A while later, Jack was spooning with Misty naked under the covers. euphoric feelings flowing through his veins in the post orgasmic glow. Each of them still rubbing their skin up against each other for the warmth and purely tender moment. "I could lay here all day," Jack said lowly.
"I could too," Misty replied as she yawned, then she bumped her behind against his crotch as she re-adjusted her position.
"Is that another round I'm sensing?" Jack asked as his member began to stand to attention with just the slightest touch.
"No, no," Misty said, shaking her head. "Still sore, and I still gotta set up my room."
"Got all the time in the world, babe," Jack whispered to her.
"Yup," Misty said, turning over and smiling at him. "But I gotta get my pokemon acquainted with Zinnia's sometime today. The earlier the better."
"Oh yeah," Jack said. "I'll have to do the same for you and her with my pokemon," Jack realized he hadn't really let his pokemon out much since he'd gotten to Alola. "I should let 'em out, they're probably rearing to run around a bit," Jack then remembered the personal trainer, Bea, he was supposed to have an appointment with tomorrow. "Crap, I gotta do some stuff too," Jack said, giving Misty a kiss before lifting the blanket up and sliding off the bed.
He got dressed and got on his phone, noticing he had a text from Kukui.
Kukui: Hey Jack! If you're free tomorrow for lunch, I was thinking we could link up with the Kahuna of Melemele Island in Iki Town. He might be able to give us some info on Nebby. Bring Lillie and her little puffball if you can.
Jack figured it wouldn't be a bad idea, and almost sent a text back confirming things, but he remembered Hilda might have something scheduled for him. He marched over to Hilda's office and knocked on the closed door. He heard a panicked yelp come from behind the door. "Who is it?" she called out.
"It's your boss," he said with a big grin. He opened the door and saw Hilda frantically dabbing some hand sanitizer on her hand.
"What's up?" Hilda asked, her cheeks a bit red, and shirt a little loose on her.
"Just got a text from Kukui," suddenly his nose became aware of a rather strange odor that was quickly covered by the hand sanitizer.
"And?" Hilda said, a little annoyed.
"Sorry," Jack said, putting the odor thing to the side in his brain. "He said he wanted us to have lunch with some Kahuna in Iki Town?"
"The Kahuna?" Hilda said, taken aback. "You mean Hala?"
"Holla? Holla at what?" Jack asked, very confused.
"Goodness," Hilda sighed. "The Kahuna's name is 'Hala.'"
"Oh, and what is 'the Kahuna?'" Jack asked.
"They're an extremely powerful trainer on the island. Sort of like a cultural guardian of the island," Hilda explained. "You haven't read up much on Alolan culture, have you?"
Jack shrugged. "I read a little bit. I just figured I'd experience it firsthand. As opposed to listening to what the lame touristy web sites yammer on about."
Hilda rolled her eyes. "Whatever."
"Kukui said we should bring Nebby. The Kahuna might be able to give us some info?" Jack explained.
Hilda's eyebrows rose. "That's not a bad idea. Yeah, tomorrow, lunch? Are we picking Kukui up?"
"Dunno, I'll ask... You don't have anything planned, right?"
"Nope," Hilda paused. "But you said you had something with some personal trainer?"
"Yeah I gotta text her. That'd be in the morning though," Jack paused. "So we're good for lunch? You, me, Lillie, Nebby, a bodyguard? Just wanted to check with you before I confirmed the plans."
Hilda smirked. "Like you're actually being considerate?" Hilda said sarcastically.
Jack frowned. "I'm trying to be."
Hilda smiled. "I'm messing with you, dummy," Hilda shook her head, still keeping her grin on her face. "Thanks. I do appreciate that. Let's make it a habit, both of us."
Jack nodded. "Alrighty... I'm gonna text Kukui, then the personal trainer girl."
"If she's good I'll just hire her on as your live-in trainer. See if any of the staff wants work with her."
"That's an idea," Jack said.
"Will probably help avoid the lawsuits with the erections you'll be getting around her," Hilda retorted.
"Hey I'm working on it," Jack said. "I don't have one right now."
"I'm almost insulted," Hilda teased, getting a chuckle out of Jack. "Kay, run along now, I gotta get some paperwork done for this cook."
"Oh, great," Jack said. "See you around," and with that he stepped out of the office and rattled off a text to Kukui.
Jack: Tomorrow for lunch sounds perfect! Should we pick you up or should we just meet up there?
A minute later Kukui replied, asking to be picked up and listed his address. "Now for Bea," Jack thought aloud as he went out to the deck table he'd sat with Dawn earlier.
