A/N: Now it's Drew's turn on the cuck train!
Warning: Cuckolding (eventually), cheating, and shota ahead. Don't like, don't read. Again, not for contestshippers or Drew fans. I will also be villainizing him to give May a reason for cheating because I want the plot to make some sense. Anyways, welcome to a new episode of Alpha Ash! Today's girl is May, making today's cuck Drew! How will Ash win the beautiful coordinator over to his side? Read on to find out!
Much time had passed since May decided to accompany Drew to the Johto region while Ash and Brock left for Sinnoh. After participating in many contests and competing well in the Johto Grand Festival, May and Drew had set their sights upon the Kanto region, each of them once again aiming for the Kanto ribbon cup. They had spent the past many months traveling and battling for ribbons, but they were also battling each other.
It was late at night. May was laying in her sleeping bag wide awake while her boyfriend, Drew was still sleeping. He had been cold and distant recently, not speaking to her unless it was absolutely necessary, spending most of his time on his phone, doing things he and May used to do as a couple now on his own. He didn't pay much attention to May, but jumped at the opportunity to interact with old friends and rivals, or new people they had encountered along the way, especially girls. Just this evening, she attempted to make a special picnic date for just the two of them in an attempt to rekindle their attraction for each other and he made no attempt to enjoy it with her. He just pushed around his food, returning whatever comments and questions May was attempting to converse to him with an "uh-huh" or "kay". When she tried to get him to open up more, he insisted in an annoyed tone that everything was fine. After he was finished playing with the barely-eaten meal that his adoring girlfriend had spent hours preparing for him, he went into their tent and told her that he was going to nap. May took her phone out and opened it. She went to her most recent conversation named, "Ash Ketchum". She opened it and began typing.
"Hey, are you awake?" She sent and laid there staring at the glowing screen, patiently waiting until she saw a new message appear.
"Yeah. What's up?"
"Just needed someone to talk to."
"What about?"
"Well, how are things going for you?"
"I'm good. How about you?"
"I'm okay. Any new Pokémon?"
"Oh yeah, I caught an eevee!"
"That's cool. Wanna play T or D?"
"Sure. T or D?"
"T."
"Do you miss me?"
May blushed upon seeing this. Hesitantly, she replied, "Yes. I think about you a lot. Do you ever think about me?"
She waited a few anxious moments before seeing, "Yeah. I've thought about you a lot since you left, May." This response made her heart swell with glee.
"We should see each other again." She suggested.
"Yeah that would be nice. Where are you?"
"Back in Kanto."
"Oh that's great! I've been here for a couple days visiting my mom and friends. She's going on a trip with Professor Oak starting tomorrow, so if you come then, we can have the whole house to ourselves."
"That's good. So meet you there?"
"Plan on it."
May smiled and typed, "Well I should probably get some sleep. Goodnight Ash."
"Good night, May." Was the last text she received before shutting off her phone and closing her eyes.
The next day, Drew and May had packed their belongings and were having breakfast at a nearby diner. Drew was silent and had his eyes glued to his phone when May suddenly popped the question, "Do you think we have time for a side trip?"
"Where?" He asked in a monotone voice, glancing up at her briefly.
"To Ash's house. You remember Ash, he was traveling with me in the Hoenn and Kanto regions. I haven't seen him in a long time and he said that he would love for me to come visit him."
"Sure. But only for a little bit."
"Great! We'll have a wonderful time there."
They finished their meal and continued on their journey. They traveled for hours until they finally reached Pallet Town. They were met with green fields and picket fences that lined the welcoming neighborhoods that they journeyed through as the late afternoon sun beat down upon them. May spotted Ash's house off in the distance and instantly started running towards it.
"Come on Drew! This way!" She shouted. It wasn't long before they both stepped onto the porch of the Ketchum residence and rang the doorbell. They were soon greeted by the raven-haired trainer in a baseball cap and jacket.
"May! I've been waiting for you since forever!" He said, pulling her into a hug.
