Upon getting outside, Jack was already breathing heavily. He turned to Bea, who was eyeing him up. "Gonna have a lot of work to do," Bea grunted.
Jack grinned nervously, realizing this maybe was a bad idea.
"Time to stretch!" Bea declared, and bent over to touch her toes. Jack did the same but his boner had yet to abate. "Still going, huh?" Bea asked, noticing what he was feeling.
"Yeah," Jack mumbled, looking to Bea. He noticed how wide her hips were compared to the rest of the frame.
"Stop wasting time trying to guess how many inches my waist are, dude. Stretch!" Bea fired at him.
Jack put his head down and nodded, not reaching his toes.
"Not very flexible, are ya?" Bea asked.
Jack shook his head, still looking at the ground.
"Okay, next one,"
And so the stretching continued for another few minutes, then the workout began. They jogged on over to the gym inside the poolhouse.
"This is perfect!" Bea exclaimed upon seeing the large room with dozens of individual fitness machines. She weaved through the machines like a kid in a candy store. "None of the new age, high tech stuff, just the old reliables," Bea gushed. "Couldn't have asked for anything better. Now let's get a sweat going!"
A pattern was quickly established: Bea would do the exercise first on the machine, setting a pretty high weight. Then she'd move it down nearly two thirds of the way for his turn, and he'd struggle, but do it. Since it was leg day, Jack got a lot views of Bea's dump-truck of an ass. His erection persisted through all of it. He couldn't imagine how weird it was for Bea, helping a man with a raging hard-on work out. Through it all, she was quite encouraging for him, which he greatly appreciated.
After a round on each of the leg machines, Jack took a seat, adorned in sweat and still trying to catch his breath. "Wow, what a workout," Jack said.
Bea looked at him devilishly. "That was just the first round. We got two more to go."
Jack's jaw dropped in disbelief. "She's gonna kill me on my first day, isn't she?" he thought to himself.
After forty minutes, he was on the last machine on the last round of the workout, his eyes closed and grinding out the last reps of the exercise.
"C'mooooon! Two more!" Bea bellowed.
Jack grunted as he did another rep. He paused and took a deep breath, then pushed himself for that last one.
"Great job!" Bea cheered. Jack opened his eyes, catching himself with a big grin. But Bea wasn't alone, Hilda, Mallow, and Lillie were beside her with big grins.
"Hey," Jack said, wide eyed. Opening his eyes to four beautiful women wasn't what he'd been expecting. He didn't even care his hard on was still raging, and slowly continuing to expand. He caught Mallow taking a peek and smiled proudly.
"Mallow figured you two could use some protein shakes," Hilda stated. Lillie was holding two cups with a chocolate-milk looking liquid and handed them to Bea and Jack.
"Thanks," Jack and Bea replied at the same time. Both of them drank deeply. After draining the last of his glass, Jack wiped some of the drink from his chin and smiled. "Thanks gals, I definitely needed that."
Bea nodded in agreement. "Yeah, but going forward I'd like to get a different kind of protein powder."
Mallow nodded. "Okay, but that's all we had on in the cupboard today. I'll be doing a thorough grocery run today, let me know what you prefer."
Bea nodded. "I'll show you the brand I like after I shower over here."
Jack hadn't thought of taking a shower here in the poolhouse, but it made sense. "I just don't have any clothes to change into, or soap-"
Hilda sighed. "I already brought towels, I'll grab you a change of clothes though. Want one too, Bea?"
Bea shrugged. "I think I left my gym bag in your office, just bring that over to the locker room and I'll be good."
"Okay. After that, you're done here, right?"
Bea shook her head. "Almost, just need to give him a quick little post-workout massage."
"You sure? You must be tired," Jack said.
Bea smiled and shook her head. "Only a little tired. And I'm sure, it helps with the soreness you'll have today and tomorrow," Bea then put her arm around his shoulder and looked into his eyes, smiling. "Trust me."
"Massage table is that way, by the locker rooms," Hilda pointed across the gym, and Jack caught a subtle wink.
"Perfect," Bea said, pulling Jack along. He heard Hilda, Mallow, and Lillie begin chatting excitedly as Bea and Jack made their way over.
"So, quick shower, then massage table," Bea ordered.
