeezed it a bit, making her squeak in surprise as she felt Andy's cock, grow big and hard again, falling right into her ass.

"S-Shut up!" Pipp said with a slight frown before smirking and kissing his lips again.

Once she broke the kiss, she hopped off the bed and started to walk towards the bathroom, stretching a bit, while Andy also stood up from the bed.

"I'm going to shower to get rid of the smell of sex. Wanna join, big bro?" Pipp asked him with a grin, removing her tiara and tying her hair in a ponytail.

Andy's cock grew bigger, and he grinned back at her. "Oh, you truly are a bitch, Pipp!"

Author's Note

One chapter remain, one Royal family member to pound left.

Now you're gonna see why Andy is such a good son for his mother.

Also, thanks to Sora21 once again for editing the chapter.