"Oh! It's you two. Lillie and…Gladion, right?" Lana asked as the pair of siblings walked up to her as she was feeding the Pokémon in the trials grounds. She wasn't sure why they were here, or why they looked so nervous, but she was instantly intrigued. She straightened as they approached, and Lillie stepped forward.
"Hello, Lana! We, um…we were wondering if we could take on the trial here!" Lana's eyebrows raised.
"Take it on? Wait…you mean, together?" she clarified.
"Yeah! I-If that's possible. I mean, we can do it separately if we need to, but we'd prefer to do it together, right?" She turned to her brother, and he cleared his throat.
"Y-Yeah." He stepped forward now. "Ever since we reconnected after everything happened with mom…we decided to do the trials together. It seemed like a good way to bond and improve our skills at the same time." Lana looked between the two of them, and something sparked in her brain. She wasn't sure what it was, or where it came from, but it erupted like a bad itch.
"I-I see…that's really sweet! Two siblings…doing trials together…bonding…" The itch grew stronger. "Have you two heard anything about the trial? What it entails?" The two looked at each other, then back at Lana.
"I've heard a little from Selene, but not much," Lillie admitted, and Gladion simply shook his head. The itch grew even stronger as something flared in Lana's head.
Now, Lana was usually a quiet, reserved person. She often got flustered and was quick to blush and be shy. But that was only on the surface. Underneath, there was…more. Stuff she'd never outwardly admit or reveal to anyone. And as the two siblings stared at her expectantly, those feelings, those desires…began to bubble and fester underneath the sky surface. She cleared her throat.
"I…have never allowed two people to go at once," she started, and their faces fell, "but…since I can tell you two care about it a lot, I can allow it." Their faces brightened, smiles donning their expressions, though Lillie's was far larger. "However, only on a few conditions. Do you two have rider safety gear?"
"Uhh…what's that?" Lillie asked, and Lana began to grow giddy as pieces of an idea began to fall into place.
"Do either of you have Ride Pokémon?" she asked, and they both shook their heads. Her smile grew, so she turned to hide it. "W-Well, that might be a problem. I don't have any spares, and it could take a while to get more."
"P-Please, Lana!" Lillie cried as she reached over and grabbed her shoulder. "Isn't there something else we can do? Or…or is it really that important?"
"Yes, if you fall off the Lapras and don't have safety gear, there is a risk of being attacked by Pokémon and…well…drowning." Lillie and Gladion went pale. "If you can't have safety gear, you'd need to be able to swim faster, which means…only one thing."
"What is it?" Lana smiled as the final pieces clicked into place.
"It's something you're not gonna like," she warned, and Lillie grabbed her hands.
"A-Anything!" she cried. Lana feigned a worried and embarrassed expression as she gulped.
"You'll have to go…naked."
She let the words sink in, and both siblings gave a single blink before their cheeks flushed, and they glanced at each other, their faces growing more red before they turned back to her. "WH-WHAT?!" Lillie cried.
"Your clothes, any clothes at all, really, would get in the way. The less clothes you had, the better and faster you'd be able to swim," Lana explained. It was a very flimsy, easily broken down argument, so she simply hoped they wouldn't notice. Her hopes were growing dashed as Gladion looked ready to speak, but Lillie beat him to it.
"I-Is that really necessary?!" she asked.
"Unfortunately, yes. It's the only way we could be allowed to let you do this trial without gear. I'll remind you, it'll be a while until I'll get spares, as in, it could be several weeks for them to be shipped in." It was all a lie, of course, she had safety harnesses for those who didn't have or use Ride Pokémon, but she obviously wasn't going to tell them that.
"Wh-What if we get Ride-"
"Not everyone is approved for Ride Pokémon," Lana quickly said. "Some people just can't be qualified for whatever reason, and, knowing Gladion, he…might now be accepted."
"Why?"
"General attitude, they might not see you as fit for one, which would mean you'd be forced to wait possibly weeks for me to get it."
