Alola Girls Ch. 28 (BBW, WG)

(Hey all, sorry about the delay. Got a job and my living situation is in a spot where I'm getting very little time to write. Had a lot of writer's block this chapter for some reason. Won't say anything about rate of production because whenever I say something I'm almost always wrong. Anyways, I hope you enjoy it and thanks for reading)

Chapter 28

Jack rolled off of his short, 340 pound bedfellow and stretched his body after the vigorous pounding session he‘d just enjoyed in his room.

“That...” Lana began, still gasping for air, her gut heaving up and down with every breath. “...was amazing.” He leaned over and gave her a kiss, making her red face get even a little redder.
“You look like you’re in heaven right now.” Jack commented.

Lana nodded happily, her double chin wobbling with every shake. “Basically, I just wish I’d had lunch.”

“Oh, that can be arranged. Room service?” Jack asked.

“Uh, sure...” Lana said.

Jack then proceeded to get out from under the covers, nude and at half-chub, and went to the bathroom to grab his robe. “Be right back with a menu.” He said as he headed toward the exit of the bedroom. He opened the door and went up the hallway to the villa’s common room, and saw Rosa and Nessa snacking on some tortilla chips and salsa.

“Sounds like someone had some fun.” Rosa said, a hint of disapproval in her voice.

“Yup.” He said quickly, not even looking at his live-in surveillance team. He found the menu and proceeded to walk back as quickly as possible.

“Wait, hold up-” Rosa began.

Jack turned to face her with a scowl.

“Ms. Oleana-”

“Tell her to fuck off.” Jack said, dismissing Rosa.

When he reached the bedroom he turned back and saw Rosa had not pursued him. He sighed with relief and shut the door, realizing he didn’t want to be in the villa with Rosa and Nessa unless he had to. “Change of plans, Lana.” He said.

“Oh?”

“My guests are loathsome. How about we hit the Sea House?”

“Wait, you have guests?” Lana looked at him slightly horrified at how loud she’d been during the lovemaking.

Jack shrugged. “Yeah... Don’t know when they got back, but every moment they’re here I get more upset. So, Sea House?”

“But I’m so cooomfy...” Lana whined playfully, cozying herself under the blankets.

Jack shook his head and smiled wickedly. “Fine then, I’ll make you even 'cum’fier than you are now.” He said, going to the bed and crawling under the sheets to eat out his second conquest of the day.

A little while later, Jack and Lana arrived at The Sea House’s host stand. Rosa and Nessa had tried to talk to him and Lana on the way out, but he told them to “fuck off as well,” which seemed to do the trick.

“Table for two please, and can it be in Phoebe’s section?”

“Uh, yes...” The host said, pulled out a couple menus and guided them.

Sure enough, Phoebe was helping another table out not too far away from their own, and he got a good glimpse of the 310 pound woman’s profile. Her exposed, tanned, gut overhang covered the upper part of her skirt and he felt his loins get excited. Jack took a quick peak at the menu, making sure to glance at Phoebe, who apparently was having some difficulty with the patrons’ order.

A few minutes later, Phoebe waddled over to the table. “Jack! Nice to see you again, and this is...” She indicated Lana.

“Lana.” Lana said. “I did him some favors today.” She said, a little giddy.

“Oh I’m sure...” Phoebe gave Jack a knowing smirk. “So what can I get started for you two today? Drinks, any appetizers?”

Lana looked at Jack expectantly. “Uh... Can I get a uh...” Lana began, sounding quite shy around the tanned, big beauty. “A combo platter?”

“Very nice choice.” Phoebe said, writing it down on her notepad. “And to drink?”

“Oh, uh, just a cola.” Lana said meekly.

“You sure that’s all for now?” Jack said with a smile. “Don’t want you wasting away.” Lana’s face went quite red. “Make that two combo platters. And I’ll have a bottle of...” Jack began scouring the wine menu.

When Phoebe waddled off, Lana turned her head for a peak at Phoebe and she nodded. “She’s a looker.” Lana said. “Have you banged her?”

“No, but I’d like to.” Jack said, nodding his head.

“So I would I, ohmigosh.” she agreed.

Not too long after, Lana feasted on both platters and drained her sodas quickly enough that phoebe brought Lana her own pitcher of soda. Jack watched with fascination as he usually did, wishing he could rub that gut she was filling up so thoroughly. Just before the entrees came, Lana excused herself and Phoebe immediately came back over with a serious look on her face.

