Chapter 40 Compromises
Once the four got dressed and opened a window to let some air into the now stuffy, sex-smelling office, they got back to tweaking the plan. Once they felt comfortable enough with it, Hilda called Lillie in.
Lillie attempted to open the door to enter the office, but the doorknob was still locked and she knocked. "Hilda? It's me-"
"Coming," Hilda grumbled. Jack noticed she had wet marks on her short-shorts, and he had to admit they all looked like they'd been working out.
Hilda opened the door and Lillie entered, holding Nebby in her arms, right under her ridiculous G-cups, getting Jack's manhood to wake back up. "Did something happen in here?" Lillie asked.
Jack smiled. "Yeah-"
"Battling practice," Hilda interrupted. "For tonight."
Lillie nodded seriously.
Anabel cleared her throat. "Lillie, you and Nebby will be in the safest possible place."
Lillie nodded. "Thank you. And Jack, will you be around?"
All eyes went on to Jack, who took a deep breath. "Remember, all of us have to be gone from the property. That's why your mother might be trying to take Nebby, because we can't bring you."
"Oh yeah..." Lillie squeaked.
"I'm sorry, I know it's going to be a bit scary tonight," Jack admitted, then turned to Selene and Anabel. "But I trust these two to make sure you and Nebby are safe."
Anabel and Selene both nodded seriously to Lillie, trying to re-assure the nervous young woman. Nebby broke the tense silence with a cheerful chime.
"See, Nebby believes in them," Jack said with a laugh. "And besides, you and Nebby will be in the basement the whole time, it's the most secret part of the house."
The door suddenly swung open and Serena appeared. "Jack, you and Hilda are leaving early right? I gotta get you two ready."
"I can get ready myself," Hilda responded. "But yeah, help Jack out. My boss said he sucks at tying ties, who knows what else."
"Hey!" Jack exclaimed. "I got better at it."
Serena nodded with knowing smile. "Sure you did. And I need my contractual obligation met, boss," she said with a wink.
Half an hour later, Jack had gotten the life sucked out of him by Serena and had donned his suit, black shirt, jacket, and slacks, highlighted by a multicolor crystal design on the tie. Serena had mentioned something about the color being "charcoal" and not black, but it was all the same to him. He found himself in the driver seat of the red sports car, honking the horn to get Hilda and whatever bodyguard ended up joining him in the first ride.
Zinnia appeared first with Serena still trying to tie up her dress in the back. The frustration in Serena's face told him all he needed to know about how well Zinnia had taken to wearing the first dress in her life. He wasn't sure why Hilda thought it would be a good idea, but the closer she got to the car in her dark green dress explained why it was worth the trouble: she looked stunning.
Normally her short to mid-length hair was lucky to have half a minute's worth of styling put into it, but Serena had done what she could and had Zinnia's hair styled in an elegant bob. He even noticed some make-up on her face, something he thought he'd never see. Zinnia swung open the door in a rage. "Okay, am I good now?"
"Just stand still for five seconds-" Serena pleaded.
Zinnia grunted and folded her arms underneath her greatly expanded breasts. The dark green dress had straps going over her shoulders, but her recently swollen mammaries that were bordering E cups apparently, were quite visible. Zinnia counted on her fingers until she reached five and huffed. "Five seconds is up."
"Okay, perfect," Serena said with a sigh of relief. "Please don't mess your hair up too much."
"Okay whatever," Zinnia growled before dropping herself into the seat, causing her breasts to bounce as she made impact. Zinnia grunted in frustration, grabbing her breasts. "Fuck these are annoying."
"Never thought I'd see you looking like this," Jack said with a big smile.
"Don't get used to it, I hate it," Zinnia growled, closing the door.
Jack shook his head. "You look amazing though."
"Suuuure," Zinnia groaned sarcastically.
Jack pointed to his expanding midsection. "Proof in the pudding."
"You always get hard," Zinnia joked.
Jack then leaned over and planted a kiss on Zinnia's lips, which she reciprocated. "You're really looking stunning, Zinnia. You might get some of the others jealous."
Zinnia's cheeks went a little red as she couldn't help but smile. "Thanks Jack..." Zinnia paused as she pondered something. "And just so you know, I'm not taking any pictures, I don't want our future kids to see me all dolled-up."
"There's going to be a few cameras I bet," Jack teased.
"No-no-no I don't wanna go-"
The back door opened and Hilda got in awkwardly. Hilda had a very different look on, with a pink and white mini-dress and an off-set pink hat on her head. Jack recalled Hilda and Serena getting into an argument about how much material was in the dress, so Serena agreed on something much lighter, showing quite a bit of her elegant legs. Hilda's dress also highlighted her bosom, whether intentionally or accidentally.