"So…being…n-naked is the only alternative?" Lillie asked, and Lana faked her sadness as she nodded. Lillie looked at her brother.
"W-We could go separately…" Gladion suggested, but while Lana wanted to be the one to speak against it, Lillie actually did instead.
"That would defeat the whole purpose!" Lillie asked. "We're doing this to bond, aren't we? Doing it separately wouldn't help with that!"
"B-But Lillie…that would mean…seeing each other…"
"I-I know! I know…" Lillie said, her cheeks so red it almost made Lana melt from how cute it was. "B-But…but but but…!" Lillie took a deep breath and, with a sudden motion, she grabbed the hem of her dress and yanked it off, stripping herself down to her underwear in less than a second. Gladion shrieked and looked away, holding us his hands as Lillie began to tremble. "I-I'll do it! F-For us!"
"LILLIE! PUT YOUR DRESS BACK ON! WE CAN WAIT!" Gladion cried, but Lillie stomped her foot.
"I don't want to wait!"
"If you wait, you might be disqualified, and have to start over," Lana added, another lie. That only seemed to further Lillie's resolve as she nodded and reached behind her back. Gladion held out a hand.
"Lillie! LILLIE! STOP!" To her credit, she paused, halfway through undoing her bra. His face was red as he forced his eyes to stay on hers. "Are you…really sure about this? I mean, I-I'd try not to look but…I am…a boy, and…"
"I trust you."
Her words stopped him in his tracks as his features softened. Her expression became a serious one, a determined one. "What?" he asked quietly.
"I-I trust you. Even if you can't help but look, I…I know you wouldn't…do…anything, especially with Lana here. Even if she wasn't here…" She took a shaky breath. "It'll be fine." Gladion didn't seem to know what to say as he simply stared at her for a long while, before finally sighing.
"If…if that's what you really want," he said, and with another sigh, he grabbed the hem of his shirt and, red faced, he removed it, tossing it onto the ground.
Behind them, Lana could barely contain her smile as she knew her plan had succeeded. Her lies had worked. They were about to do it! They were going to strip for her! It was going to be better than any porn she'd ever seen!
As Gladion started working on his shoes, Lillie resumed unclasping her bra. She turned around as she took a deep breath before taking it off. Gladion watched her remove the bra, saw his sister's bare back, and turned around as well as he kicked his shoes and socks off, before dropping his pants and stepping out of them as Lillie then removed her own socks and shoes. They managed to line up in time for them to both grab their underwear and yank them down at the same time. As they both laid their underwear down, both naked, Lillie glanced up at Lana, who pretended she wasn't just staring at Lillie's deliciously small chest.
"I-I'll be going with you two," Lana suddenly cried, having been so mesmerized she almost forgot. "For safety, since-"
"We don't have safety harnesses," Lillie finished, her hands slowly moving up to cover herself, one across her chest and the other between her legs. Gladion hadn't yet turned around, so Lana was able to admire his ass, which looked nice and tight.
"That's right," she said, and Lillie sighed as she walked over to where Lana had a Lapras waiting. Upon hearing her footsteps, Gladion finally turned around. Lana could see his eyes immediately shoot to his sister's fantastically petite ass, and he cursed to himself as he forced his eyes away. He had his hands cupped over his cock, expectantly. She tried not to make it obvious she was staring. "I-I'll be in front, since I'll have to lead. Lillie will be in the middle, and you'll be in the back."
"H-Hey, wait, but-"
"I know it's an…awkward position, but…it's needed to balance the weight." Another lie, and she could tell by his raised eyebrow that he didn't fully believe it. She also knew, however, that he likely couldn't come up with a reason why she'd lie. He had no way of knowing what kind of lewd thoughts circled in her head, especially with the front she'd been putting up.
Eventually, he sighed, and started walking again, which allowed Lana to check out his ass one last time before that all climbed onto the Lapras. Lana had to help Lillie up, and as she did, she saw Gladion's eyes widen as his sister's ass was practically shoved into his face. His cheeks flushed as he quickly forced himself to look away. Lana had to hide her smile as she also held out a hand for him too. Once Lillie seemed to realize where he'd be sitting, her own blush deepened, but she said nothing. As soon as Gladion was on, he held his groin so tightly it almost looked like it hurt.