“Kahili’s not happy with you.” She said.

“I’m sure.” Jack said, chuckling lightly. “Is it about Lana here?”

“No, no, she knows you have a harem of fat chicks. It was something about this morning though. Care to spill any beans?”

Jack shook his head. “Not really...” Jack said, then remembered that Phoebe had been the one to take Nessa and Rosa to villa. “And I never thanked you for last night.”

Phoebe smiled. “That girl was fuuuucked up. She doesn’t drink very much, right?”

“I don’t think she’d ever at that point.” Jack said. “Any way I can repay you?”

Phoebe smirked. “You’re such a dog.”

“Well, Lana was more enthusiastic in wanting to fuck you than I was.”

“Oooh... Maybe I’ll just spend some time with her instead.” Phoebe teased. “I’m supposed to take a lunch in a bit, so maybe we can work out a quickie.”

“Sounds perfect.”

Lana returned not too long after.

“Hope you’re free after lunch.” Jack said.

Lana looked at him dumbly. “Uh... I guess.”

“Phoebe’s taking a lunch after our meal. She wanted us to show her the villa.” Jack explained.

“Why would I be- oh.” Lana said, realizing the implication, then smiling and taking another gaze at Phoebe as she was helping another table out.

“Anything wrong?” Jack asked.

“No... just thinking I’ve never had someone that big sit on my face.” Lana said wickedly.

After Lana gorged herself and Jack finishing a second bottle of wine, Phoebe joined them as they scurried to the villa. Upon entering, Jack saw Nessa and Rosa lounging on the couch.

“Hey Jack, we really need-” Rosa began but Jack and his two portly women continued by Rosa like they didn’t hear anything.

Nessa got up and hurriedly got after the trio. “Hey, can I watch?”

The trio stopped after that question, and Lana was the first to speak. “No skinny bitches allowed!” Lana announced gleefully.

“Eh...” Phoebe started. “Actually she’s cool.”

Lana sulked for a moment. “Well fine, but just watching!”

Nessa nodded. Jack smiled then began to speak. “Only thing is is you have to finish a half gallon of ice cream before we’re done.”

Rosa gasped, while Nessa shrugged. “Fine.” She said, going to the freezer. As the trio hurried down the hallway to the bedroom, Jack overheard Rosa’s futile protests, and as he turned around to close the door, he saw Nessa dashing down the hall with a spoon and thing of ice cream.

Jack immediately began stripping down, revealing his enormous member and Phoebe gasped. Even though it usually happened the first time he revealed himself to a woman, it always made him smile.

Moments later, Lana had laid out on the bed, inviting the now naked and gorgeous Phoebe to take her position on the short, round young woman’s face. Nessa had pulled up a chair closer to the bed and began furiously shoveling down ice cream into her eager mouth. Phoebe lowered her bulky rear end and Lana squirmed with delight. Phoebe’s body jumped for a moment as Lana presumably began her work down below. Jack then hopped on the bed, spreading Phoebe’s creamy, tanned thighs and revealing a soaked pussy. Jack started slow as he always did, but took care not to shift Phoebe around too much so Lana could continue enjoying the fun down under.

“Ooooh fuck your big!” Phoebe said, wincing with pleasure. Jack continued riding Phoebe slowly. She began to wiggle her hips more and got louder as time went on and Lana got more comfortable. Jack quickened his pace to match Phoebe’s enthusiasm,. Her pussy felt magnificent, warm, wet, and just the perfect tightness. Less than a couple minutes of the double stimulation and quickened rhythm, Phoebe’s moans grew louder. Jack reached for one of her breasts, squeezing it as he continued fucking the 310 pound Phoebe. “Fuuuuuuck... I’m gonna... Gonna cum, soooooon!” Phoebe squealed.

He got rougher with her tit and started pounding her pussy, not caring for Lana’s position as he pumped his cock into her repeatedly. “Guuuuuh, AAAAAAH!“ Phoebe cried out as her orgasm began to take over her senses. Jack continued pumping, leaving her tit be as he looked over to Nessa who had become completely mesmerized by the scene. One hand was down her pants while the other absentmindedly shoveled ice cream into the ultra-thin model’s mouth. Jack smiled as he made eye contact with her, then felt his loins ready to explode, and released a number of large cum ropes into the 310 pound waitress.