"And Drew, it's been a while. How have you been? Keeping good, I hope." He inquired, holding out his hand.
"I'm alright." He replied while reluctantly accepting it. They stepped into the home and sat down in the living room.
"So I was wondering if you wanted to go for a hike around town and then get something to eat. We can look for Pokemon at the parks, or battle other trainers, catch a movie, whatever you want."
"Pass. I spent all day walking. I think I'm just gonna nod off here." Drew answered.
"I wouldn't mind going for a walk with you, Ash. But I could use a minute to rest." May chimed with glee.
"Sure, sounds good. So how was your trip here?"
"It was alright. We made a few stops for food and other supplies. Oh, by the way, I got this for you." May said rummaging through her pocket. She withdrew her hand to reveal a dazzling Pikachu charm.
"You can put it on a necklace or a keychain. If you like." She suggested with a smile.
"Wow! Thanks May! I love it! You're the best!" He commented, causing the girl to blush, to the annoyance of her companion.
"I'm glad. I really hoped you would." She added.
"So how long will you guys be staying?"
"Sadly, I don't think for long. Probably only today and tomorrow. I'm still getting my five ribbons so I can enter the Kanto grand festival again, same with Drew. Then there's training and prepping our Pokémon for it on top of that."
"Oh. Well then I guess we'll just have to make the most of these two days." Ash smiled.
"Yeah." May agreed.
Ash continued, "Can I get you anything?"
"Some water would be nice, the weather has been really hot and dry today." May replied.
"And Drew?"
"I'll have what she's having." Ash then disappeared into the kitchen just as May turned to face her boyfriend.
"Come on, Drew. Spend some time with us. Ash is a great guy."
"Why do I need to come? He's your friend." May was about to make a comeback to this when Ash returned with two glasses in his hands. He set them down before his guests, who instantly placed them to their lips.
"Just lemme know when you want to head out and I'll show you around."
"I'm good now. Drew?" May asked, looking back at her partner.
"I think I'll stay here." He replied while resting his feet up on the coffee table.
"Okay then. Let's go, May." Ash instructed.
"Coming." May said, looking back at Drew with disapproving eyes.
"Look, he's your friend. And I told him, we've been traveling on our own two feet all day. I'm tired, give me a break." He said, picking up his phone.
"Okay but you're joining us later. You're not going to give him the cold shoulder all visit." She said before leaving and closing the door behind her.
"Sorry, Ash. Just saying goodbye to Drew." She explained while catching up.
"It's alright." Ash smiled reassuringly. They trekked through the neighborhood side-by-side, taking in the lovely view of the suburban scenery being romantically illuminated by the evening sky.
"So May, how have you been since we last talked?"
"Okay."
"Still just okay?" She shrugged.
"What's wrong?"
"It's just...Drew and I haven't been on the same page lately."
"What do you mean?"
"We get mad at each other and fight more...we used to be so romantic. We'd stay up late and talk about our dreams for the future...we used to do everything together. But now it's like we're strangers."
"Maybe it's just a rough patch."
"I hope so." May uttered, looking down sadly. Ash looked over to notice bright and colorful beams of light and crowds of people off in the distance.
"Hey, looks like the carnival's in town, wanna check it out?" He asked, taking her by the arm and pointing at the attractions.
"Sure. Let's go." May agreed. She blushed as soon as she noticed Ash holding onto her. Ash took May through the bustling streets filled with the most jubilant activities and shops.
"So May, anything that you're interested in?"
She thought for a moment, looking in the direction of a ring toss booth, and replied, "How about a game?"
"Sounds good, lets go." May and Ash approached the counter where the clerk greeted them.
"Welcome to ring toss. Entry is five pokedollars." Ash and May dug into their pockets to obtain the money and gave it to the man. He supplied the young pair with three rings each. They wasted no time in taking their shots. May's reached the top of the bottles but ricocheted off. Though most of Ash's missed as well, his last one spun around the top of the farthest and highest bottle before landing all the way down.
"Winner! Claim your prize."