"You know you two will have to hold on," Lana said, and both siblings frowned. Lillie glanced back at her brother, who gave an apologetic look before he let go of his groin and wrapped his arms around Lillie's waist. Immediately, the combined feeling of his bare hands on her waist and his dick suddenly poking her back made the girl jump, which only caused his cock to get rubbed against her back even more. To Lillie, it was one of the most disgusting things she had ever felt as she slowly reached forward and wrapped her arms around Lana's waist. For Gladion, despite how much he despised himself for it, every movement his sister made, shifting his cock against herself, felt good. His dick pulsed, which only made her shift more. He was just thankful he couldn't see her front, or else the situation would only be worse.
Once everyone was holding on, Lana kicked the Lapras into gear and they began moving. Gladion had to bite his lip as every jostle, every breath, made the head of his now fully-erect cock brush against his sister's smooth skin. It didn't help that his arms kept sliding up and touching the bottom of her developing breasts on more than one occasion, which she let him know he was doing by shrieking, if the unbelievable softness didn't tell him enough. He even let out a gasp at one point as they stopped and she nearly fell back against him.
Of course, they did Pokémon battles with the various Pokemon from the Lapras, and every time, Gladion couldn't take his eyes off of Lillie's pristine bare back. And to both his delight and utter horror, she kept glancing back at his cock.
After the first battle, she stopped screeching and he swore she even leaned against him, purposefully shifting her body to grind her back against his cock. It throbbed in kind. He couldn't see her face however, so he could tell if she was meaning to do it or not.
They continued on like that for a while, with them stopping to do Pokémon battles a few times. None of them were particularly difficult, but after every match, Gladion found himself somehow both relaxing and growing more agitated, likely due to how horny he was getting. He was even beginning to leak precum onto her back.
Meanwhile Lana was very aware of what was going on behind her, and had seen how the two had begun to look at one another during the battles. Their cheeks were flushed and each bit their lips as they discreetly tried to peek at one another. Not that Lana had to be as discreet. She openly looked over at Lillie's small, but noticeable chest, as well as the complete lack of hair between her legs, able to see she was recently shaved. Not only that, but either due to the chill or her own arousal, Lillie's nipples were clearly hard, and she could see a bit of dampness between her legs, rubbing into the Lapras saddle. It gave her a shudder to see both that and see her brother's cock constantly rubbing against her back. Her plans were coming together.
"You know, I can see what you two are doing," Lana said, and the two suddenly froze, staring at Lana in horror.
"H-Huh? No, we were just-"
"Hey, it's only natural when you two are faced with gorgeous naked people of the opposite gender." That got a blush from both of them. "If you want…I can take you back to shore and you can…relieve yourselves, so you can stay focused on the mission afterward." The two looked at each other, each silently asking if that's what they wanted to do.
"I suppose…it would be annoying if we had to redo the challenge because we were…distracted…" Lillie said carefully.
"Y-Yeah…and I'm sure it'll be a quick…er…release," Gladion added, and Lillie's blush deepened further. Lana nodded and slowly began to turn the Lapras around. It snarled at her in slight annoyance, but did as she said, as it always did. She led the pair back to the shore, and Lillie wasn't even bothering to cover herself anymore as she climbed off, with Gladion following close behind. They walked until they reached the dirt (since neither wanted to sit in the sand for it), and both sat down, facing one another.
"I've uh…never…done it in front of someone else before…" Lillie said.
"Me neither…but…I think if I look at you…and you look at me…we'll help each other," Gladion said, and Lillie nodded in agreement, all while Lana stood off to the side, smiling at how cute their red faces looked. She discreetly set up her phone and hit record as Lillie spread her legs. Gladion's eyes became as wide as saucers as he was now staring at his sister's young pussy. It was dripping wet, something emphasized by the sound it made as she reached down and pressed a finger against it. The accompanying noise that snuck out from her lips made Gladion's dick throb in kind. He spread his legs for her as well as she began to gently stroke her wet lips, dripping onto the ground as she let out small moans and pants.
