Jack slept like a rock that night, dreams of busty blondes littered his sleeping mind. When he did finally awake, he had quite a bit of discomfort in the pants he still had on from the previous night. "Wha-..." He said groggily, wiping the sleep from his eyes and trying to figure out the source of his discomfort, and then realized it was his throbbingly erect member. "Fuck, what is going on down there?" he said to no one in particular as he unleashed the beast, so to speak. When he got a look at it, he knew immediately it had grown overnight.
"You've gotta be kidding," he said, taking a hold of it. It felt even bigger than it had been last night. He went to his phone to look up if having sex did in fact make your dick bigger, and found nothing.
"What the hell is going on then... Maybe I should ask Lusamine?" he said, and when his mind went back to the previous day's events and his hotel room hookup with the gigantic breasted milf, sex took over his mind. He began stroking his throbbing member and was amazed. Somehow it felt even better than it usually did. He'd jack off a couple times a day usually, but he didn't even need lube now and it felt amazing.
"Fucking Lusamine..." He grunted as he started jerking off with a fury. Some lustful beast was overtaking him, and soon his eyes were closed and all he pictured was Lusamine and her giant tits bouncing up and down as he fucked her. "Gaaaah!" he grunted, he realized he wasn't in the bathroom, and that he was going to cum all over his bed. It didn't matter to his frenzied mind, however. It didn't take long for him to get to climaxing, and when his dick shot out its first rope, Jack cried out with delight. It was like he was surrounded by pleasure, emanating through his entire body. He'd never had an orgasm like this before. All he could do was grunt and keep stroking as the craziest pleasure he'd ever known swept over him.
It took him nearly thirty seconds to come down from the haze of pleasure, and when he did, he saw his cum had gone everywhere, on his shirt, his pants, his blankets. He'd never cum so much in his life. And then he noticed his ballsack had seemed to grow as well.
"What the actual fuck?" he said, still feeling a crazy high in his post orgasm glow. He then realized he needed to take a piss, and did so, with the usual post-nut pain not appearing. "Well at least that's cool," he thought aloud.
He got some clothes on and took a look from the sliding glass door that connected his room to the viewing deck. The view of Kala'e Bay was incredibly gorgeous in the morning sun. He checked his phone and noticed it was nearly 10 AM. "What the hell? I was out for twelve hours?" he said frantically, then changed, hoping things were okay with Lillie.
He dashed out of the room with an incredible energy pulsing through his veins. He looked around the house and found Hilda in the office.
"Good morning," Jack greeted quickly, feeling a ton of pent up energy. He bounced in place, just feeling a need to get his body in motion.
Hilda turned her swivel chair around and smiled. "Morning Jack... You're looking bouncy today," she said. She had the same outfit on as she did yesterday, her extremely short-shorts showed off her beautiful legs, and her hat-ponytail combo looked really nice, not to mention her decent rack and tank top she wore. He felt himself getting hard immediately on sight. "While you were sleeping in, I did a few things," Hilda began. "First off, I got Lillie some clothes. I saw her measurements when I did her laundry last night. She wanted only white clothes for some reason, but at least that's taken care of- Are you going to keep bouncing like that?"
"Shit, uh," Jack said, stopping himself. He then shook his head. "No. Really feeling energetic today, like I need a workout."
Hilda shook her head. "Your file never said you were much of a workout guy. Tell you what, I'll get you a personal trainer," Hilda said, then looked down at his pants and grimaced, he was definitely half-chubb already. "And I'll make sure it's some old guy so you won't get horny looking at them all the time."
Jack shrugged. "That's probably for the best."
"Yeah I know," Hilda sneered. She paused and sniffed the air noticeably. "You put some cologne on or something?"
"What-no," Jack said, shaking his head.
"You smell..." Hilda said, pondering the words. "...Different?" Hilda then shook her head. "Forget I said anything," she said, sounding a tiny bit flustered. "I talked to some... 'outside consultants' so to speak about Lillie and that little pokemon of hers and they say they want to talk to her."
"What kind of consultants?" Jack asked.
Hilda then lowered her voice to a whisper. "The International Police."
Jack's jaw dropped. "What is she, a criminal?"
Hilda gave him a disappointed look. "No of course not. She's pretty sweet actually," Hilda observed. "But there's some suspicious activity going on at Aether, and they want to interview her about what she knows."
"Okay," Jack said.
"So looks like she'll be staying her with us for a bit. I assume you'll be alright with this arrangement?" Hilda asked.
"Well, yeah. She seems like she could use some help," Jack said.
Hilda nodded. "Agreed, and the International Po- lets call them our 'friends...' she might be of some help to them."
Jack shrugged. "Cool. I take it the Board won't flip out too much?"
Hilda smirked. "I don't tell them the day to day stuff, and I'm not supposed to tell them much of anything really. Just anything that could look bad for Cobal Financial. So as long as you..." Hilda's eyes then dropped to Jack's lower body and he realized what was happening. His half-chubb had become a full hard on. "Dude what is your-"
"Fuck, I'm sorry, I don't know what the hell is wrong with me. Been doing this for a bit," Jack said, frantically trying to tuck his erect member inconspicuously.