"You look good Hilda," Jack commented.
Hilda grunted. "Stow it, lover boy."
Jack cackled, putting the car into drive and lurching it into motion.
"What are you in a bad mood about?" Zinnia asked.
"Don't ask," Hilda growled. Moments later she swung her fists against the back of Zinnia's chair. "Fuck I should not have done that!" Hilda shouted.
Jack fastened his seat belt and eyed her. "It's no big deal-"
"What's going on?" Zinnia asked upon getting into the backseat.
"Have you told her?" Hilda asked, dread in her voice.
"No, but I doubt it stays quiet for long," Jack replied.
"C'moooon, I wanna know," Zinnia whined.
"Fine..." Hilda took a deep breath to brace herself. "Jack and I just fucked an hour ago."
Zinnia gasped. "Woah, I was not expecting that-"
"It was inevitable, c'mon," Jack said.
"My days are numbered," Hilda lamented.
"Why?" Zinnia asked.
"I'm Jack's babystiter. The sitter can't fuck the baby," Hilda answered. A look of disgust came across Zinnia's face and Hilda rolled her eyes. "It's a figure of speech, Zinnia."
"Okay," Zinnia said. "But you wanted to, right?"
Hilda's composure broke as a moan escaped her mouth. "Oh goodness yes."
"Well, welcome to the sisterhood," Zinnia said cheerfully.
"No, I'm not joining that weird sex cult you all have going on," Hilda said defiantly.
Jack shook his head. "You've been watching our activities for weeks now, you were already involved."
Hilda grunted. "I should just resign."
"Resignation not accepted," Jack said. "And besides I love having you around, Hilda, is Oleana is the last person I want crawling up my ass."
"Nice choice of words boss," Hilda said. "Maybe it'll come true-"
"Not a chance. Besides, I bet it wouldn't be as hot since you've already masturbated to the thought a dozen times-"
"No I haven't!" Hilda roared in the backseat.
"Dead giveaway right there," Zinnia teased.
Jack winked at Zinnia, both taking way too much pleasure from messing with Hilda. Hilda re-composed herself. "Zinnia, do you know why we're going early?"
"To get the suite?" Zinnia asked. "Which I don't understand why, we're not staying in it."
"Maybe you could listen for once?" Jack teased.
"Very funny, har har," Zinnia retorted.
"Jack, how about you do the honors?" Hilda asked.
"Fine," Jack grunted. "Remember that Dawn Berlitz chick?"
"The soiled rich girl who's losing her money?" Zinnia asked.
"Yeah," Jack answered. "We're going early to meet with her, see if she'll agree to putting her ego aside and becoming a maid."
"I don't think she's going to be very good at that," Zinnia commented.
"I know she won't," Jack said. "But it'll be a way to hopefully break her down a bit."
"This could go so badly in so many ways," Hilda said.
"Yeah I know, but I don't want another Irida situation coming about if I can prevent it," Jack explained. "And if Dawn really doesn't take to it, Ursula's moving in next door so we'll just send her over there if she's unbearable-"
"Jack!" Hilda protested.
"It's a joke," Jack defended. "Not very good I admit."
Zinnia gasped in excitement. "So Jack, do you want her to, y'know... join us?"
"Not in that way," Jack said. "Every one of my brides is cool as fuck. Dawn's whole nature is repulsive to me."
"But the fact you're going so out of your way means you must have some interest in her," Zinnia grilled.
"It'll help me sleep better at night knowing there's one less fucked up situation in the world, nothing more."
"I think you're a secret fan of hers. A 'Donphan' so to speak," Zinnia joked.
Jack snorted. "You make a joke like that again Zinnia and I swear I'll send that Tyrantrum back to the breeders."
It was five minutes to check-in when Jack pulled up to the front of the hotel. After giving the valet a generous tip, he whipped his phone and sent Dawn a message.
Jack: Just pulled up to the hotel. Where are you?
Dawn: Hiding in the bathroom in case Ursula's people are around.
Jack: Makes sense.
Jack and Hilda made their way to the short check-in line that had formed in the spacious hotel lobby. He noticed a guy in sunglasses and a flowery Alolan shirt looking down at his phone. "I bet that's of the Veilstone PI's," Jack thought to himself.
"Is Dawn here?" Zinnia asked.
"She's in a bathroom," Jack said. "Any chance you could go grab her?"
"Okay," Zinnia grunted, getting out of the line and down one of the large hallways.
Hilda sighed and put her phone away. "The Berlitz family is toast, just hit the news."
"Perfect timing for us actually," Jack said.
"Why do you say that?"