Her eyes immediately shot to his cock as he grasped it in his hand and started to stroke. His hand slid easily up and down as he watched her. Her free hand slid up to grope her chest and start rubbing her nipple, and that blasted his arousal up tenfold. He never knew his sister was so adorable, but seeing her like this…
Meanwhile, Lana was also enjoying herself. With the siblings distracted with each other, she had slid a hand underneath her panties and was busy fingering herself as well, glancing at her phone every so often to make sure it was still recording.
Finally, Lillie slid a finger inside herself, and gasped with pleasure as her entire body shook. Gladion groaned as well as his movements became faster and faster, his cock pulsing with want and need, for his sister of all people. He knew it was wrong in so many ways, but he just couldn't care. He was too aroused, too horny, too hot. It almost hurt how fast he was moving his hand.
Lillie gasped as she thrusted faster and faster, her finger sliding effortlessly in and out of her wet lips. She added a second finger and kept going, her moans steadily increasing in volume. Her eyes were set in Galdion's cock, and the speed at which he was jerking off. It was astonishing and beautiful, and helped fuel her intense arousal.
But then something happened. Gladion suddenly paused as he let out a sound Lillie had never heard anyone make before. Then, he lunged, and tackled her to the ground. His eyes were wild as he stared down at his sister, but for some reason, she wasn't scared.
"I want…to be inside you…please…" he begged. Lillie's body froze. Deep down, she knew that was wrong. Of course, what they were already doing was wrong, but if they did that, it would be crossing a line neither of them could ever uncross. It would be something they could never even speak of again.
Unless it went so well that she'd want it again.
And at that moment, that was exactly what she wanted.
"Do it," she said. He took a deep, shaky breath and nodded as he shifted his body back to push his dick against the folds of her pussy. Even just feeling his tip, and not even inside, sent a shiver down her body. His hands gripped her waist, and his touch was like fire, heating her to her very core. She wanted it so bad, and after a short wait, he finally pushed inside.
Lana nearly let out a moan of her own as she saw Lillie's face contort into the expected mixture of pain and pure arousal. She was so wet it was beginning to show through her clothes, but she didn't care. She leaned against a tree to keep her legs from completely buckling as she fingered herself vigorously with two fingers. She wasn't ready to drop her panties entirely until the two were so invested that they had no chance of noticing.
Lillie had to stop and catch her breath as she let the pain slowly settle. Gladion thankfully seemed to realize this, and sat waiting for her to get used to it. It wasn't until she gave a nod that he continued, but instead of immediately pushing in further, he began to thrust gently. His body trembled as he slid in and out, in and out, slowly at first, with every thrust bringing him more into his sister's body. The pain was still present, but it was growing weaker as time went on, and Lillie's whimpers turned into moans as everything else around them began to fade away.
When it was clear the time had finally come, seeing Gladion beginning to speed up his thrusts, Lana finally dropped her shorts and panties and thrust out her hips. Her fingering became even more intense, and if she hadn't already been skilled at edging, she would've cum by now. The pressure was high inside her as she had to hold a hand over her mouth to keep from moaning too loud.
Gladion's hesitance was completely gone by this point as he started speeding up, reaching up to grasp his hands around Lillie's breasts. When she gave no resistance, he squeezed, and felt himself melting. Her breasts, as small as they were, felt absolutely incredible, like puddy in his hands. He brushed his finger across her skin as he kept increasing his speed. Her body jumped with every thrust, and her moans grew louder and louder. Neither of them noticed Lana or how she had now added a third finger to herself, her fluids dripping fast down her legs. They were focused on each other and the love they held for one another.
