Chapter 50 Improving Synergy
Hilda's eyes began to droop in her office chair, imagining the things Jack, May, Zinnia, and Gloria were getting up to at the hotel. "Maybe they got Klara involved as well..." Hilda fantasized. The last text she'd gotten from May read "Klara's fulfilling her side of the bet and Gloria says she wants to come back to the room with us." Hilda then felt sleep begin to overtake her and she shook her drowsy self awake in her cozy office chair. "It's too late to be going over documents like this..." Hilda grunted. She rubbed her drowsy eyes again time, trying to force herself to stay awake as she was supposed to be looking over the final details of Dawn's employment contract. Hilda had taken the base contract she'd given to all of the other staff members, NDA included, and added a special clause of her own.
Hilda smiled naughtily at the implications, felling her sweetness already beginning to drip with arousal as she imagined where they would inevitably be leading. Hilda closed her eyes and her hand went to the outside of her shorts as she caressed her pussy. Hilda moaned as she imagined Jack drilling Dawn from behind. Hilda's nipples ached with discomfort at being cooped up in her new bra that had already become too small. She imagined Jack giving Dawn a spank as she begged forgiveness from him for not cleaning something thoroughly enough. Hilda's breathing quickened as she began to gush fluids, her free hand going to one of her erect nipples and gently pinching it-
A soft knock interrupted Hilda's erotic daydream. She groaned, her blood flowing throughout her body with erotic energy. Hilda fanned herself with her hand and gave it a subtle sniff to make sure it didn't smell like pussy.
"You can enter, Dawn," Hilda called out, feeling warmth in her cheeks and her loins still fired up.
Dawn opened the door and entered the office slowly, anxiously. Hilda took a deep breath to try to cool off the sizzling desire in her body. It only did so much. Dawn eyed the walls, her head jerking around like a nervous Pikipek looking for predators.
Hilda began as she still felt horny as all hell, trying to keep the thought of what Jack would be doing to punish Dawn in the near future. "Sorry..." Hilda said with another deep breath. Hilda grabbed the three pages of paper she'd just stapled together and handed them across the desk. "Most of it is all standard employment stuff you probably had your employees sign, NDAs, legal disclaimers..." Hilda said, trying to broach the subject delicately. "The last one is the one that might throw you off a bit."
Dawn's eyes curiously rose from the contract to meet Hilda's gaze. Dawn's gaze quickly returned to the paper and she flipped to the last page. After a few seconds, Dawn gasped. "Really?"
Hilda smiled devilishly. "A mandatory rule."
Dawn grunted. "The bare feet thing I can understand, but not being allowed to wear panties..." Dawn trailed off. She closed her eyes and took a deep breath, steeling her resolve. "I'm not in a place to demand anything of course, but it gives me a lower opinion of Mr. Cobal."
"First, it's not actually his rule, it's mine..."
Dawn's eyes widened.
"...and second, I think it's something you'll rather enjoy."
Dawn tensed. "What do you mean by that?" Dawn asked, hints of skepticism and intrigue littered in her voice.
Hilda smiled. "Now's the fun part," Hilda said silently to herself before opening her mouth. "Remember when we brought you here and we told you to destroy your phone?"
Dawn nodded.
"Well, Ursula Veilstone mentioned to Jack that she had access to your phone's data, probably spyware of some sort-"
Dawn's jaw dropped. "Oh my goodness..." Hilda watched as a wave of horrific realizations ran through Dawn's mind. It took nearly half a minute for Dawn to fully process everything as she nearly hyper-ventilated. "That explains so much..."
"So... any idea how that happened?" Hilda asked.
Ursula nodded. "Yeah. Freshman year of high school my phone went missing for like an hour. She must've done something then and kept the software somewhere in the apps where it would transfer with the rest of my data to new phones... So she's been reading everything I have, she could've been hearing everything I've said for the past five years-"
"And knowing your internet search history," Hilda added.
Dawn's froze with terror. "Oh no..."