Hilda looked at him skeptically. "Oleana and Rosa never mentioned you had a sex drive like this a couple days ago," Hilda said.
Oleana was the board member that had been in charge of handling Jack's ascension to owner of the company, she was quite a bitch and he wasn't a big fan of hers, but she hadn't tried to swindle him out of any money so he couldn't complain too much. Rosa was a really nice, bubbly girl his age who had basically been his babysitter back in Castelia.
"Cuz it never happened back there," Jack said. "It's like, ever since the date with Lusamine, something's been weird with me," Jack then remembered about how much his genitals had grown, and wondered if he needed to consult a doctor. "Okay Hilda, I'm sorry if this is TMI, but it's probably something you should know. It's seriously freaking me out."
Hilda folded her arms and grimaced. "Okay, what?"
Jack took a deep breath. "I think my... uh, stuff," he pointed to his crotch. "...Has grown in the past day. Like a lot."
Hilda's eyebrows rose. "What?"
"My... penis," Jack said, feeling all sorts of uncomfortable. "It's thicker, longer, I don't know why."
"All in the past 24 hours?" Hilda said, skepticism in her voice.
"Yeah, it's the weirdest thing," Jack said.
"You want to see a doctor?" Hilda asked.
"I mean, maybe," Jack said. "And definitely get some pants that have a bit more uh... room."
Hilda nodded. "Yeeeeah, that would be a good idea," still in a bit of disbelief.
Jack then turned to leave, but remembered something. "Lillie mentioned she had a friend of sorts? Somewhere here on Melemele?"
Hilda nodded. "Yeah, professor Kukui."
"Professor?"
"Yeah, the top pokemon professor in Alola," Hilda said. "He's a quick look up."
"She's friends with him?" Jack asked.
"Well, kinda. Her mom is a bit friendlier with him," Hilda said. "But we might get a clue about this Nebby creature as well. Not to mention, your dad gave him a considerable grant years ago. Probably worth a visit."
"Oh..." Jack pondered the situation. Honestly, he wasn't a huge fan of his dad, considering he'd never met him.
Hilda eyed him quizzically, but the two were suddenly interrupted by Lillie appearing behind him. Jack shuffled awkwardly to try to hide his erection as much as possible from his buxom house guest who would be sticking around a lot longer than initially expected.
"Jack, good morning," Lillie said cheerfully, and looked around and saw Hilda in the office. "Hey Hilda, sorry to bother you two, but I had a quick question..."
"Yeah what's up?" Jack said.
"Well, I'm just curious, Hilda, could I borrow your breast milk pump? I'm feeling a bit pent up," Lillie grabbed her boobs rather innocently.
Jack cleared his throat to cover any sort of reaction he was feeling. Hilda had done the same, and Jack made eye contact, seeing Hilda glare daggers at him, and he could see in her eyes the words "Don't you fucking say anything."
"Uh, Lillie, breast pump?" Hilda said, regaining her composure.
"Yeah. Like for when you have too much milk in you?" Lillie said casually.
Hilda's eyes looked up as she pondered the odd request. "I... don't have one actually. I never run into that problem... You usually have one?"
"Yeah, most of the women at Aether have them," Lillie said. "
Hilda once more made eye contact with Jack, this time much more serious. "Interesting... Do you need one right now?" Hilda asked.
Lillie nodded. "Soon, yes. They're starting to ache."
"Well, we're about to head out on a couple errands for today, I'm sure we could stop by a store and get one for you."
"Thank you Hilda, Jack," Lillie said with a smile and a nod.
"Anytime," Jack said, feeling rather tense trying to hide his erection and his gaze that was firmly directed toward Lillie's ridiculous chest.
"Thank you so much for everything, really. Nebby and I really appreciate it," Jack realized that Nebby was resting in Lillie's arms right below Lillie's massive mammaries but he hadn't noticed during the whole conversation.
"You're very welcome, Lillie," Jack said with a big smile, trying to draw attention from his erection, and his gaze. "Anything else?"
"What time do you think you'll be leaving?" Lillie asked.
"Gimme like, twenty minutes to get ready," Jack said as he left, walking gingerly.
***
A little while later, the trio had piled into the luxury SUV and were pulling into a department store parking lot.
"So what's the plan, Hilda?" Jack asked, getting out of the front seat.
"Stopping by the store first." Hilda, motioning her head back to Lillie. "Then we'll be heading to a clothing store for you," Hilda said, pointing at Jack.
"What, I've got clothes-"
Hilda cleared her throat. "You definitely need some new pants, mister," Hilda said knowingly.
"Oh yeah," he said, remembering the regular predicament he was now having with his genitals. "Definitely."
"Then we'll go see Kukui," Hilda said. "And maybe lunch if we have time."
Jack realized his stomach was getting rather uncomfortable with hunger. "I'm just now remembering I didn't have breakfast."
"Just grab a snack here," Hilda said. "Maybe some protein bar or something..."