"I'll have the manaphy." He chose, pointing it out. The clerk lifted the plush off of its hook and handed it to the boy. Ash then turned to May.
"Here you go, May." May's eyes lit up in surprise.
"Oh, Ash. You mean...this is for me?"
He smiled, "Of course, who did you think it was for?"
"Well I thought you wanted it."
"Nah, I got it just for you."
May smiled while accepting the prize in her hands, "Oh...thank you, Ash. That's probably the sweetest thing that anyone has ever done for me." Ash rubbed the back of his head.
"Oh well, I know you really liked your manaphy. And since you probably miss it alot, I thought I'd get you a toy of one to remember it by."
"I do. Thank you, I love it." Ash smiled and started walking with May again. But this time, she took his arm. Ash glanced at her, and as he did, he felt her hand slide further down to his hand. He thought about saying something to her, but decided to leave it be.
'What is May doing? She has a boyfriend. Maybe this doesn't mean anything. I mean, I held her on the way here but...I don't know. She just seems so happy.' Ash thought as he trotted through the dirt paths. They eventually reached a Ferris wheel and joined the line. Once their turn was up, they piled into the empty box and were soon being lifted up from the ground and into the orange sky.
"The sunset is so beautiful from up here." Ash looked over at May just as she said this and found her face brightly illuminated by the golden glow of the setting sun.
"But not as beautiful as you." He added. May took her eyes away from the darkening sky to look back at him and blushed.
"Oh Ash, you've just been the sweetest thing today." May smiled thinking about Ash's recent behavior and then in her mind began comparing it to Drew's. Her smile then dropped into a frown.
"What's wrong?" Ash asked with a concerned expression on his face.
"It's just...Drew."
"What about him?"
"I already told you about how we aren't as happy as we used to be. But I don't think it's just a rough patch like you said. He is distant, unaffectionate, closed-off from me. We just don't get each other like we used to. I think the relationship is on its last legs. And that's not all…" She explained as she began choking up with tears welling in her eyes.
"Tell me, May. You can trust me with anything." Ash insisted, placing his hands on her shoulders. She looked at him through her blurry vision and placed her hands on his cheeks before continuing.
"I think I'm falling for you."
"What?"
"I think I'm starting to love you more, Ash Ketchum." She confessed as tears streamed down her face. Ash pulled her into his chest.
"Shhh, May it's okay. Come here." May continued sobbing into Ash's chest until he tilted her head up to face him.
"May. Please stop crying. You don't need to cry because...I love you too." May starred up wide-eyed at him for a few seconds as she processed this shocking information before pulling herself up and wiping the tears from her eyes.
"But what about Drew? A part of me still cares for him, but…"
"If you are that unhappy with him then maybe he doesn't deserve you. The way he has been treating you isn't right, May. When people are truly in love they try to spend as much time together as possible. They do nice things for each other, and enjoy each other's company. But he seems to be doing the opposite."
"I know." She said with a painful wince as more liquid leaked from her tired eyes.
"May?"
"Yes?" She replied in a dreadful tone. Ash turned her to face him once more and wiped the tears from her eyes with his thumbs.
"I want to do something to you. Something we probably shouldn't do."
"What is it, Ash?" Ash then gazed into her eyes and slowly leaned his face into hers, but hesitated for a response from her. Instantly realizing what the boy was doing, she wasted no time in closing the gap between them and allowing her lips to fall into his. It was the most exhilarating feeling she had ever had. Sharing a kiss with her best friend, when she was already with someone. It felt so wrong, yet so right. Her heart raced and sparks flew. She was so light-headed, she thought she was going to faint. Her cheeks felt as if they were on fire. Then suddenly, she felt something hot and wet push her lips open and slide right into her mouth. She gasped in surprise only to be soothed by his tongue petting and caressing hers. Feeling Ash melt into her like this made her legs feel numb and a strange excitement took place below her waist. She felt her panties moisten as sexual juices started flowing out of her tingling pussy to lubricate her soft petals. Ash broke the kiss leaving one last lick on her lip before pulling away.