"Dawn will be quite vulnerable right now," Jack answered.
"You realize she's going to be a giant pain, right?" Hilda said, then lowered voice. "Stuck up brat she is..."
Jack smiled, remembering a certain detail Ursula had mentioned to him and hushed his voice to a whisper. "Did I ever tell you the dirt Ursula had on Dawn?"
Hilda eyed him curiously. "No."
Jack chuckled. He remembered telling Zinnia about Dawn's alleged submissive and humiliation fetish, and typed out "Ursula says Dawn looks up submissive and humiliation porn" on his phone and showed it to Hilda.
Hilda's eyes nearly bulged out of their sockets. "I have a lot of questions, but I'm also very intrigued."
"We'll probably get some answers within the next week or two," Jack said with a laugh.
A few minutes later the had barely moved, but Zinnia appeared with Dawn in tow. She had the outfit she'd worn when he first met her, the dangerously short skirt, white hat with a pink poke ball design, and the mini-dress she wore didn't appear to fit very well anymore. Dawn's breasts had grown dramatically since he'd seen her almost two weeks ago, and they threatened to burst out of her top. He could only imagine how uncomfortable her bra was, or wondered if she was even wearing one. Her flat chest had exploded into what looked like a pair of DDD's.
"Good afternoon everyone," Dawn said with a big, staged smile.
"Good afternoon," Jack said.
"Thank you for sending- Zinnia was it?" Dawn asked. Zinnia nodded wordlessly. "And thank you for... helping me today and going forward."
Jack grimaced. "That's yet to be decided, Ms. Berlitz."
Dawn froze. "Okay... understandable."
Jack caught the way too inconspicuous man typing something out on his phone then turning his head away.
"Next to you all I feel rather under-dressed. You all look so nice," Dawn said.
"I hate it," Zinnia grunted.
"Yes but it looks really good on you-" Dawn said in protest, but stopped as she saw the compliment truly wasn't welcome. Dawn turned her attention to Hilda. "And you too, the pink is very flattering. And what was your name again?"
"Thanks," Hilda said emotionlessly. "The name's Hilda."
Dawn cringed as she realized she'd met Hilda before. "Thank you, I'd forgotten."
The four spent the rest of their line-waiting in silence until the front desk worker called them over. Check-in was pretty easy, and the group got a number of keys. Dawn went to get her bag from the bell desk as Hilda finished signing everything. Soon the group was opening the door to their multi-room suite. It had its own balcony overlooking the marina.
"So which bed is mine?" Dawn asked.
"I don't think we're actually staying her tonight," Jack said. "We're going back to the property after the dinner."
Dawn nodded.
"The rest of my staff will arrive sometime in the next couple of hours," Jack explained. "You can stay here while the dinner party's going on. Feel free to get room service."
"Room service sounds great," Dawn said, a hand going to her tummy. "I haven't eaten since breakfast yesterday. It was the last complementary breakfast at the motel I've been staying at."
"Must be humbling," Jack said.
"Yes it is," Dawn said, looking to the floor. "My family today announced we're financially ruined."
Jack nodded. "They say anything to you?"
Dawn shook her head. "They told me they'd tell me the details of my servitude deal and then never speak to me again."
Jack grimaced, knowing if it became a conversation of sympathy she'd get the upper hand, so he changed the topic. "We've had what, three conversations and they've all ended worse than the last?" Jack asked.
Dawn nodded. "Yes, and I realize me being an 'elitist cunt,' as you so bluntly put it, is the main reason for that. Which I wholeheartedly apologize for."
Jack smirked. "You've been rehearsing this."
Dawn nodded. "It's the only chance I have, Mr. Cobal."
Jack turned to the window for a moment and took a deep breath. "How about you order some room service and we'll talk after."
"Thank you Mr. Cobal," Dawn said, heading over the room's land line and picking up the room service menu.
Jack found Hilda and Zinnia admiring the view on the balcony and closed the door behind him. "About to have 'the conversation' with her," he stated.
Zinnia nodded. "She's at least more grateful this time."
"That she is," Jack agreed. "You want to be a part of this, Hilda?"
"If you want me to. You know which side I'm on already," Hilda said.
Jack chuckled. "Yeah, she'll probably need the help."
"Wait, you want her on the staff?" Zinnia asked.
Hilda blushed. "Well it's another girl to watch Jack end up plowing," Hilda said lasciviously.
"Your drive to watch me fuck other women is as insatiable as my own libido," Jack noted.
"I'm insatiable, I know," Hilda said, her cheeks getting redder.
"Don't get me all horny too now," Zinnia said. "I don't want to have to get this accursed dress back on."