"Well..." Hilda had planned on being much more triumphant and lascivious about this conversation, but Dawn certainly seemed quite freaked out. "...Ursula mentioned a certain trend in your uh... more explicit searches to Jack..."
Dawn released the tension in her body with an abrupt exhale. "So he knows..."
"Yeah, he knows you like being hardcore dominated," Hilda said. "But on the bright side, all the girls here are really kinky. You'll fit right in."
"Really?" Dawn asked nervous.
Hilda nodded. "So me, nothing makes me hornier than watching people fuck. To the point I'd watch the surveillance camera footage of Jack and the girls fucking. To take it even further, Jack asked me about the cameras and I said they were all down because I'd saved hours of video of him doing the deed with everyone and didn't want him to know..."
"Oh..."
"Well, the truth eventually came out and now I got to be in the room which..." Hilda moaned as her loins lurched with arousal. "...just makes things better."
"And the others?" Dawn asked uncertainly.
"Let me think... Misty really likes it with more than two people, Zinnia likes it rough... Like she told me the other day that 'it's hard to really get off without Jack's hand around my throat,' rough... Bea, the physical trainer chick? She's into anal, that busty girl May has a breeding fetish, and Mallow's got a foot fetish which is why you have to be barefoot in the house now... Serena loves giving head... Lemme see am I missing anyone?" Hilda wondered aloud. "Oh, the international police chicks living here now? The lead detective is a cuck and her girlfriend Selene loves cheating, so they're a couple made in heaven..."
Dawn nodded. "Okay... that's a lot to take in but... I appreciate letting me know. What about Lillie? What's her thing?"
"Well considering she just lost her virginity yesterday, we're not quite sure. She's very private about those things..." Hilda then pondered on the thought. "Well, she was horny a lot since she's come here, so maybe she's just constantly horny all of the time. I'm sure we'll find out now that she's a Bride."
"Bride?" Dawn asked.
"The name Jack and the 'concubines' as you say, call themselves."
"Oh... I kind of like it. There's a sort of elegance to it," Dawn commented.
Hilda smiled, realizing the next "bride to be" was going to be one of the girls on either side ogf the desk. "Well, it sounds like they're always accepting applications."
Dawn grimaced. "Okay... So if you and Jack know about my uh... proclivities, does that mean the whole house knows?"
Hilda shook her head. "As far as I'm aware it's just Jack and I," Hilda then giggled as something crossed her mind. "I'm sure you'll get figured out soon enough though."
Dawn blushed. "I suppose..."
Hilda suddenly yawned, and she noticed it was nearing midnight. "Well Dawn, you don't have to sign that tonight if you don't want to, but it's getting late and I need to get a coffee or something before my meeting in a bit."
"Meeting? This late?" Dawn asked.
"My boss. She's at the company headquarters in Unova, so my meetings with her are this late."
Dawn nodded. "I can sign it now... but can I get you that coffee going for you at least?"
Hilda nodded. "That would be great actually..." A thought then dawned on Hilda and she smiled lasciviously. "Actually, if you don't get that coffee started right now, Jack's gonna spank you."
Dawn's cheeks reddened even more as she grinned nervously. "Y-yes ma'am..." Dawn squeaked and dashed out of the office.
"Having her around might be more fun than I thought."
Fifteen minutes later Hilda was finishing up her coffee, noticeably more alert, when the "incoming call" notification came up on her screen. Hilda took a deep breath and put on a big smile as she clicked on the notification.
On the screen were two familiar faces, Oleana, and then Rosa. The duo couldn't have been further apart in demeanor. Oleana had her "resting bitch face" to the highest degree, while Rosa's toothy grin looked almost fake because of her endless enthusiasm and energy.
"Morning Hilda!" Rosa called into the screen with a wave.
Oleana shot Rosa a glare, causing Rosa to calm down a bit.
"It's almost midnight here, so good evening I guess?" Hilda asked.
"Good morning will suffice, Hilda," Oleana commanded.
Hilda held her tongue and nodded.