By now, Gladion was moving pretty fast, and it was growing harder and harder with every passing second to keep himself from cummimg. From the way Lillie twitched, he felt she was in the same boat. So to push her even further, he moved his hands and pinched her cute nipples between his fingers and twisted. Instantly, the loudest moan so far escaped her lips. Her body thrashed, and then finally she came. Her juices spurted from her pussy with a jolt, and seeing her cum, he finally did as well. His cum mixed with hers as it filled her, consequences be damned as he filled her so fast it exploded out of the sides, their cum becoming a slurry of love on the ground. They held each other tightly as they came, spilling out everything they had until they were both empty, and collapsed on the ground. At the same time, Lana finally allowed herself to finish as well. Her body thrust forward as she squirted onto the ground with a shaky gasp, and leaving all three panting.
But even as Lana was straightening up and preparing to speak again, the pair wasn't done.
Lillie had barely caught her breath when Gladion crushed her in a kiss. She wasted no time in kissing him in turn as her hands found their way to his back. His own hands caressed her chest, as if he worshiped them, which at this point, he probably did. Lana leaned back again and gently fingered herself some more as she watched how things would unfold.
Eventually, she watched—and Lillie felt—his cock beginning to harden again, poking against her belly. He broke the kiss, leaving her looking disappointed until he whispered something in her ear that Lana couldn't hear. Whatever it was made the girl blush up a storm. He pulled away and she nodded, pulling herself up. To Lana's interest, she flipped herself over into a position on all fours, and Gladion stared at her, a hungry look in his eyes. He reached out and placed both hands on her hips, gently caressing her ass cheeks. She shuddered in response to the careful touch, and he brought himself closer. As a finger entered Lana again, his cock entered her pussy for a second time.
Their moans conjoined as Gladion's eyes rolled back in his head a bit. He gripped her ass tightly as he immediately began to speed up his thrusts, growing in intensity as well. Lana's finger went at full speed and she wasted almost no time inserting a second. Lillie's body jerked and twisted as the pleasure overwhelmed her. Her pussy cried out in want as his balls slapped her body. He squeezed her immaculate ass to guide his fingers across her entire cheeks. It was petite, but perfect. He loved her, and even though he knew what he was doing was very, very wrong, it just felt so good, he never wanted it to end.
So even after he and Lillie both came a second time, they didn't stop. Lana watched in amazement as he slammed her against a tree and fucked her hard as he groped and licked her breasts. As he nibbled and pulled at her small nipples, she gasped in white hot pleasure. Her moans were simultaneously so cute and so hot as Gladion pleasured her in ways she didn't think existed. Lana continued masturbating as she watched, growing more and more impressed with the pair and what they were doing and how far they were going. She managed to eke out a few more climaxes of her own as the two finished a third time on the tree, and a fourth time on the ground.
Finally, they collapsed onto their backs panting and covered in sweat. It was clear they were finished, and so Lana flicked the juices off her fingers and pulled up her panties and shorts, before collecting her phone and smiling at her new masturbation material for the next month. She walked over and sat down on the ground next to the two, still catching their breath.
"Feel better?" she asked, and both nodded. Lillie then blushed.
"Um…p-please don't tell anyone…"
"I won't, don't worry," she said, though as her phone rested in her pocket, she knew she could totally use it for blackmail if she wanted. Either way, for now, she let them rest.
"I…didn't realize I could feel this way about you," Gladion said as he flipped onto his side and gently rested his hand on Lillie's stomach. The girl blushed again.
"M-Me neither, really…" she said as she lifted a hand to his face. The two smiled at one another for a while before Lillie cleared her throat and turned back to Lana.
"So…now that we're…good, can we try again?" Lana raised an eyebrow.
"You still want to?"
"Of course!" Lillie said, and Lana could only laugh at the determination in her eyes. She flashed the girl a smile.
"Then let's get started~"
And as the two got back on the Lapras, this time able to finally concentrate, Lillie smiled to herself as she could see her brother's cum still leaking out of her with every tiny jostle.
Especially as she continued absentmindedly touching herself while fighting alongside the new love of her life.