Jack: Hey Bea, this is Jack. Sorry I haven't contacted you until now, lot of stuff going on. I'm still on for tomorrow morning if you are.
Maybe ten seconds after hitting "send," his phone received a call, with Bea's name showing on the screen.
"Hey there, Jack speaking."
"Your last name's Cobal, ain't it?" Bea asked excitedly.
"Yeah."
"I knew it! The other valets didn't think so, but the servers said you'd been in twice the past few days, and you looked just like the picture of that guy! You, I mean," Bea said, energy in her voice.
Jack smiled. "I definitely look like me. At least for now."
"I hear you," Bea said. "So I assume you can't come down to my gym all willy-nilly, right?" Bea asked. "Cuz you're rich and stuff."
"I could... I'd have to bring a bodyguard."
"That blonde with big tits?" Bea asked.
"No, that's... my maid," Jack said.
Bea giggled over the phone. "Oooh..."
"Hard to explain," Jack said, then remembered there was a gym inside the poolhouse. Apparently with a locker room as well. "I live on a property outside of town, it's got a pool, and a gym in the poolhouse. The machines might be a bit old..."
"That should work." Bea said. "Say, you got anything going on right now? Next couple hours?"
Jack looked out at the sea, remembered his pokemon, but figured he could let them out to play before Bea arrived. "Nothing. Want to get started now?"
"Yeah. I was about to start prepping for my afternoon workout. Shoot me your address, I'll be over ASAP," Bea replied. "And also, my fee."
"Am I getting the 'rich guy upcharge' or something?" Jack said with laugh.
"Kinda," Bea said. "But I'll tell all the ladies you're lifting way more than you are. "
"Sounds good." Jack said. "So how much?"
"200 per session."
"Lets call it 500 and you have to keep a secret for me," Jack countered.
"Ooh, sounds like fun. I'll take it."
Jack saw Zinnia's Flygon resting in the sand and remembered he'd have to let his pokemon out to play as well. "Should also let Hilda know about the change of schedule," he said out loud.
He shot Hilda a text informing her about what was happening.
Hilda: Good on you for that, I'll have an NDA for her to sign when she gets here. Make sure to jack off beforehand. ;)
Jack shook his head, thinking of how ridiculous it was now for his agent to tell him to jerk off regularly, then went out front. There he saw Zinnia's Salamence napping on top of the pool house a couple hundred feet away. Jack kept his eye on the sleeping dragon, and grabbed the Poke Ball containing his Mightyena. He tossed it out, and then from out of nowhere, Zinnia appeared.
"Be careful," she said under her breath.
Jack's Mightyena came out and gave a howl of delight before focusing on the large, dragon pokemon not too far away. Mightyena immediately bared its teeth aggressively. Jack turned to see Salamence had awoken as well, its eyes on Mightyena.
"Tell it to chill out," Zinnia said.
Jack got down next to Mightyena and put his arm around it. "Calm down there, boy. That's a friend," he pointed at the Salamence, then to Zinnia. "That's hers," he explained. He knew his pokemon couldn't fully understand him, but the creatures did pick up on sentiment pretty well., something that confounded pokemon researchers for years.
"I'm gonna get Salamence over here to meet your pokemon," Zinnia said. "Keep it cool."
"Okay," Jack replied, a little uncertain he could actually do that in the face of the dangerous beast now residing on his property.
"Hey, Sally, get over here!" Zinnia yelled. "Got someone you need to meet!"
Salamence opened its mouth, almost like a smile, and began to beat its wings before taking off from the rooftop, gliding over easily to where Zinnia was. "Sally, this is Jack and his Mightyena," Zinnia said. "They're our new friends," Zinnia then put her hand out to pet Mightyena, who had begun to shiver in fear a bit. Zinnia then gave Mightyena a scratch behind the eats, making Mightyena perk up a bit. Zinnia then took her hand away from the wolf pokemon and put that hand up to Salamence's head. The dragon began to sniff Zinnia's hand eagerly, and approved. Zinnia then stepped to Jack, who figured he ought to stand up, and she put her arm around him. "Friend!" She declared, giving Jack a couple taps on his side.
Salamence gave an indifferent growl.
"Any other pokemon?" Zinnia asked.
"Yeah, a Magneton and a Breloom," Jack said.
"Get 'em out, now's a good time."
And so the other two Pokemon went through the same process with Zinnia's Salamence.
"And what about your other pokemon?" Jack asked, mainly referring to Zinnia's Tyrantrum.
Zinnia rolled her eyes. "He's still finding a spot for a lair," Zinnia said.
"Okay. We have a couple people coming over soon, are they going to be a problem?" Jack said, pointing at Salamence.
"Well, only if I'm not around," Zinnia said. "They just need to get used to their environment."