"It's been a while since we've last spoken, Hilda," Oleana said.
"Yes, we've been quite busy here at the property," Hilda answered.
"Almost a whole week."
'
Hilda nodded. "We couldn't do yesterday, there was a wedding ceremony-"
"A wedding?" Oleana blurted out.
"For one of the servers at the Heart of the Sea restaurant. Jack's had him every time he's been and the couple had an informal ceremony and needed a witness, and Jack happened to be available..." Hilda lied.
Oleana rolled her eyes. "On a Wednesday?"
"They're having the reception this weekend..." And so Hilda began BSing an entire story she'd rehearsed, where Jack had offered the property as a venue for the reception but Hilda doggedly said no to the whole thing. Hilda had long ago come to the conclusion that the jig would be up eventually, so she might as well enjoy everything going on in Alola while she could. Hilda also knew Oleana would be on a flight to Alola in an hour if Hilda disclosed any one of the incidents that had happened with the staff, Nebby, or the International Police.
"Well I'm glad Jack is having some fun without alcohol," Oleana said. "Now, on to some far more important things... Have you been keeping up with the Berlitz family debacle?"
Hilda smiled sheepishly. "Yes..."
"You said the dinner didn't go well and Jack wouldn't be seeing any more of the girl, Dawn was it?" Oleana asked.
Hilda nodded. "Well yeah-"
"That's very good then," Oleana said.
"Well... Jack saw Dawn at a shopping mall begging for money and... upon hearing the financial distress she was in with no way to get home, he decided to take her in for a time, hiring her as a maid so she'd able to get her ticket home."
Rosa perked up. "Oh that's so sweet!"
Oleana glared at Rosa with an even bigger scowl on her face. "Now that unworthy hussy will be in prime position to sink her claws into Jack..."
"I thought you liked the possibility of a match happening?" Hilda said, playing dumb.
"When they had money and prestige, now we know they're all just foolish money-wasters. I don't want any potential offspring of Mr. Cobal to be tainted by unworthy filth like her," Oleana ranted.
"Noted..." Hilda said, suppressing a laugh at the absurdity of how serious Oleana had spoken. "I will make sure she keeps a good distance away."
"That about wraps things up from my end," Oleana said. "Oh, with the rally the past few weeks, Jack's net worth has grown to four and a half billion dollars."
"Oh wow, that's good..." Hilda said.
"He's not aware of it?" Oleana asked.
Hilda cleared her throat. "Miss Oleana, I was told by you told to keep his thinking away from the company as much as possible so he wouldn't get any dumb ideas..."
Oleana shrugged. "Oh yes, I did."
A look of joyous surprise came from Rosa and she pointed at Hilda through the screen. "Speaking of growth, look at those hooters of yours!"
Hilda froze. In the few video chats she'd done with Oleana since coming in contact with Lillie, she'd been very careful to wear high-necked tops to try to cover her boob growth. she'd forgotten to do so for this session however, and her breasts were practically bursting out of her tank top. Hilda could tell she'd made a grave mistake by the look of horror on Oleana's face.
"What the FUCK did you do?" Oleana snarled.
Hilda shook her head in a panic. "N-nothing, they've just been growing on their own-"
"Did you get a boob job?" Oleana raged.
"No! You can ask Jack!" Hilda said. She thought of an idea that didn't seem to make much sense, but could be the only way to get Oleana off her back. "With all the stress and long hours I've put in since coming here, I've actually gained some weight, and it's all going to my chest... I really need to start working out more..." Hilda said, trying to sound sad and nervous.
Oleana sighed, the infernal rage quelled. "Well okay then, but you better start eating better too. I don't want Jack getting any unhealthy influences."
Hilda nodded. "Of course Miss Oleana."