Once the two had come down from their orgasms, Jack got off of Phoebe and, she rolled off of Lana. The near 350 pound young woman gasped for air, red-faced and with an enormous smile on her face. “Fantastic.” She cooed, then took a big sigh.

“How was... the show?” Phoebe asked Nessa, still panting from the session.

Nessa gulped down a spoonful of ice cream and nodded profusely. “A-amazing.”

“How much you finish?” Jack asked.

Nessa showed the inside of the container, it was nearly empty. “Got quite a brain freeze.” She said.

“I bet.” Jack said. “Bring that over here, would you?”

Nessa gave him a confused look, but got up, bringing the ice carton over to Jack. “Lana, hold still...” Jack said, swiping the carton from Nessa. He then got the spoon, then shoveled the remaining bits of ice cream onto Lana’s round gut. “Clean this up for me Nessa. Only rule is no hands.”

Nessa gave him a look, but Jack saw Lana grinning with delight.

“Well, here goes nothing.” Nessa said as she got onto the bed and began licking up the ice cream off Lana.

***

Oleana cursed for the hundredth time in the past hour. The security system wasn’t accepting her password, and was now locking her out of attempting to log in for another fifteen minute span. She shook her head angrily, glaring at the screen with contempt. “The boy’s little stunt with the computer really screwed things up.” She thought to herself. Now she had no access to the cameras with which she had leverage on him, luckily he didn’t know that.

She re-checked her phone to see if Rosa had gotten an access code from him, and seeing nothing. She grinded her teeth in anger. Her mood was suddenly interrupted by her stomach growling once more.

“What the hell is wrong with you today?” Oleana said aloud as she looked at her perfectly slim stomach. It had to be the sun or something, it would explain how Hilda had ballooned since her arrival. “I won’t be like that stupid bimbo.” She reminded herself, she’d had nerves of steel after all.

Five minutes later she was opening a package of chocolate chip cookies. “All of this stupidity because of some spoiled brat... I’ll fix my diet later.” She said to herself as she popped a cookie in her mouth. Instantly her taste buds were overwhelmed with the small dessert’s sweetness. She mewled in delight. “Mmmf, ah gawsh...” Oleana said as she shoved a handful of cookies into her gaping maw, crums falling onto her her red shirt and lab coat.

Half an hour later, Oleana brushed off crumbs from her clothing as two empty cookie bags lay on the ground in her room. “I’ll clean it up later.” She told herself. She gave herself a couple sprays of perfume. She wouldn’t be showering until she had wrestled control of the security cameras for herself. Her hair was a bit ruffled, but she didn’t care too much about that. Bea would surely be sweating from working out with the resident pigs.

Oleana eyed her profile and saw her belly was slightly distended. “Accursed cookies...” She muttered to no one and strutted to the door. Oleana looked around the house for wherever Bea had them working out. After a few minutes of prolonged searching, Oleana felt her temper rise. “Where the hell were they...” She thought to herself. The lightbulb in her head went off and she went to the kitchen.

There was Mallow and Serena busily preparing mixed greens and veggies for a salad. Bea was sitting on a stool next to a counter top observing. Bea was an extremely fit young woman, with toned muscles and tanned skin. Her distinctive grey eyes and matching youthful grey hair gave her a wonderfully elegant look even with white, black, and orange workout gear. Bea was munching happily on a protein bar when she noticed Oleana had entered.

“Ms. Oleana, any luck?” Bea asked. The two chefs immediately tensed up with their new boss having just entered the room.

“No.” Oleana said glumly. “How’d the workouts go? Grueling, I presume.”

Bea shrugged. “Not quite yet, the girls haven’t exercised in a while and with all the extra weight-”

“I’m not paying you double to go easy on them.” Oleana said. “Where are they now?”

“At the pool. Pushing them too fast will cause injuries-” Bea said.

“I need them slimmer as fast as possible. Go over there and show them some water aerobics or something. That’s not really much of a workout anyways, isn’t it?” Oleana said commandingly.

Bea grimaced for a moment, but nodded. “Yes Ms. Oleana.” Bea said, and bounced off the stool.

“And how are they treating you? Hating you already?” Oleana said with a wicked smirk.

“Actually they’re very sweet.” Bea replied as she bounced in place to warm up her body. “All they talk about is food though, it’s even starting to give me some cravings.” Bea said with a giggle. Oleana couldn’t help but notice Serena, the chubby, honey-haired chef pump her fist suddenly.