"How was that? Did you like it?" He asked, gliding his hand up and down her back in a soothing massage.
"It..was..amazing." She said while catching her breath. Ash smiled at her and rested his hand on her thigh to stroke it gently. May could feel more of her love-brewed syrup trickle out of her and stain the fabric of her underwear as Ash journeyed upward to her womanhood to pet it.
"Oooh Ash." She moaned as he continued rubbing her. He was going to slide into her shorts before she placed her hand on his and pushed it away.
"Not here."
"Where do you want to go?"
"Drew said he would be staying home to rest. Maybe he's asleep. If not, we'll make an excuse to go out again and we'll find a hotel."
"Sounds like a plan. Let's go." Ash and May got off the Ferris wheel and walked hand-in-hand back to Ash's house. He slowly creaked open the door to fortunately find a sleeping Drew sacked out on his couch.
"All clear." He signaled to May and let her in. The pair slowly and quietly tip-toed up the stairs and into Ash's room. He shut the door behind them and embraced May in another longing kiss before pulling away to begin unwrapping her. He started with her shirt, practically ripping it off her and throwing it away. He then moved to her neck and suckled it a little before peeling off her bra and discarding that as well. He grasped the supple, pillowy orbs firmly in his hands and proceeded to knead and massage them tenderly. He grazed over the nipples with his thumbs before popping one in his mouth and sucking on it. May cooed, stroking the back of his head as he switched to the other nipple now that this one was fully erect and hard as stone. He plucked his mouth off of the plump teat and lifted himself back up to face May. He grabbed her juicy ass with his strong hands and gave her another tongue-tangling kiss as he began to aggressively nudge her still clothed womanhood with his growing package. He pulled away and laid her back down on the bed.
He eagerly yanked off her shorts and got down to the floor on his knees to be at eye-level with the musky cunt that was still trapped in the soiled garments. Ash stuck his face in it to catch a good whiff of May's tantalizing arousal—to her embarrassment—before sliding them down around her ankles and over her feet. May felt her heart race in anxiousness as she was on full display before the boy she admired, only to be comforted by the hot breath she felt on her sacred region followed by the gentle, yet thirsty lick he gave her inner folds. But what sent her thrashing on the bed and clawing at the sheets was the way Ash teased her nerve-rich pearl at the top and flicked at it with the tip of his tongue. She shuddered and dribbled out more juices as she felt him swirl his tongue against the pink bead. Ash then started sliding the hungry, impatient appendage up and down her assortment of delicate layers. May was flexing her toes and jolting her legs at this new joy that she was experiencing. Excitement she didn't even know existed. She pressed on the back of her lover's head with her hips thrusting up at him, intent on getting his busy tongue as far into her as possible. Ash gave the slippery clit a few more licks before sliding his tongue up into her vaginal opening. He dug his muscle around into May's velvety walls, sampling every drop of her sweet nectar that he could.
"Oh Ash, that's amazing. You're amazing." She mused, gently combing her fingers through his smooth, raven locks. Ash embraced her clitoral flesh in a hot, searing kiss. He sucked the meat into his lips and stroked it with his tongue up and down friskily. May latched her legs onto Ash's head and drew him into her welcoming cunny further. Ash amplified her pleasure by putting two fingers into her vagina and churned her flesh around with it. May's legs quaked violently as she tightly gripped Ash's hair with ripping force and drenched his face in her sweet, sticky syrup. Ash wagged his tongue around in her slit for a few more minutes to clean her up before eventually pulling himself away.
"You're delicious, May. Your pussy's quite a treat. Now it's time for me to give you yours." He said, pulling down his pants along with his boxers to free his ten inch boner. May was at a loss for words as she stared with unwavering fixation at the monstrous shaft that was being put on display before her. She watched in awe and curiosity as a string of precum drooled out of the slit.
"Whoa Ash, What is that?"
"Whaddya think it is? It's a penis! Haven't you ever seen one before?"
"But yours is so...big. And it's standing up against your stomach."