Oleana's signature grimace returned and she unceremoniously ended the video chat, much to Hilda's relief. "Fuuuuuuck, Rosa..." Hilda lifted both her arms in the air and put her middle fingers up. "Nearly blew my cover..." Hilda then switched her attention to her breasts which were practically spilling out of her top at this point, her nipples . "I got to start covering these up more for video calls," Hilda then smiled wickedly as she closed the video chat window, re-opening the file she kept her favorite recordings of Jack's fun time with the various women of the house, landing on a gnarly group session from last Sunday with Misty, May, and Bea. "Yeah this'll do..."
It was just past 10 AM when Jack put the car in park in the carport in front of the front door of the Cobal property.
"I'm taking a nap..." Zinnia said with a yawn as she opened the car door.
"Not a bad idea..." May said as she opened the door to leave the car.
"No morning cardio?" Jack asked with a shit-eating grin.
May yawned. "I'm sure you'll have plenty of takers."
Jack shrugged. "You're not wrong."
Jack turned the car off, unable to wipe an ear-to-ear grin off his face. It was another beautiful day in paradise, and regardless of whatever weird shit was going on, he was still the luckiest man alive in his view. Having not worked out yet, his energy felt limitless, so he found himself bolting up the path to the front door ahead of Zinnia and May. He'd gotten quite a good night's sleep all things considered. He'd gone another round with Gloria and May the previous night, all while Klara joined in the fun in some way until she went back to her apartment, after he'd given her a thousand dollars and his phone number. Part of him regretted giving Klara a phone number as she could be a prime target for Ursula's schemes, but he realized the two would never be able to get along for any period of time, which put his mind at ease.
"There you are!" Misty called to Jack from down a hallway.
Jack smiled and waved. "Good morning Misty! What's cookin' good lookin'?"
Misty rolled her eyes. "Sounds like someone had a good night."
Jack nodded. "You know it."
Misty made her way over to him and gave him a kiss. "What's got you so happy?"
Jack shrugged. "Another day in paradise, living my best life..."
Misty rolled her eyes. "No, I meant down low..." Misty pointed at his showing erection. "Were May and Zinnia not enough for you this morning?"
Jack shrugged. He'd gone a round with Gloria and May while Zinnia slept, but his manhood yearned for more. "Gloria and May," Jack corrected. "And hey, part of making this all work is not being selfish."
Misty smiled lasciviously. "Just what I was hoping to hear..." Misty then leaned in to whisper in his ear.
"You don't have to whisper, there's no one around..." Jack said.
Misty scowled for a moment. "It's a lot sexier..." Misty then leaned in once more, pushing her boobs into him and giving his ear a nibble. "I haven't had you in a few days, I think it's time you remedy that..." Misty whispered.
Jack grabbed Misty and pushed her into the wall and began furiously making out with her. Misty tapped him on the shoulder and broke from their lip-lock after a few seconds. "I want someone to join us..."
Jack shrugged. "I'm always game for that. You know who?"
Misty smiled devilishly. "Your newest bride. I want to take her for a test ride."
"I'm not sure how she'll do with multiple people..." Jack said, surprised he was contesting the idea.
"Then it's time for her to learn," Misty said, then moved to make out with him again. A minute of making out later and Misty was straddling Jack as his erection throbbed mightily.
"C'mon, lets get Lillie..." Misty panted.
"Okay..."
Jack released Misty, who gracefully got back on her feet and led him through the house to the dining room where the bookcase leading to the basement was open. "Hilda's down here with the maids..." Misty explained.
The two made it down the stairs into the large basement, which reminded Jack of a mini ballroom, just with a small stage with stripper pole, a bar, and the line of beds with curtains drawn back.
"Jack!" Lillie's voice pierced through the room, and his busty maid began running over to him in her white shirt and mini-skirt, her enormous breasts bouncing with each stride.
"Lillie!" Jack called back as he swept her up in to his arms giving her a long kiss.
"I missed you..." Lillie said.
"Here to make up for it," Jack replied, wiggling his eyebrows suggestively.
Lillie gasped as the light bulb in her brain went off. "Hilda made a couple new rules for the maids..."
"Oh?" Jack said.