"Makes sense... But if you could stay close to Salamence for the next half hour or so, I'd really appreciate it," Jack asked.
Zinnia nodded. "Yeah. It'll take a little bit for Salamence to get used to the comings and goings here. I'll be outside a lot for this week."
"And Tyrantrum?"
"Tyrantrum's alright as long as no one messes with his lair. He'll probably find a spot in the trees. I think you'll hardly see him," Zinnia explained.
"Alright, I just can't have him charging cars on the property, y'know?" Jack said nervously, not wanting to push Zinnia's button. "The lawsuits."
"I get you," Zinnia said, her gaze directing to the line of trees. "Once they're used to things, there won't be any issues."
"Thanks Zinnia."
"Hey Jack," Zinnia said, her gaze pointing to the ground. "Do you trust me?"
"Well, I just met you yesterday, and we're still getting to know each other... But yeah, I do. You care deeply about your pokemon, and knowing that... I dunno, hard to explain. But knowing you care so deeply about your pokemon, means you're someone with extraordinary passion, and I know you'll put that into keeping everyone around me, myself included, safe," Jack explained. "But also, like how your pokemon need to get used to things around here, so do you and I," Jack explained. "And I'm trusting you more every minute."
Zinnia suddenly embraced him, burying her head in his chest. "Thanks, Jack." Zinnia said.
Jack regained his composure and put his arms around the wild girl turned bodyguard. He then felt his dick began to liven up as Zinnia's legs had brushed up against it. "You're welcome, Zinnia."
Zinnia took a deep breath. "Y'know, you smell really good," she said, her head turning up to his.
"I've been getting that a lot, lately," Jack said with a sheepish grin. He met her deep, red eyes and felt his dick continue to harden.
"So Hilda was right," Zinnia said, grinning mischievously at him.
"About what?" Jack started to ask, but already knew the answer.
"Your boners," Zinnia said. "She said you have a hard time controlling them."
"That's a nice way of putting it," Jack said. "I do apologize, it's not professional of me."
"I never thought I'd have to deal with it," Zinnia said, breaking eye contact as she thought deeply on the matter. "I didn't think I'd ever..." Zinnia's voice trailed off as she shook her head. "I'm gonna go check on Tyrantrum, okay?" Zinnia said, breaking the embrace and turning to start jogging.
"Alright," Jack said. "Thanks for being cool, I know it's a weird thing about me."
Zinnia stopped her run and turned back around. "I was about to say the same thing," she then smiled, and he couldn't help but notice a hint of a blush. "See ya," she turned back around, and Salamence whipped around to join her.
"Yeah," Jack said, his boner getting more and more on display. "Alright peeps, I have to take care of something," he recalled his pokemon into his Poke Balls and turned to walk back inside the door he'd come from, but the door swung open and there was Hilda.
"Hey boss-" she paused as she saw the massive erection he was now displaying. She then saw Zinnia and Salamence scampering in the background and smiled. "That's a catastrophe waiting to happen."
"Don't remind me," Jack said. "I'm gonna go skin this sausage before my workout."
"Good luck," Hilda said. "The cook's just pulled up to the property."
"Then I should definitely leave," Jack said, hard-on raging. Jack turned away, and couldn't help but think about Hilda's body. His erection had started for Zinnia, but really got going when Hilda showed up.
"Can't go fucking your assistant," Jack thought to himself, but Misty's words from the Battle Club echoed in his mind. He had to admit, if given the chance, he'd fuck Hilda. He shook his head at the thought, he truly was becoming a sex-crazed guy, between his legs and between his ears. He made his way down a couple hallways and turned the corner to his room when he saw Lillie sweeping in front of his bedroom door.
"Hey Lillie," Jack said quickly, not meaning to get caught in conversation.
"Jack!" she replied loudly, dropping her broom and letting it fall to the floor with a loud clang. "Oh, sorry I uh, got excited," Lillie said as she bent over to pick up the broom, making her ridiculous breasts dangle from her body, and Jack's eyes drank every salivating drop of the view, he didn't even realize he'd stopped. "Do you have a moment?" she asked.
He wanted to say "no," but his lust got the better of him as his eyes remained fixated on her enormous, dangling breasts. "Uh sure... yeah."
Lillie walked closer to him and peeked around his shoulders to make sure no one was listening. "I was just wondering about something, I know it's awkward of me to ask," Lillie clearly was not comfortable talking about whatever subject she was about to bring up. "Is Misty your... Girlfriend?"
The question shocked him a bit, he hadn't been expecting something so forward from her. "Kinda," Jack said. "Well, Misty is my girlfriend, but we both understand I'll have multiple other girlfriends at the same time."