"Got it." Jack said.
The locker rooms both had their entrances for each gender, so Jack went his separate way into the men's locker room. He noticed a small assortment of towels laid on a bench next to a hamper. "Thanks Hilda," he said to no one in particular.
He took his incredibly sweaty clothes off with a bit of struggle and put them on the other side of the bench from the towels. They felt like he'd just been swimming in them. He shook his head, hoping one of his staff members wouldn't feel compelled to touch them. He grabbed a towel and a little box of soap and made his way over to the shower area. It had four shower heads on each side, so he turned one on and placed his towel on the nearest counter, safe from the water. He put his hand out, waiting for the cold water to warm up, which it did relatively quickly. His erection had started to lessen a bit, something he was thankful for. "Wish you'd died down around Bea," he muttered at it his manhood.
Suddenly he heard a loud pounding on the door and Bea's voice yell into the locker room "Hey, my hot water ain't working, mind if I shower over here?"
Jack looked down at his naked self and got nervous. "Uh, sure... I'm currently using it but you can hop in after-" Jack's voice trailed off as he Bea's figure appeared on the other side of the mid-high barrier, he couldn't see below her tummy, but she only had a bra on.
"It's fine. I've seen a naked guy before," Bea teased him.
Jack smiled nervously. "How about your naked boss with a throbbing erection?" he felt himself get harder the longer he looked at Bea.
Bea giggled. "Not quite that specific. But I did have to watch you with that for the past hour," she pointed between his legs. "Damn that thing's pretty big though, not bad eh boss?"
Jack just smiled awkwardly, unsure of what to say.
"No wonder you've got a group of fuck-buddies," Bea said as she got her bra off. Jack tried to be polite and turned away. Bea giggled. "Don't tell me you're afraid of titties now."
Jack looked up to the ceiling. "Quite the opposite. Just trying to be polite to a-" he heard the shower next to his turn on and he turned around, seeing Bea's naked, toned form just a few feet away. He couldn't help but admire everything about her.
"To a what?" Bea said, sporting a very proud grin.
"...Employee," Jack said, taking a deep breath. His erection had peaked, the hot water just making things feel perfect around his body.
Bea giggled. "So which ones have you fucked, boss man?"
"What?"
"Which girls have you..." Bea then gyrated. "...bumped uglies with."
"Here?" Jack asked.
"Yeah," Bea said. "Gonna assume the blonde tit-monster."
"Just Misty," Jack said.
"Really?" Bea asked. "No love for Hilda?"
Jack smiled and shook his head. "She's my baby-sitter. She's the company's tattle-tail. Can't make a run at her, even if I wanted to, which I don't," he lied.
Bea laughed. "So if she weren't an employee of yours you'd have nothing to do with her?" Bea asked. "Those are some pretty high standards."
Jack rolled his eyes. "No it's just, yeah, she's really attractive, she's smart, sassy, everything I like-"
"So you do wanna fuck her?"
"...No just... I don't want to get that thought in my head," Jack's voice trailed off as he turned to Bea and saw her bent over, wiggling her incredible ass for him.
"What thought?" Bea called out with a giggle.
Jack couldn't help but feel Bea was coming on to him, he took a step toward Bea when he heard another loud knock at the locker room door.
"You decent?" Hilda called out.
"In the shower," Jack called back.
"Just stay behind the barrier then," Hilda grunted. Bea stood back up and shook her head, a little disappointed.
Hilda emerged, and she gasped when saw Bea in the shower next to Jack.
"It's not what it-" Jack stammered.
Hilda smirked. "Couldn't even wait for the massage table," she said, shaking her head, her grin widening on her face.
"The hot water's not working over-" Jack tried to explain.
"In the girls' locker room?" Hilda said, a big smile on her face. "Both sets of showers are connected to the same water heater."
Bea laughed. "Guilty!"
"I'll just leave your bag here, Bea," Hilda said, turning away. "Have fun you two."
Jack returned his gaze to Bea, who was bending over once more, wiggling her ass.
"My goodness that thing is enormous," Jack said, stepping into Bea's shower stream and gripping her firm, right ass cheek.
"Oh you only like big things?" Bea said lowly.