"And it's all because of you, May."
"Because of me?"
"Yeah, when a guy has the hots for a girl, he gets horny. My penis gets all hard because I want to have sex with you."
"You want to put that big thing in me?"
"Yes, May."
"I've never had sex before."
"Then do you want to have your first time with me?"
May thought for a moment, then replied, "Yes, Ash." He smiled and gave her a kiss on the lips, taking her hand and placing it on his caramel shaft while doing so to give her a sense of what the organ would feel like inside of her. May wrapped her hand around the massive length, stroking and sliding up and down slowly, feeling the bulging veins rippling across the pulsing flesh. Knowing that this piece of meat was going to be deflowering her caused her clit to pulse and her opening to water with lust.
"So, May. How do you like it?"
She blushed and said, "I-I think it's nice."
"Don't worry, you'll fall in love with it once it's in you." He explained as he climbed atop her on his knees so that he was straddling her head. May blushed nervously seeing Ash's crotch in her face. He took hold of his penis and brushed the head against her lips back and forth as if he were applying lipstick. Ash pushed inward gently, which May accepted as she opened her mouth to be probed with his erection. Ash slid his broad shaft into May's mouth, going all the way into her tight throat where she started choking on the excessive length.
Ash just rocked back and forth slowly and cooed, "Its alright, May, just breathe and look at me." The girl did as he said to the best of her ability and soon she was taking large thrusts of the giant rod into her esophagus like it was nothing. She laid there, cock pumping in and out of her mouth like she was Ash's new sex toy. Oh if Drew could see the raven's heavy balls bouncing with every drive he took into his girlfriend's mouth. Ash rested his hand on the top of May's head, petting her chocolate brown locks of hair as she accommodated his hulking girth into her tight, wet mouth. The ball sack contracted as Ash pushed himself all the way into May. "Here it is May! My sticky treat for you! Swallow it all!" May soon felt a burning warmth fill her mouth and travel down her throat. The salty taste and creamy texture was new to her, but she gradually began to enjoy it. Ash petted her head as he released his load into her. "That's it, May. You're just the best." The coordinator gazed up at Ash with eyes that glimmered with admiration. These words of praise warmed her heart and inspired her to gulp down every drop of milk her lover had to offer. Ash pulled his penis out with May still lapping her tongue at it. A string of cum continued to bridge Ash's penis to May's frisky appendage. She happily licked it up and swished it in her mouth to savor the taste before eventually swallowing. "So, May, how was it?" Ash asked while putting an arm around her. She cuddled up to him and rested her head on his shoulder.
"It was the best thing I've ever tasted. I could get addicted to this...Can I have more?" Ash smiled and kissed her.
"As much as you want. As a matter of fact, I was going to fill all of your other holes with it."
"Oh really? I'd love that!"
"Then let's do it." Ash stated before pinning May to the bed and attacking her lips. Ash's bare, naked body embraced and caressed May's. She put her legs around the trainer as they tangled their tongues together. Ash brushed his penis against her pussy lips in a sensual massage. He removed his mouth from hers and said, "Alright, May. You ready to finally have this in you?" May looked up at him adoringly and nodded. Ash smiled at her and wasted no time in pushing himself into her. Ash's penis slowly sunk into May, every inch causing her moans to skyrocket in pitch and quantity until he was balls deep in her. May was swimming in a sea of both the pain and pleasure of Ash's penis being pumped inside her and her insides being pulled apart by it. The bed bounced and shook with the force of an earthquake as Ash rode against May, his meat thoroughly probing every corner of her pussy. May felt the pleasure in her pussy constantly escalating, like she was riding up to something incredible, some kind of overload of sexual bliss. It was just a brief moment before May reached this peak and she felt her pussy choke up, her walls clench the overgrown organ tightly as warm liquid escaped from her packed hole.
"That's it May, cum for me." Ash demanded, continuing to bash his fat prick against her womb as his hand pinched her swollen, pink bud. She surrendered herself to this hurricane of ecstasy that overtook her, realizing that there was no suppressing it. She gripped onto the skin on Ash's back, her toes bended as every part of her body quaked and convulsed.