“Make 'em too tired to speak then.” Oleana commanded, and with that, Bea sped off. Oleana decided to keep an eye on the two pudgy chefs and sat down on Bea’s stool. She noticed there were nearly half a dozen empty protein bar wrappers on the counter in front of her and scoffed, before getting on her phone and checking for any word from Rosa, and cursed under her breath.

***

Jack awoke with a start, realizing his sudden awakening was due to a prolonged fart from his elegant bedfellow, Phoebe. He chuckled at the thought of the tanned, beautiful goddess farting and drooling in her sleep, then looked at his phone and saw he had a few text messages.

Professor Ivy: We’ve located the item and preparing a transportation container. You should probably get here early in case you don’t want to get “distracted” early in the meeting this time.

Jack smiled and began to get out of bed, awaking Phoebe.

“Good... Morning...” Phoebe cooed quietly.

“Morning. Can I get you anything? Probably gotta settle for room service today, got some plans in a couple hours.” Jack said.

“Yeah...” Phoebe said, opening her groggy eyes and looking around for a menu. Jack handed her one and she quickly picked up the phone, rattling off an epic order of half the menu. Before she ended she looked up at Jack. “Want anything?”

Jack smiled. “Just a couple pancakes and a coffee.”

“Okay...” She said, and finished the order about 30 seconds later. “Hope you don’t mind the bill, it’s almost $200.” Phoebe said playfully.

“Oh, that’s quiiiite a bit...” Jack teased. “Wonder how you’re gonna earn it all.”

Phoebe smiled lasciviously. “I can think of a way...”

A half hour later, Jack had fucked the crap out of Phoebe to the point he needed a shower. When he got out, Phoebe was naked on bed, her 310 pound glistening with sweat from their lovemaking while surrounded by numerous plates of breakfast dishes.

“How is it?” Jack asked.

“Amazing, Room Service uses the Sea House kitchen so it’s all...” She took a bite and squealed with delight. “Heavenly.”

Jack grabbed his coffee and went to the little deck the master bedroom had to soak in the sun, and keep him from jumping on top of Phoebe once more. He could hardly resist her voluptuousness, especially while eating so heartily. He took a look at his phone, seeing Lana was about ten minutes away from the hotel. He then got an incoming text from Nessa.

Nessa: Hey, you mind if Rosa and I put breakfast on the room number?

Jack: Go for it, just make sure you’re full by the end of it.

Nessa: Oh I will. I’m starting to really get a kick out of overeating. Perhaps the modeling life isn’t for me anymore. ;)

His dick livened up as he pictured the brown beauty three times her current size and gorging herself, all while Serena and Mallow kept putting plate after plate and-

Jack shook his head realizing how hard he’d gotten once more and he cursed. “So much for Ivy’s warning...” He said to no one, then took one last look from the deck, but he spotted something a little odd. An open window across the way, and something reflecting the morning sun like... Binoculars. Jack squinted his eyes, and suddenly the window shut. “Damn it.” Jack muttered. He went inside and grabbed his Poke Balls, then headed back to the deck.

“Going somewhere?” Phoebe asked, her mouth full of heavily buttered and soggy with syrup waffle.

“Just real quick.” He saw the drop from the deck to the ground was barely six feet, so he jumped off and dashed over to the room that had the cracked window. “Maybe I’m being paranoid...” Jack thought to himself as he went over. He saw the window and put together what room it had to belong to, and Jack went to the front of the building and saw his favorite, 380 pound golfer waddling out of the hotel room with a pair of binoculars around her neck and a small suitcase behind her.

“Caught you, creep.” Jack teased.

Kahili’s face went red. “I... What are you-”

“Give it up.”

“You have sharp eyes. You should play golf with me, you’d be an excellent caddy.” Kahili said, trying to waddle out of the situation as she spoke.

“Is it even possible to swing a club with a gut like that?” Jack teased.

Kahili grunted at the insult and kept waddling along.

“Just remember, you’re the creep. And you could’ve just asked Phoebe, I fucked the shit out of her yesterday-”

“TMI bozo!” Kahili said as she waddled behind a bush.

Jack grinned, proud of his victory and marched back to the villa, hopping up the deck the way he’d gone down and wolfed down his pancakes, before getting his stuff and heading to the carport where Lana was awaiting him.

Upon entering the museum once again, Jack and Lana walked to the side hallway where the elevator was.

