"Ash, our battle is not over yet, we will definitely meet again in the future!"
The Ever Grande Conference had successfully concluded with Ash taking the Champion title yet again in front of millions of fans worldwide, and Tobias going back to the Sinnoh Region. Before leaving, he mysteriously came to Ash to say his goodbyes.
Ash smiled and nodded, "Yes, I think I will be going to the Sinnoh Region soon!"
"Then it would be my honor to face you once again there." With that said, Tobias turned around and left.
"After all, how could I not want to know how you managed to get your hands on those clones of Legendary Pokémon's?" Ash's voice turned low.
With the tournament being over, Ash and his party also said goodbye to Morrison and Tyson.
They decided to stay back for two more days, to actually see all the places on the island when it wasn't filled to the brim with tourists.
And this was a perfect place for Ash to have his long awaited date with May and the visiting Winona.
The three enjoyed their time together, away from the rest of their group.
They went to the large shopping mall and Ash bought both of them beautiful accessories that suited them perfectly.
And soon it was afternoon, where Winona gave May a look and walked off jubilantly.
She knew when to give her sister her time. And this was perfect for that.
May took a deep breath, "Ash… can we do it?"
Ash smiled and took her hand, "Of course, I promised you this, didn't I?"
With nothing more to say, he took May to the luxury hotel room he previously had the local Nurse Joy book. She was more than happy to help Ash.
——————————R-18——————————
——————————R-18——————————
——————————R-18——————————
The moment the two got inside their room, Ash pushed May down onto the bed, crawling over to her like a predator about to devour its prey. He captured her lips in a searing kiss, tongue delving deep to taste every inch of her sweet mouth.
They had kissed many times before in their journey, but they were much tamer than this. There were people and Pokémon around them before, but now it was only them.
May moaned happily into the heated embrace of her boyfriend, arching up against Ash's muscular form. His larger hands roamed greedily over her body, palming and squeezing the soft but noticeably above average in size swells of her breasts through her thin tight top.
Ash broke the kiss to trail his lips down May's neck, nipping and sucking at her sensitive skin until a beautiful flush bloomed across her chest. He tugged her shirt up impatiently, exposing the sexy lacy cups of her bra.
"Babe, you're so hot," Ash said appreciatively.
May smiled giddily, "This is the kind of thing Maya and the others recommend, saying you'll like them very much."
"And they'd be right," he reached around to unclasp her bra with deft fingers before roughly pushing the flimsy garment out of his way.
"But they should have also told you that I love them more in their natural state for the first time."
May's full breasts bounced free, and Ash wasted absolutely no time in capturing one of her rosy nipples between his lips. He sucked gently, grazing the sensitive bud with his teeth until May cried out in pleasure.
"Yes! Ahh!" she whimpered, threading her fingers through Ash's hair to hold him closer to her warm, soft bosom.
Ash lavished attention on each nipple in turn, licking and biting until they peaked into stiff peaks. His hands groped and squeezed the beautiful mounds as he suckled at her breasts like a man possessed.
May writhed beneath him, overcome by the overwhelming sensations of pleasure. Her sexy red lacy panties grew damp with arousal as he played her body like an instrument.
When he finally released her played with nipples, May was a mess—face flushed, chest heaving, eyes glazed with lust. She gazed up at Ash adoringly.
"Please… I want… I want it," she pleaded breathlessly, spreading her thighs in welcoming invitation.
Ash smiled down at his handiwork, satisfaction gleaming in his eyes as he raked over May's disheveled form. He reached for the zipper of his pants with clear intent, ready to claim his prize.
"Shhh, just relax love," he murmured, his masculine scent mixing with her fragrant perfume as his lips traced the delicate skin of her neck and jawline, his fingers dancing possessively over the exposed pale skin, igniting a fire within her.
May shivered at his touch, eyes fluttering closed as Ash maps out the dips and curves of her lithe frame with worshipful fingers. "Ohhh...that feels nice," she sighs, arching into him needily like a kitten ready to sleep.
Ash took his time lavishing attention on May's pert breasts, cupping and massaging the soft mounds before pinching and rolling her sensitive nipples between his thumb and forefinger. The rosy buds pebble under his touch as he tugs and teases them to stiffness.
"Mmmnnn..ahhhh!" Pleasure sparked from May's chest straight down to her core each time Ash twisted the stiff peaks, making her writhe beneath him.
His mouth followed his hands, latching on to suckle one rosy nipple while continuing to pluck and pinch at the other. May cried out sharply at the dual sensations, fingers tangled in his hair to hold him flush against her breast.
"Ohhh yes! Don't stop…" Her hips swayed, a tantalizing dance of anticipation, the friction building with each movement. Ash chuckled at his lover's eagerness, trailing kisses across the valley between her breasts before moving back to give some attention to the other.
He took his time worshipping every inch of May's soft, pale skin, leaving a trail of red love marks in his wake.
Only when she was panting beneath him, pussy dripping with desire, did he finally deem her ready for more.