Jack's opposite hand find its way to her breast and gave it a squeeze. "I've always found size is nice... but it's how you use it that matters more," he growled.
Bea leaned her ass back into his groin. "I like that way of thinking... How about you show me how you use that 'big thing' between your legs?"
He didn't need any more encouragement, so he moved the hand grabbing her ass cheek around to her pussy, the hot water from the shower easing his soreness, and warming up his whole body. He began fingering her, causing Bea to moan lowly.
"That's nice," she cooed. She then pressed her butt against his member once more. "But I think this'll be better," Bea moaned.
Jack let go of Bea's titty and took his shaft in his hand. He began trying to get the proper angle of entering Bea's pussy from behind, but was interrupted by her ass pressing up against him once more. "This hole, if you please," Bea teased.
Jack realized what she was proposing and was pretty unsure. He'd never done anal in his life, but he knew lube was needed as it was quite painful for the woman.
"Not sure if there's uh... lube," Jack said.
Bea chuckled. "Lube is lame," Bea then flexed her glutes and spread her ass cheeks as far as she could spread 'em. "Don't make me beg."
He was so filled with desire he couldn't help himself. He positioned himself, needing to squat a little bit as he was almost half a foot taller than Bea. His legs reminded him he'd just finished working them out, but his brain was too pre-occupied with Bea's ass to care. Water gushed over the two of them as he angled his cock and began to enter. It was extremely tight, and Bea's moans turned to groans of pain.
"You okay?" He asked.
"Yeah just... deeper," Bea replied. She kept flexing her butt cheeks, making them bounce with every slow thrust of his. He her begin to open up little by little, and soon half his dick was up Bea's ass, and his new personal trainer was starting to get loud.
Jack's pumping grew more rhythmic as he got more comfortable in the awkward position, leaning over Bea who was incredibly bent over. Jack noticed more of his cock was being swallowed by her ass.
"Fuck you're so deep, Jack," Bea moaned in agony. "Fuck I've never... taken... this deep before," Bea groaned.
Jack paused his thrusting. "Are you-"
"Don't stop!" Bea exclaimed. Her breath labored and her voice softened. "Keep going... I want all of you."
***
A while later both of them were embracing under the hot water. "It still hurts down there," Bea cooed to him.
"Sorry about that, it was my first time... going down there," Jack replied.
Bea shook her head with a smile. "It's a good kind of pain," Bea planted a kiss on him, which he returned. Quickly they were making out and Jack's member started to stir once again.
"Hey there," Misty's voice pierced through the moment and Jack and Bea both pulled away from each other, still wet and nude.
"Uh, hey," Jack said, feeling sheepish, he was clearly on his way to chubbing up.
"Hilda said you two were going at it," Misty said. "You have fun?"
Jack nodded. "Yeah."
Misty eyed Bea's naked, chiseled form. "You?" Misty asked.
Bea nodded. "Yes."
Misty smiled. "Good. I like group sex. Having a strong girl like yourself should be fun."
Bea breathed a sigh of relief. "So what number am I?" Bea asked Misty and Jack.
"Number what?" Jack replied.
"Number of girls in your... group thing," Bea asked.
"It's just you and me so far," Misty said. "I expect that number to swell as much as Jack's member is swelling right now," Misty said, eyeing him with a hunger in her eyes. "My turn to join in the fun, you two."
"Can we at least lay down or something?" Jack asked. "My legs are fucking killing me."
***
Later that night, Hilda was up late in her office in front of her computer, her chin resting against her palm, and dread rested in her stomach. She checked the time on her computer screen again. "And that makes fifteen minutes late," Hilda grunted. "I'd definitely get written up for being this late to a video call," Hilda mused, then abruptly yawned. "Damn time difference. Wish I could just get this berating over with."
Finally the video chat window appeared and Hilda clicked on it. The screen showed her boss, Miss Oleana. She had long, wavy dirty blonde hair, large black hoop earrings, a red blouse under a white coat, She had a classic "resting bitch face" look, and her green eyes were very intense.
"Good morning Hilda," Oleana said, then took a sip of coffee.
"Good uh... Evening Miss Oleana," Hilda replied.
Oleana squinted at her suspiciously. "Oh, the time difference. How late is it over there?"