"Oh god, Ash!" She cried.
Ash moved at an accelerated pace in an attempt to juice May's pussy of everything pent up inside of it. After she finished drenching his cock in her freshly stewed, sticky sauce, Ash exhaled deeply as he deposited gallons of sperm into her that he could hold back no more. May felt the hot, thick dick milk coat her walls and fill her womb to the point it flooded the entire orifice and ran down her sweaty legs in heavy rivers. Ash removed himself from May after he finished filling her and stood up.
"I have an idea." He stated before lifting her off of his bed and proceeding to carry her out the door. Ash briskly walked down the stairs with his naked, lightheaded partner dripping bodily fluids onto the wood. He brought her over to her still snoozing boyfriend, who had his mouth parted open in a loud snore.
"Perfect." Ash stated in a low, smug tone.
"Ash, what do you think you're doing!? We can't be like this with Drew here!" May frantically whispered.
"Just trust me. I won't wake him up, I promise. If anything you're the one I have to worry about making a ruckus." Ash said with a smirk before taking hold of May, twisting her and bending her over onto his cock so that she was being mounted on his crotch from behind. She cried out only to have Ash slap a firm hand over her and let out a "Sshhhh." He then ripped the pillowcase off of a nearby cushion and crammed it into her mouth before proceeding to nail his heavy tool into her. The room was filled with the sound of muffled screams and the slapping of flesh against flesh. These sounds were however not picked up by the still snoring boyfriend who was oblivious to his girlfriend being manhandled and her pussy being torn a new one while a fat set of brown grapes repeatedly slapped across her pussy lips. Ash walked over to Drew, carrying May with him and stepped onto the couch so the pair of embracing, humping bodies were standing over Drew, their connected genitals hovering just inches above his face. May was hyperventilating as she had moans constantly pouring out from deep in her throat and her hips were arching and bucking uncontrollably due to Ash's penis beating up her insides. She was being tenderized from the inside, flesh being pulverized, walls clenching, tightly gripping onto the strong shaft for dear life. May soon felt another orgasm ambush her as her love-brewed gravy escaped from her slit and spilled onto Ash's crotch as well as Drew's sleeping face. Ash pummeled his throbbing head against her womb a few more times before shooting another burning load into her. May felt her insides being once again engulfed in a searing heat, like they were being filled with hot magma that flowed out of her and dripped onto Drew's face. Some of it found its way into his mouth, more when Ash pulled out of May and strings of it landed in his mouth and he choked a bit, causing May's heart to skip a beat in fear and anticipation, only to watch Drew lap it up unconsciously and close his mouth before returning to sleep. She instantly breathed a sigh of relief. Ash and May stepped off of the couch. The trainer released his hold on his partner only for her to stumble back into a nearby chair sweaty, sticky and dazed. Ash sat down next to her and pulled her closer to him before resting his chin on her head.
"So, what are we having for dinner?" He asked, removing the gag and starting to play with her nipples.
"Whatever you want."
"I was thinking we should go out to eat at a restaurant. Getting you knocked up really got my appetite going." The secret lovers cuddled on the chair for a while still naked in each other's arms. After recovering, they went back upstairs to retrieve their clothes and get dressed. As May was pulling on her stained panties her mind raced about what she had done.
'What am I gonna do? Should I tell Drew? Should I keep having fun with Ash behind his back? Should I even stay with Drew or leave him for Ash?' She thought to herself. After they were fully dressed, Ash walked May back downstairs with his hand firmly squeezing her right asscheek. May allowed him to fondle her until she saw Drew sitting upright and alert. It was then that she gasped and pushed his hand away before smiling at her boyfriend.
"Hi babe! Did you get a good rest?" She said as he glanced over at her.
"It was alright. Woke up with this odd taste in my mouth though." He replied. Ash struggled to hold back a snicker.
"Good. Hey, Ash was thinking we could go out to eat for tonight."