“Should’ve had a bigger breakfast...” Lana complained as they entered the elevator.

“I’m sure there’s a vending machine around here somewhere.” Jack said.

“Oh goodie.” Lana said, putting her hands together under her chins, delighted.

Once they arrived at the admin office, Jack was greeted by the marvelously overweight 460 pound, pink-haired secretary, Malva.

“Good morning Mr. Cobal.” She said.

Jack acknowledged her and pointed to Professor Ivy’s door. “She ready for us?”

Malva shook her head, causing her chins to wobble erotically, to Jack at least. “Not yet, she’s in the middle of something. But if you need to clear your head, I have a conference room empty I could... help you focus with.” Malva said, getting up and smiling, removing her glasses and showing the lust in her eyes.

“Go find a vending machine, Lana.” Jack ordered, and followed the enormous secretary to the end of the hallway.

“Ivy said you were the... biggest she’s ever had.”

Jack shrugged. “It’s not a dick measuring con-” Then laughed out loud when he realized how wrong his words were. “Actually well, I suppose it is.”

“I’ve had some big ones. My former boss Lysandre had monster in his pants...” She then opened the door, letting him step inside, before closing the door herself and beginning to drop her red pants down from her ridiculous waist. “But this shrimpy little teenager named Clemont had the biggest-”

“I don’t think I need to hear about other men’s cocks.” Jack said.

“Oooh, insecure much?” So not hot.” Malva teased.

“I’ll show you hot then.” Jack said, unbuttoning his shirt,revealing his recently toned and muscular physique.

Malva bit her lip. “Okay, you win round one. How’s your package though?”

Jack felt his loins aching with desire, then gingerly maneuvered his baggy pants so he could free his cock with minimal discomfort, and then pulled his boxers down, revealing his throbbing member.

“Well, from first glance, you’re ahead of Lysandre but behind Clemont, wha-”

Jack interrupted her daydream by charging her and bending her back over the conference table. “You’re so fucking sexy, I wanted to fuck you since I saw you yesterday.” He said, hoping his dirty talk would change the mood.

“Oooh I can feel it... It’s so hard.” Malva said before she spread her legs with all their extra adipose.

Jack leaned over her, lifting her shirt, then realized she wasn’t wearing a bra, and remembered she didn’t have any panties to take off either. “You’ve been expected.”

Jack smiled, and began to attack her nipples as he expertly maneuvered his cock into her warm, wet, sweetness. Feeling the energy he’d came at her with, he didn’t spend long going slow. After a few minutes he really got into, pounding her pussy fiercely until he heard a loud cracking sound and suddenly the coitus couple dropped nearly three feet as the conference table collapsed underneath them.

The two looked at each other in slight alarm as they were broken out of their passionate trance. “You okay?” Jack asked.

Malva took a moment to consider herself, Jack still balls deep inside of her. “Uh, yeah...”

“Should we keep going?” Jack asked.

“We already broke the table, fuck it.” Malva said, kissing him.

Those were the last coherent words she said for the next twenty minutes as Jack ravaged Malva’s pussy, nipples, and mind. He came in her more times than he could count, and she’d been especially loud, much like Professor Ivy the day before.

When he’d spent a good amount of his seed, Jack pushed himself off of the wrecked table and pumped his fist with delight. “Well this’ll be a good story.”

Malva nodded and sighed. “Ugh I’m never gonna live this down...”

“I’ll get a new table.” Jack said. “Think Ivy’s ready for me about yet?”

“Yeah...” Malva said, looking around curiously. “Uh, Mr. Cobal, before you leave, could you uh...”

“What?”

“Help me up? Don’t think this girl can do it...”

Jack smiled wickedly. “Only if you say this was the best sex you’ve ever had.”

Malva’s jaw dropped. “Well duh, we broke a fucking table.” She said. “Now help me up.”

A few minutes later, Jack emerged into the lobby to applause from Ivy in her powerchair and Lana. Jack played along and bowed, while Malva just sighed and shook her head trying to keep her cool. Lana had raided the vending machine and had a large pile of snacks on the seat beside her.

“Was that the conference room table I heard?” Ivy said.

“Yup.” Jack said with pride. “I’ll send you another one.”

“If you end up coming back here again it’s just gonna get busted again, send an extra.” Ivy said with a laugh. “Well, the Kahuna is almost here, so c’mon in Mr. Cobal.” Ivy said as she turned her chair around and led him into the office.