"Just past midnight," Hilda said with a big, fake grin, trying to sound as light-hearted as possible. Any whiff of displeasure or attitude kept one of Oleana's employees on the shit list for months.
"So, status report for today," Oleana stated.
Hilda smiled. "A live-in chef has been hired, specializing in plant based and seafood dishes-"
"Okay," Oleana said, shoo-ing Hilda on to the next point.
"I've brought in a personal trainer for Mr. Cobal-"
"His father was Mr. Cobal, lets call him Jack," Oleana interrupted. "Go on."
Hilda paused, thinking it was so incredibly odd for Oleana to be this particular about a last name, but she took a deep breath and continued. "With those hires, we should expect- Jack, to maintain a healthy physique, which will better reflect on the company."
"Good. And his alcohol intake?" Oleana asked.
"None today," Hilda said.
"Good, keep him in this habit. Can't have those disastrous first two days re-occur," Oleana commented.
"Agreed," Hilda smiled. She'd mentioned he'd had one beer his first day with Lusamine and Oleana had been absolutely horrified. The story of the bender night at the strip club had been... heavily altered from what actually happened, and that was still considered a disaster. "If the truth ever came out about what happened either of those nights, I'll be..." she thought to herself.
"Anything to add?" Oleana asked.
"No, ma'am," Hilda replied.
"Well, a representative of the Berlitz family reached out to me," Oleana began.
Hilda took a big gulp. "Here comes annihilation," she thought to herself.
"...The Berlitz family being the very prestigious aristocratic family from Sinoh," Oleana explained.
"Yes," Hilda said.
"Well, they mentioned their oldest daughter, Dawn, made a surprise visit to the property..."
"Yeah," Hilda began to search for answers, but nothing satisfactory came to mind.
"...And greatly enjoyed herself," Oleana finished.
Hilda took a moment to think. "Did that really just happen?" she asked herself.
"Oh, g-good... We uh... greatly enjoyed having her," Hilda replied.
Oleana's grimace turned almost into a smile. Oleana then grabbed a piece of paper from off screen and began to read: "And I quote... 'Although more casual an atmosphere than she's used to, the lady Dawn Berlitz had a rousing conversation with Mr.-'" Oleana paused to clear her throat, but mostly to stop herself from saying Mr Cobal. "'...Jack, and would be interested in another meeting if...Jack felt the same.'" Oleana finished, pausing over another "Mr. Cobal" part, Hilda figured.
"Well..." Hilda had never considered this an option. "That's good news. Maybe dinner at fancy restaurant?" Hilda thought out loud, figuring she needed to keep this Berlitz girl as far away from the property as possible.
Oleana nodded. "Yes, but maybe dinner is too serious. Lunch? Today?"
"Uh..." Hilda looked at her phone to see what the agenda was for tomorrow and saw the little road trip to Iki Town on the docket. "Well, we're booked today."
Oleana grimaced. "One of the most prestigious families in Sinoh is trying to court him, we can move things around," Oleana pressed.
Hilda smiled uneasily. She hadn't mentioned anything about Lillie and the Cosmog situation to Oleana, as that would get things even weirder, then she remembered something. "Jack has a meeting with an important cultural figure for lunch tomorrow... today." Hilda said, remembering it was just past midnight.
"Cultural figure?" Oleana asked skeptically. "Hopefully you don't mean that fake breasted hussy from Aether."
"No, not Miss Lusamine," Hilda said. "His name is Hala, and he's the Kahuna of Melemele. An important ceremonial-"
Oleana held her hand up, signaling she wanted Hilda to shut up. "I know what the Kahuna is. How did you schedule a meeting with him? I hear he's notoriously selective."
"Professor Kukui connected us," Hilda said. "He said Jack's father gave him the grant that built him his lab. He's been very helpful to us."
Oleana smiled proudly. "Good to see the seeds Mr. Cobal planted are bearing some good fruit for once," Oleana said. "Well then, I'll schedule a lunch date with the Berlitz representatives for the following day. Know any good spots?" Oleana asked.
"The Heart of the Sea. It's Jack's favorite," Hilda replied.
"How nice is it?"
"Very nice."
"How much per plate?" Oleana asked.