"I suppose that leaves just one girl here you can get some release from, Jack," Hilda said, turning her gaze into the room.
"Don't give me any ideas," Jack said. "And besides, she'll have to earn it."
"You're not very good at waiting," Hilda said, biting her lip.
Jack shook his head. "What was it, two weeks for you. And no matter how much I've been tempted, Lillie and I never-"
"Oh she's gonna break real soon," Hilda said devilishly. "I gave her one of my vibrators a few days ago. Poor girl's using it three, four times a day."
Zinnia groaned. "Can we please stop talking about this? I'm getting all worked up now too."
"You're not the only one," Hilda said, pointing at Jack's midsection, where his slacks showed his excitement.
"Stow it, Hilda, " Jack replied. "Unless you want me to have this conversation with a throbbing erection."
Hilda shrugged. "Guilty."
"Stay out here then," Jack said.
Dawn opened the sliding glass door. "I'm ready when you are, Mr. Cobal, Hilda."
Jack turned his body and noticed Dawn's eyes go down to his waist for a moment.
"Perfect!" Hilda said, getting up from her seat and going inside.
Jack cursed, but Zinnia took his hand. He realized Zinnia wanted a kiss, and he leaned over and planted a big smooch on her lips. "Good luck."
Jack collected himself, surrendering to the fact he'd be starting this conversation with an erection and went inside.
Dawn had taken a seat on a chair, and Hilda had taken a spot on the sofa directly across from it, leaving room for Jack.
"There are a few things you should know about Mr. Cobal..." Hilda had already started. "He has, let's call it a medical condition that causes his libido to be hyperactive."
Dawn gasped. "R-really?"
Jack rolled his eyes, but took a seat next to Hilda, putting his arm around her. Hilda gave him a sharp glare initially, but cuddled up closer to him.
"Yeah," Jack said. "I told you I have a number of women whose company I keep. That's why."
"Is becoming one of your concubines a contingent of the offer?" Dawn asked, worry in her voice.
"Of course not," Jack said. "But the sounds of sexual intercourse are a part of daily life at my property."
"And his frequent erections," Hilda said.
Dawn cleared her throat and nodded. "Okay, thank you for disclosing that. Is there anyone who lives there who isn't sexually involved with Jack?"
"Yes, two women," Jack answered.
"Do you have a position for me in mind?" Dawn asked.
"I told you in our last conversation," Jack said.
Dawn grimaced. "Oh yes, the... maid position."
Jack nodded. "You'd actually be answering to my current maid, the blonde girl who spilled water on you accidentally."
Dawn opened her mouth to protest but paused. "Okay..."
Hilda cleared her throat. "And I'd like it known we are taking a huge risk having you join. Ursula Veilstone has purchased the property next to Mr. Cobal's."
Dawn gasped. "How close is it?"
"A couple acres, lot of trees in between though," Jack replied.
Dawn nodded. "The risk you're taking for me is understood and appreciated, you have my sincerest gratitude."
"And let me be clear with you..." Hilda began. "...You will be the lowest of the low in the household. You're not going to boss around any other staff members around."
Dawn nodded. "I understand. I promise I will do my best to keep my uh... bossiness, in check."
Hilda turned her head to Jack. "I don't believe her."
"It's the truth!" Dawn roared.
Jack and Hilda gave her skeptical looks, and Dawn sighed and looked down to the floor. "I've been in a life of privilege and luxury for a very long time, it may take a while before I learn to keep my demeanor in check."
Hilda embellished a scoff. "Sounds like the excuse she's going to use to treat me and the girls like servants-"
"I swear I won't!" Dawn cried out, getting out of the chair, getting on her knees, and clasping her hands together in a desperate prayer as her voice began to quiver. "I promise I won't give anyone orders. I promise I will act according to my position in the household, which will be the lowest of the low."
Jack nodded. "Okay, so some of the details of what you'd be doing..." Jack pondered the idea. "...like cleaning toilets, sweeping and mopping the hardwood floors, plus vacuuming the carpet, dusting-"
"I'll do them all, I promise," Dawn said, putting her head to the floor. "I promise to be the best servant to you that I can be to show my gratitude for taking me in."
Jack turned to Hilda, who nodded. "Okay Dawn, under these terms, I'll take you in."
Dawn pushed her upper body from the floor, maintaining her knelt position. "Mr. Cobal, thank you so much," tears beginning to drip down Dawn's face. "I promise I'll serve you and your concubines well."
Jack turned to Hilda, who who was mid lip-bite. "Oh I bet you will..."
Jack realized what had gotten Hilda so hot and bothered, Dawn's nipples had hardened and were on display for the world to see. "So she is a sub," Jack thought to himself.