"Where to?"
"This nice Italian place just a few blocks away, you're gonna love it. It's got spaghetti, pizza, calzones, the works." Ash explained.
"I'm starving, let's go." The moss-haired coordinator replied as he got up to join them. After they headed out the door, Ash and May trailed just slightly behind him and snuck some hand holding on the way. Once the group arrived, they were led to their booth and took their seats. Ash sat across from May and Drew, but took it as an opportunity to sneakily play games with May under the table. As he focused his eyes on his menu, his foot wandered over to the one directly across from him and rested on it. May glanced up to look over at Ash, only to see him eyeing her back. He rubbed his foot back and forth lightly on top of hers and smiled at her. She smiled back and looked back at her menu. Ash read through his but was soon interrupted by something brushing up against his crotch. He looked over at May who had a devilish grin spread across her face. Ash blushed and swatted at her foot playfully. May retracted and let a small giggle escape her lips.
"What's so funny?" Drew asked, causing her attention to snap back to him.
"Oh, nothing, just this joke I suddenly remembered." Their waiter then appeared and took their orders. After he left, the group got to talking small chit-chat about their Pokémon and battles they recently had. Moments passed before their food arrived.
"I have to go to the bathroom, excuse me." Drew said as he exited the booth and wandered off. Ash and May began to dig into the meals in front of them.
"So May, how is it?" Ash asked.
"Delicious."
"Can't be as delicious as you are between your legs." May felt an intense blush creep onto her face. Ash held up a slice of his pizza to her mouth, which she hesitantly accepted a bite of. Ash wiped her mouth clean with his napkin and leaned in to briefly peck her on the lips.
"Ash, don't get all touchy when Drew is around. He might see it."
"I saw him go into the bathroom, it's fine. Say, I have something important to ask you."
"What is it?" She asked only to have Ash place his hands on top of hers. Her eyes gaped wide and her heart skipped a beat in surprise. Surprise that was in seconds replaced by a tense nervousness at the idea of being seen doing this.
"I want you to sleep with me tonight."
"But how can I without Drew noticing or getting suspicious?"
"Sneak out after you two fall asleep."
"What am I gonna do if he wakes up before me and sees me missing?"
"Just make up an excuse. Say you went for a hike."
"What if he checks your room and sees me with you?"
"Look, May, I love you. I'm not going to force you to do anything you don't want to. I just want to be with you as much as possible."
"I want to be with you too, Ash. I just don't know what I should do with Drew. I know we have been having problems lately, but I think I still have some feelings for him." May replied, facing downward with a conflicted look.
"I think I can treat you better but it's your choice. Do whatever will make you happiest." Ash finished in a slightly saddened tone. Drew appeared shortly and they spent the rest of the evening more silent than before. Idle chatter took place from time to time until their bill arrived and they paid for the meal before heading back to the house. Ash kept himself close to May all the way back.
When they stepped inside, Ash said, "Well goodnight. Thank you both for coming to dinner. I had a good time. Feel free to sleep wherever you like. I'll see you guys tomorrow."
"Later." Drew replied.
"Goodnight Ash. And I did too."
Ash leaned in and whispered to May, "Remember what we talked about."
"I will." They parted and went their separate ways for the night. May laid down on the floor in her sleeping bag while Drew was beside her on the couch. But she could not fall asleep. Her mind was overwhelmed with many thoughts chattering away at once. Thoughts about Ash, about Drew, what being with each of them was like, how each of the boys made her feel. She then thought about Ash and his special place in her journey. They had so much fun together. It was during her travels with him that she learned to love Pokémon. He was the one who taught her all about them. And all the time they had shared this day reminded her of that. He was her friend, her prince, and now she realized, her true love. She carefully slipped out from under her covers and many slow, creaky steps later, May found herself in front of Ash's bedroom door. She took a deep breath before slowly turning the handle and pushing it open. She entered and quietly closed it behind her. Ash instantly turned to look at her from his top bunk.
"May!" He said with glee.