"Well, shoes and socks indoors are no longer allowed..." Lillie began. Then she leaned in and began to whisper. "...and we're not allowed to wear panties."
Jack saw Hilda and Dawn watching from not too far away, and Hilda biting her lip and her hand caressing the front of her shorts was all Jack needed to see. "Dawn, could you go see if Mallow needs some help preparing lunch?" Jack ordered.
"Yes sir..." Dawn said resolutely as she took one last look at Hilda before hurrying away from the group and up the stairs.
"Should we close the entrance?" Lillie asked, straddling Jack now.
Misty then put her hand on Lillie's shoulder. "No, I want the whole house to hear us..."
Lillie then looked over to Hilda, nervousness in her eyes. Jack chuckled. "Hilda will just be watching," Jack re-assured Lillie.
Lillie nodded. "Okay..."
"And having the time of my life!" Hilda announced. "I've been dreaming of watching you two fuck since the second day you got here, Lillie..."
"Oh..." Lillie said, unsure of how to respond to Hilda's announcement.
Jack took her out of her shy-ness with a kiss. "C'mon, let's go..." Jack whispered.
Lillie beamed, and he could see her big, green, eyes that he loved so much begin to well with tears of joy. "Yes, love..."
Jack carried Lillie, with Misty not too far behind, to the line of beds. Hilda had already taken rooster on one and begun stripping down. Jack laid Lillie out on the bed and she began pulling her sailor-like shirt up, revealing her enormous breasts, barely able to be contained by her bra. Jack had begun un-dressing as well, pulling his pants off, revealing his manhood poking out of the opening in his boxers.
Moments later, Lillie's bra was tossed off the bed and Misty licked her lips. "Finally... I've always wanted to suck on these..." Misty cooed.
Lillie blushed, Jack sensing her not being fully comfortable with another woman touching her in these ways. Jack turned to Misty and winked, and mouthed "follow my lead." Misty gave him a disbelieving look, and Jack realized he hadn't been very clear. Jack returned his attention to Lillie and gave her nipple a kiss, then kissed his way up Lillie's body, giving her neck a little nibble, hoping to leave a subtle hickie. He made his way up to Lillie's lips and began slowly, passionately, making out with Lillie. She wasn't the greatest of kissers, but he didn't care. He felt so hot with her that her technique was the last thing on his mind. Jack felt Misty's hair brush up against his chest, and he heard Misty begin to moan with delight. Lillie squirmed initially, but began moaning herself as Jack pieced together Misty had finally gotten a taste of Lillie's nipple.
Jack's hard on raged, and Lillie had begun pressing her midsection into his throbbing erection. Jack released himself from the lip lock, catching a sight of Misty slobbering all over Lillie's breast. He then maneuvered his manhood around and plunged himself inside Lillie's dripping wet pussy. Lillie sighed with contentment. "Oh Jack..."
"I was hoping to taste her down there too..." Misty cooed.
"You snooze you loose," Jack said as he began his first thrust.
Lillie yelped with delight as Jack returned his head onto hers, then began kissing her neck again. Lillie tremored with pleasure, and Jack began thrusting slowly, lovingly into Lillie's incredibly tight pussy.
Lillie's moans did have a bit of pain to them, and Jack made sure to keep things slow and steady for her as he slowly loosened up her sweetness more and more. Misty made up for his soft handling of Lillie by biting, squeezing, licking, and caressing Lillie's enormous breasts.
"This is so... amazing..." Lillie moaned as pleasure threatened to overwhelm her.
"Lillie?" Jack asked, his voice strained as he had to breath rather heavily to keep his position going.
"Yes Jack-AAAAH?" Lillie moaned abruptly as Jack saw Misty pinch one of Lillie's tender nipples.
"Does this hurt?" Jack asked.
"Yes but... not too much... I-AH!" Lillie yelped as Jack slid himself a little deeper inside his newly made bride. "I... like it..."
Misty's mouth withdrew from Lillie's nipple, her breathing strained as well. "It gets less painful the more you do it... and then it's just nothing but pure pleasure..."