"Fifty to eighty?" Hilda replied with a shrug.
Oleana grimaced. "Not ideal, but we can really amp it up the next time," Oleana's phone went off on the other screen and she checked it, and her grimace turned into a scowl. "Well, duty calls. Excellent job handling Jack today, seems like we're getting on a good track. Stay the course, Hilda. I want the next report after lunch with the Berlitz girl," Oleana said, then signed off.
Hilda took a deep sigh of relief. "Well... that went way better than I thought," Hilda said to no one. "Okay, bed time," Hilda said, closing the video chat window and went through her final checks for the night. She got to the screen in the security program showing the hundreds of covert cameras around the property and she smiled as she saw stirring in the master bedroom. "I see your having a lot fun with the new girl, boss," Hilda slid a hand down her very short shorts, feeling her juices begin to seep out from within her. "This is so wrong," Hilda thought to herself for the dozenth time that day, killing her smile, but her hand continued digging between her legs nonetheless. She instinctively clicked out of the live camera feed, checking up on the other feeds. Mallow was snoozing soundly, after Hilda caught her hitting a vape pen earlier. "I'll have to remember to ask her about that, she never mentioned any smoking," Hilda thought to herself.
Lillie was still awake in her room, so Hilda clicked on the feed, expanding it on her computer screen. Guilt crawled back into Hilda's stomach as she remembered Lillie was a naïve young woman. "She's an adult," Hilda justified out loud, but still felt guilty about checking in on her. The guilt didn't make her click away or remove her hand from her legs, however. Hilda's eyes widened as she witnessed Lillie in her underwear, looking in the mirror at her enormous tits. Lillie's body looked built for breeding, wide hips, huge tits... "So blessed," Hilda remarked.
She took a look down at her own set of tits, but she felt a bit different right now. "My bra's been feeling kinda tight today," Hilda thought. "Maybe there's something in the Alolan water," Hilda giggled at the ridiculous thought.
Her focus returned to Lillie, who was putting her hands behind her back, trying to... Hilda's jaw dropped as Lillie's bra fell to the floor. The hidden camera didn't have a great angle, of Lillie, but it caught her reflection. "How are they so perky?" Hilda whispered. She then noticed her fingers had gone deeper in her pussy, and more of juices oozed out. Hilda put the uneasy feeling of guilt aside and began pumping her fingers in and out, slowly massaging her sweetness.
Lillie then cupped her breasts and her head tilted back. "Is she...?" Hilda began to realize what Lillie was doing. Lillie fell back on her bed and took one hand off her breasts, and put in between her legs.
"No fucking way!" Hilda exclaimed in a whisper, realizing the flow of pleasure surging through her own body. She noticed Lillie's mouth moving quite a bit and Hilda wished she could hear whatever Lillie was babbling about.
"I bet it's about... Jack," Hilda said, a wicked grin crossing her face. The thought of Lillie and Jack going at each other made Hilda moan audibly. "And I'd get to watch," Hilda's brain began to be taken over by magical feeling of pleasure her own masturbation gave her. "Fuuuuuck... fuck her boss... fuck the shit out of her... Just lemme wa-aaaatch-" Hilda said, hitting a new octave as a new level of pleasure encircled her mind.
A few minutes later, Hilda's nether regions were soaked in her own juices, having not moved from the chair. "Where's the damn stain remover," she thought aloud. Lillie had gotten off under the covers, robbing Hilda of anymore of her fun. "There'll be plenty of nights," Hilda smiled.
She clicked out of Lillie's room feed and scrolled down the list. Most of the rooms were unoccupied, so they weren't worth looking into. But there was a section of feeds that were just dark. Not blank, but dark. "Defective cameras?" Hilda thought out loud. "Or maybe the safe room," Hilda mused. After reviewing all of the property's documents she'd seen mention of a basement once, but had yet to find any way to access it, or where it was.
"That'll be a task for another day though," Hilda said, turning off the computer. "Need to fucking change too," she said as she got up, feeling all wet from her guilty pleasure. "Big day tomorrow, taking Nebby to Iki Town," Hilda thought aloud. "Hopefully Jack doesn't fuck all the girls in town while we're there," she mused, blushing. "Okay, maybe just a few of them."