"Shhh. Yes it's me. I just couldn't get any sleep. I couldn't stop thinking about you."
"I couldn't take my mind off you either. I was worried you wouldn't come. Worried that your answer might be no. Worried that we didn't have anything special after all."
"Things are different now, Ash. I'm here. I've made up my mind. I want you. I love you. I need you, my Pokémon master. And I'm never letting you go." She declared, climbing the ladder into his bed with him. Ash beamed a heartfelt smile at her and leaned in to claim her lips in his own. May returned the kiss and put her arms around the trainer. She snuggled up to him and soon felt the kiss escalate as Ash placed his hands on her full ass and started grinding his hardening erection into her crotch. It wasn't long before he proceeded to slip his hand under the fabric and slide his fingers down into her crack. May flinched at the sensation of the hand traveling down in between her asscheeks and then without warning, penetrating her asshole. She broke the kiss and whimpered.
"Ash, not there."
"May, I promise I wouldn't do this to you if it wasn't gonna make you feel amazing. Just give it time." May nodded trustingly and went back to kiss Ash, this time, poking her tongue into his sweet tasting mouth to invite his to play. Ash returned the gesture and wrapped his muscle around hers. As Ash moved his finger in and out of her anus, May put her hand on the tall tent pitched between his legs and caressed it. She rubbed in circles, wrapping her fingers over the bulges as she went. Ash groaned against her soft lips and accelerated his finger's speed. Now May felt a burning sensation in her ass. Her clit throbbed anxiously, her vaginal opening was constantly pouring with aroused discharge, and she was moaning back against Ash's lips with high intensity. Ash withdrew his fingers and broke away from the kiss, to May's disappointment. He pulled his pants and boxer shorts down to free his fully hardened member and took his pajama shirt off before going back to May and kissing her on the lips. He then got to work on unwrapping her, lifting her red shirt off and pulling off her pants. May slowly slid off her own pink lace panties and bra and tossed them out from under the covers. Now the pair of lovers were completely naked.
Ash snuggled up to her and embraced her, pulling her into him and placing his arms firmly around her. May started kissing him and soon felt his leaking appendage going in between her pussy lips and gliding up and down her well-lubricated, rosy creases. Ash then slipped into her wet tunnel and began to thrust into her. May tightly gripped onto his back as her body rocked with every hard thrust the boy took into her. May's legs found themselves around Ash's waist that unceasingly swung back and forth into her as his penis ravaged her pussy. Ash then slipped out of May's salivating vagina and rolled her over on her belly, spread open her thick asscheeks before plunging himself into her tighter hole. Fortunately her warm, viscous arousal that her vaginal walls secreted onto his shaft was enough to lubricate his cock so it slid into her anal cavity with ease. May's toes bent and her hands tried to rip apart the sheets under her as she felt the ogre of a cock being forced into her narrow hole all at once. After Ash was completely lodged into her, he stayed there, waiting for the signal from the girl under him. After May relaxed a bit and stopped cringing and swearing, he began to move. He started in small, yet forceful thrusts that caused her body to bounce against the bed. Hearing her groans caused Ash to accelerate as he began to give her quick, rapid thrusts that made her cry and squirt out more orgasmic sauce that ended up forming a puddle on the sheets. It wasn't long before he sent his life-giving seed cascading into her in a strong, powerful jet that shot off deep into her rectal cavity. May felt a tired, yet satisfied smile form on her face as her ass was getting creampied. Ash pulled out of her and collapsed on her side.
"You're ass is amazing, May. That was some of the best sex yet."
"Now my ass is all sticky and loaded with jizz. And it's all over my legs too...Oh well, I'll just shower in the morning."
"Maybe I'll join you." Ash teased, throwing his arms around her and biting her ear. She slapped at him playfully.
"Ash! Quit it!" The trainer did as she commanded and relinquished her lobe. No more words were spoken for the rest of the night. Ash fell asleep naked with his arms latching onto May and his nose breathing in her rosy scent.
To Be Continued