"Please Ash… I need this," May whimpered, eyes glazed over with lust as she gazed up at him. Her hips rocked up instinctively seeking his member.
Ash smiled in approval at her plea, grinding his thick cock against her soaked folds through their remaining clothes.
"Ohhhh fuck," May gasped out at the delicious friction, fingers digging into the firm muscles of his back.
With a few deft tugs, Ash liberated them both of their last barriers until he was fully in his birthday suit atop her. His hardened cock stood proud and hard between their bodies, the flared head glistening with pre-cum.
May's eyes widened at the sight, equal parts intimidated and aroused by his size. She has never been with a man before, Ash was her first everything, and now gazing up into his hungry eyes filled her with a sense of trust that he will make this the best experience for her.
Just like what the other girls said it would be.
"Don't worry baby," Ash rumbles soothingly, sensing her hesitation as he lines himself up at her entrance. "I'll be gentle… then we can change the pace if you're ready."
With agonizing slowness, he sinked into May's tight warmth inch by throbbing inch until he was fully sheathed inside her.
Her slick walls clench greedily around him, trying to draw him even deeper. Ash groans at the exquisite sensation of being encased in this virgin, velvety warmth.
"Ohhhhhh… yeahhhhh!" May wails sharply as a brief flash of pain shoots through her at the intrusion before quickly giving way to intense pleasure. She felt so incredibly full, stretched deliciously around Ash's thick cock that was hitting depths she never knew existed.
Ash stilled his movements above her, allowing time for her to adjust to his thickness while he enjoyed the feeling of her silken sheath hugging him like a velvet glove. "You okay, baby?" He asked, kissing along her jaw tenderly as his hands stroke over her trembling thighs soothingly.
"Hmm… oh god yes..." May pants out, walls fluttering around him as she slowly clenched down. The resulting spark of ecstasy had her moaning slurily beneath him.
Satisfied that she was enjoying and ready for more, Ash moves, starting up a slow but steady rhythm, rocking into the welcoming heat of her body.
He set an unhurried pace, withdrawing until just the tip remains before sinking back in to the hole.
"Ohhhh… oh goddd..." May mewled with each thrust, hands fisting in the sheets as she lost herself to the rising pleasure building within her core. Ash filled and stretched her so perfectly, hitting that special spot deep inside on every down stroke until sparks ignited behind her eyelids.
"Hnnngh. Yes baby, you're squeezing me so tight," Ash gritted out through clenched teeth as May's pussy fluttered around his pistoning cock. He can feel her velvet walls beginning to ripple along his length in the early stages of orgasm, and it drove him wild with lust.
Picking up speed, he slammed into May harder, the lewd sound of skin slapping against skin filling the room along with their panting breaths and erotic moans. May's head thrashes from side to side as Ash pounded relentlessly into her, each stroke pushing her closer to that peak of ecstasy.
'"Ohhhh shittt… I'm so close!" She wailed, nails digging crescents into the firm globes of his buttocks as she urged him on.
"Don't stoppp!"
Ash complied eagerly, hips snapping faster and harder until she was crying out sharply with her release. Her pussy clamped down rhythmically around his cock like a vice as wave after wave of bliss crashed over her.
"Ohhhh fuckkk!" Ash roared as May's orgasm triggered his own, slamming into the hilt one last time before erupting deep inside her quivering womb. Thick ropes of hot cum painted her insides white as he grinded against her cervix with each spurting twitch of his cock.
May whimpered and trembled through the aftershocks, overstimulated nerves screaming at even the slightest movement. Ash collapses on top of her, both of their bodies covered in sweat from exertion.
They lay tangled together, trying to catch their breath as the post-sex bliss was over them. May strokes soothing hands down the planes of Ash's back while he nuzzles into her neck affectionately.
"That was incredible," May sighed dreamily once she got enough energy to speak again. "I never knew it could feel that good… I love you so much..."
Ash chuckled against her skin, "And I love you as well, my beautiful bride," pressing a tender kiss there before lifting his head to gaze down at her with adoration shining in his eyes. "But we're just getting started, honey," he said with a wink.
Before May could respond, Ash captured her lips once more in a deep, sensual kiss that quickly reignites the embers of desire within them both. She melts eagerly into his embrace, surrendering herself completely to the pleasures only he can bring her.
Their lovemaking continues long into the night, Ash worshipping every inch of May's nubile body until she is a writhing mess beneath him. He took her again and again in a myriad of erotic positions that had her screaming his name to the heavens as ecstasy overtook her time and time again.
Ash focused on all of May's sensitive areas, tweaking and sucking her pert nipples until they are stiff peaks, kissing and licking along the inside of her thighs until she is trembling with need. When he finally sinks back into her slick heat from behind after driving her mad with lust, it felt like heaven.
"Ohhh fuckkk yes!" May wailed, hands fisting in the sheets as Ash pounded into her harder than ever before. The lewd sound of skin slapping against skin filled the room, along with their panting breaths and erotic moans.