"I can't... wait..." Lillie moaned. "Let's... get there... Jack..."
"As you wish..." Jack said, upping his pace. Lillie yelped as he forced more of his manhood inside her tight sweetness. The amount of warm juices gushing out of his new bride was unlike anything he'd ever felt in all of the women he'd fucked. "So wet... have you... cum yet?" Jack growled.
Lillie bucked underneath him. "I think I'm... about to..."
Jack continued his quickened thrusting, Lillie's cries of passion getting louder and louder, and Jack's manhood was relentless in keeping her going. Finally Lillie screamed with delight as a wave of juices poured out from Lillie. Jack was still a long way from his own cumming, so he kept thrusting.
Lillie turned to Misty, red-faced and mouth open. "Misty do you... want a... turn?"
Misty withdrew her lips from Lillie's nipple. "Not until he's cum inside you first."
Lillie smiled. "Thank you."
Misty then leaned in and gave Lillie a kiss, holding her lips there until Lillie returned it.
Minutes passed, and Jack finally felt his manhood readying to erupt thanks to how thoroughly lubed up Lillie's insides. Part of him suspected she'd cum again somewhere in the meantime.
"Lillie... I'm almost..." Jack grunted.
"Yes Jack, YES!" Lillie belted out. "Inside me!"
That was the last straw for his restraint, and the pressure released as he felt load after load fire into Lillie's pussy. The euphoria took a while to wear off, replaced with a blissful glow. "Thank you Jack..." Lillie cooed.
"Thank you Lillie..." Jack said as he caught his breath and dislodged his manhood from her. "I'm so happy you're one of my brides, you know that?"
A tear fell from Lillie's eye. "I'm so happy I am too..." Lillie then turned to Misty. "And not just to be with Jack, but to be part of a sisterhood like this... Misty, thank you for letting me be a part of this..."
Misty smiled toothily. "This is the first session of many, Lillie. We'll have more brides join in as you get more comfortable, okay?"
Lillie nodded, gushing with delight. "Now do you get a turn, Misty? I don't want to keep him all to myself, that's not fair..."
Misty turned to Jack. "She's gonna be my favorite in not too long a time."
"Well what are you waiting for?" Jack said, his manhood getting back to full mast the longer looked at Misty.
"Lillie, keep your legs spread on the bed like that..." Misty said.
Lillie did so obediently, putting the dripping cream pie on an even bigger display. A moan from Hilda pierced the silence. "So much, fuuuuck..." Hilda growled as she watched with a hand in her pussy.
Misty then bent over, her ass facing Jack, and Misty's head dove in between Lillie's legs. "Finally getting a taste..." Misty said as she forced her midsection up as high as it could go, and Jack got the implied order, entering Misty's pussy from behind.
Lillie had definitely been surprised at the abrupt turn in events, but Misty ate Lillie's pussy expertly, with Lillie's moans getting louder and louder with each passing minute as Jack thrusted into Misty from behind, forcing himself deeper and deeper into Misty's sweetness. It didn't take long before Misty had to stop eating Lillie's pussy, the pleasure getting more and more overwhelming.
"Lillie-fuck, sorry I... I'm..." Misty said like she in a fit of pain.
"Cum, Misty!" Lillie said. "Cum for Jack!"
Misty roared as Jack suddenly felt his loins begin to burst with pressure. He felt himself unloading into Misty as her pussy turned into a fountain of juices. Misty sang in helpless delight. When Jack and Misty finally came down from their orgasmic highs, Hilda looked like she spilled a water on the bedsheets of the next bed over. Jack noticed puddles of fluid under Lillie as well.
"My birthday wish..." Hilda said as she struggled to get the words out. "...is gonna be a filmed session of something like this. That was incredible."
Lillie gasped in shock. Misty just snorted.
"You'll be the star of it, though," Jack fired back.
"Aw that's no fun..." Hilda moaned.
Misty smiled wickedly. "Oh it will be..."