Lillie's eyebrows rose at that revelation. "Woah... I haven't heard of something like that."
Jack felt his erection continue to make his pants uncomfortable. The words "Let me show what I mean" flashed across his mind as he imagined taking his big titty blonde maid into the bedroom and having his way with her. But his head wasn't on board. Lillie was certainly a virgin, unfamiliar with the thought of him having multiple women, and if things went south and she left, she'd be pretty on her own. "I have a lot of power over her," he thought to himself. "I have to be responsible with it, not just some sex-crazed lunatic," he told himself. He cleared his throat and began to speak. "It's something special between us, and any woman who thinks they'd like to share in that," his lust had definitely inspired him to leave the door open for her in case she wanted to take the plunge.
Lillie nodded. "That's interesting," Lillie said, still pondering the concept. He then noticed one of her hands went to her left breast and started to rub it slightly.
Jack's erection got even more painful, trapped in its confines. The longer he stayed in this conversation, he was certain he wouldn't be able to resist her anymore. "Oh, and Lillie?" Jack asked.
"Hm?" Lillie said, continuing to rub her breast.
Jack pointed to his door behind Lillie. "I gotta get through."
"Oh yeah," Lillie said, taking her hand off her breast and stepping aside.
Jack shut the door quickly and undid his pants before stumbling over to the bathroom. The thought of Lillie casually rubbing her own breasts had really gotten him going. He pictured a threesome with Lillie and Misty and came buckets after not very long.
He changed into some workout clothes and left his room, a bounce in his step. Lillie had left the hallway in front of his room, so Jack made his way through the house until he heard Hilda's voice coming from her office, and he decided he'd at least introduce himself to his new cook. The door was open, so he poked his head around and realized Hilda was talking to three women in the office, one of them being Lillie.
"And if you look behind you, you'll see Mr. Cobal poking his head in to spy on us," Hilda said comically as the three girls turned around simultaneously. Jack's gaze went to the new girl. Her green hair was a surprise, she had a pink tank top underneath some light grey overalls, which looked like she was wearing very short shorts. Her green eyes hit his own eyes like a ton of bricks.
Bea looked different from her casual valet uniform, this time with a skin-tight black and white shirt. Jack noticed her bulging arm muscles, as she turned to face him with a smile. Her serene, grey eyes were a stark contrast to Mallow's vibrant green eyes. Her bob cut hair was the same as it had been when he'd first met her. He even caught a glimpse of her very muscular legs and smiled meekly.
"Welcome," Jack stammered.
"Nice to meet you!" Mallow said loudly, with a big smile.
Bea looked at Mallow, looked at Jack and shrugged. "What she said."
Jack chuckled. "I agree," he said, his eyes lingering on Mallow a bit more.
"So thanks to those neat little NDAs you just signed, I can tell you a little secret about Mr. Cobal," Hilda explained. "Jack has an odd medical condition."
Jack gave her a curious look, but Hilda ignored him. "Ever since his adolescence, he's been prone to having periods where his manhood gets uncontrollably... noticeable."
Bea side-eyed him.
"It's not a simple 'teenage boy who hasn't jerked off in a couple days' kind of thing. He has to ejaculate multiple times for it to wear off, and it happens rather frequently," Hilda continued.
"Uh, really?" Bea asked skeptically.
"The more you're around him, you'll notice its frequency," Hilda said. "He's even chubbing up a little now, and I just told him to jerk off before getting here."
Jack looked at his workout shorts, noticing a tent was forming and figured he needed to explain. "Uh-"
"It's a medical condition, they're not sure which syndrome it falls under. But rest assured, it is a bit embarrassing for us and very embarrassing for him. Just consider it a form of flattery," Hilda said. "He's not going to hit on any of you if you're worried about that. If it makes you uncomfortable, let me know and I'll see what I can do."
Bea spoke up. "Sounds like he just hasn't found the girl who can keep up with him," she said, folding her arms.
Hilda grinned. "Misty, who's one of the bodyguards on staff is also a uh... companion to Mr. Cobal. All I know is she hasn't been walking right for the past couple days hanging with Jack and... doing other things," Hilda said emotionlessly. Jack noticed her eyes fell to his crotch and she even began to blush.
"Sounds like my cue, then," Bea declared standing up and showing off her very tight fitting outfit. "Jack, I'm gonna work you so hard you'll barely be able to move, let alone have an erection. Let's move!" Bea barked as she pointed out the door and began jogging out.
Jack caught himself admiring Bea's curves until her hand grabbed him by the shirt and dragged him along. "C'mon, NOW!" Bea said, dragging Jack up the hallway.