Ash gripped her hips tightly enough to leave some marks as he rutted into her, grunting with pleasure at how her tight pussy squeezed him like a vice each time he bottomed out.
"Hnnngh...fuck baby, you feel so good!"
His words spurred May on, pushing back against him eagerly to meet his rough thrusts. The new angle had Ash hitting that special spot deep inside with every stroke, making her see stars as pleasure builds rapidly within her core.
"Ohhh shittt I'm gonna cum again!" She cried out sharply, walls fluttering around the thick cock spearing into her. "Don't stoppp!"
Ash complied eagerly, hips snapping faster and harder until May was screaming through another explosive climax. Her pussy ripples along his length rhythmically as ecstasy crashed over her in waves.
"Fuckkk!" He roared, slamming into the hole one before erupting deep inside her quivering pussy. Thick ropes of hot cum paint her insides white as he grinded against her pussy with each spurting twitch of his cock.
They lay tangled together in a sweaty tangle of limbs as their breathing evens out, basking in the afterglow of their passionate lovemaking.
Then Ash rolled to the side to allow his lover to scramble up onto all fours with her ass sticking high in the air. He smacked it gently once before pushing himself between her thighs, hands gripping her hips firmly.
"Now this is what I like to see, who told you to do this?" Ash rumbled as he pushed back into her from behind, one hand trailing down to rub tight circles over her sensitive pussy while the other groped and squeezed her breasts.
May's head went down as she arched her back, "It was Maya, she called me yesterday and told me about some of your favorite positions!"
Ash smiled at this, understanding that his first lover knew him like the back of her hand.
Pushing her pussy further back against him with a whimper. "Harder," she mewled without thinking, giving in fully to the primal urges coursing through her body now that he'd brought out her wild side.
Ash happily obliged immediately by driving into her with short and brutal strokes, not holding back as his balls slapped loudly against her ass with each thrust. He leaned down over her from behind to bite at her shoulder blades hard enough to leave marks as he rutted into her relentlessly.
"Fuck yeah, take my cock," Ash snarled in her ear between clenched teeth, hips smacking obscenely against her ass now.
"I'm gonna fill you up so good."
May tried to hold on to the sheets as she pushed back against him, wanting him to go deeper each time until he was completely inside her over and over.
She could feel his cock throbbing and pulsing within her, giving off a slight drag that made him slide out just a little bit before burying himself back in. Ash clamped down on her lip with a gasp as she felt it happen for the first time, knowing he was close to the edge.
Ash's hands gripped her hips hard enough to bruise as his pace became frantic and desperate. "I'm gonna cum," he growled out, voice hoarse with lust. "I'm gonna flood your pussy so full of my seed that you'll be dripping for days."
His words sent a fresh gush through May's folds at the thought alone, making her clench around him like a vice grip as she felt herself on the edge too.
Ash hilted himself into her one ultimate time with a roar, hips stuttering against her ass as he unleashed what felt like a million spurts of hot cum deep inside her. May cried out at the sheer force of it, her own climax crashing over her in waves that made her entire body seize up for a moment before melting back down into boneless satisfaction.
Ash continued to grind into her as they both rode out their orgasms, filling her up over and over with his potent release until she was absolutely overflowing. He slumped forward to rest on top of her, both panting harshly from exertion while May felt the warmth spreading through her core.
"Hell yeah," he murmured after a moment, nuzzling into her neck. "That was incredible."
May couldn't form an answer if she tried - all she could do was feel and revel in every lingering tremor of pleasure rippling through her body now that they'd both come undone so thoroughly. She knew it wouldn't be the last time either, given how much he seemed to enjoy claiming her like this. Though she wondered how long before next time.
Both of them will be going their separate ways after this. With her back to Petalburg City with her mom, dad, and Max. And Ash heading back to his hometown of Pallet Town in the Kanto Region.
Ash pulled out slowly with a lewd squelch before collapsing onto his back beside her. He swept May up into his arms and kissed her deeply, licking over her lips as she hummed into the kiss eagerly.
"Mine," Ash growled against her lips before rolling them so Vivi was sprawled across him. He immediately latched on to her breast with a groan, sucking hard at her nipple as he slid a hand between their sweat-slicked bodies to tease and stroke over her sensitive folds.
May shivered in his arms as she felt him get hard again beneath her, mouth opening in a silent gasp of pleasure. It seemed he was insatiable after all...
After a long time, May was nestled in Ash's embrace, her fingers drawing circles on his chest.
Just then, "Winona, come join us instead of standing there," Ash called out.
May looked startled at this, but didn't see her friend.
But when Winona heard this, she opened the door with a spare key and ran into the bed with the two of them still resting on it.
"Ash… are we about to do that…?" May asked cutely.
"Absolutely," Ash and Winona responded.
[Why can she join in the threesome and I can't? Why is this world so unfair to me?]
Ciel complained to no one.
With that—Ash, May, and Winona all experienced their first threesome, but definitely not the last.