Suddenly the thought of protein bar seemed a perfect fit for what he needed. Like it fit exactly what he was craving, even though he hadn't necessarily been craving anything much longer before. "Weird, but whatever," he said to himself.
He followed Hilda and Lillie as they want to the baby section of the general store, and he felt like every glance his way was judging him for being the only guy in the couple of aisles with two gorgeous young women. "Maybe they're just jealous," he thought and smiled.
He heard the sound of Hilda clearing her throat and saw her making eye contact with him intensely. She then motioned her head, signaling him to leave and he nodded, turning around and wandering to the end of the aisle. Curiosity got the better of him, so he went to the next aisle over and eyed some random baby toys and figured it would be a long time before he ever needed go down aisles like these again. The thought of getting a girl pregnant seemed so foreign to him, like a different world.
His mind then pictured Lillie, the beautiful, busty young woman who'd randomly appeared in his life and something in his mind gave her a big, pregnant belly and some contented smile on her face...
And then he had a problem. His dick had gone to diamonds and was making his pants very uncomfortable. "Fuck fuck fuck," he muttered as he tried to align his dick with his pants so it wasn't noticeable, but that simple touch awakened more of the beast. He remembered most general stores like this had hidden cameras everywhere, so he walked down the aisle a bit trying to be as nonchalant as possible and leaned over into a display and got himself back under control.
Upon taking a big sigh of relief, Lillie's hushed voice from the other side of the aisle interrupted him. "...but you surely have libido suppressant pills, right?"
Jack blinked twice, thinking he might've been hearing things.
"Uh, no... I didn't know those were a thing," Hilda's voice responded, very confused. "So no, I don't have them."
"Can we check if they have them here? They were in my bag and that didn't make it when Nebby... y'know..."
"Sure, we can check," Hilda said, a hint of disbelief in her voice. "But first we gotta see where Jack wandered off to."
"Right!" Lillie said rather loudly.
Jack then walked back up the aisle a bit so as to not cause suspicion of his eavesdropping.
"Well there you are, not too far off," Hilda called out to him from the other end of aisle. "We're going to the pharmacy real quick, meet you back here in a couple minutes."
"Wait, I'll... I'm gonna go get something from the food section and check out then," Jack stammered, still processing whatever the hell Lillie was talking about.
"Okay, we'll see you soon!" Lillie said, giving Hilda an excited pat on the back.
And then Jack noticed something odd with Hilda... The touch seemed to be nonchalant, but apparent shock to her system. Her eyes suddenly drooped, and caused her to open her mouth a bit as if to drool, then her whole body leaned to one side. This all took place over the span of a second and a half, then Hilda caught herself and shook her head, blinking her way out of the sudden shock to her system.
Jack and Hilda made eye contact for a moment and Hilda's eyes widened suddenly, then turned to Lillie, pushing her to wherever the pharmacy was. "Be riiiight back," Hilda said with quite a bit of tense energy.
"Odd," Jack said, he then went over to grab a box of protein bars as he was starving, and when he grabbed one, he looked around to see no one was watching and opened it quickly and snagged one from the box and unwrapped it. It tasted decently enough for a protein bar, but he was just glad to have some sustenance.
Jack then went and paid for the opened box of protein bars and went to the car to wait for the girls. They appeared about ten minutes later with just one bag. Lillie seemed quite nervous, more so than usual at least, while Hilda had a mischievous grin on her face.
"Get everything?" Jack asked from behind the wheel as Hilda hopped in the front seat and Lillie got in the back.
"No," Lillie squeaked. Hilda remained silently grinning.
Jack realized they probably didn't have the libido suppressants Lillie had mentioned earlier, and his mind began to think of the implications that meant. "So uh... where to?" Jack asked.
Hilda snapped out of her daydream and checked her phone. "Um... Couture Outlet," Jack then put his phone on the car mount so the navigation app could direct him.
The drive into metropolitan Hau'Oli was wondrous. Loads of tourists lined the sidewalks, and every so often there was a glimpse of the beach. He hadn't gotten a very good look his first time through, as he was jet-lagged as all hell and then very drunk and thinking of the afternoon delight with Lusamine. But the city truly was a paradise, like every bit of Alola had been so far for him.
Hilda and Lillie were both silent the whole way until Jack pulled up to the valet in front of luxury clothing store. Jack got out of the car and reached for his wallet as the valet approached. He handed a 100 dollar bill to the guy and then his keys and headed to the entrance. The only sign had a "C" and an "O" above the door and that was all. Jack opened the door and looked inside, seeing perhaps the cleanest store he'd ever been in. There was no clutter, just well lit displays of luxury apparel and accessories. As Jack looked around, he saw no price tags on anything. The old saying his mother used to tell him came to mind, "if you have to ask for a price, you can't afford it," that was a different time in his life, however.
Jack's reverie was broken by a couple taps on his shoulder. Jack turned around and saw Hilda pointing across the store. "That's where we need to go," she explained.
"Got ya'," Jack said, and the trio headed over quickly, Hilda leading the way. Occasionally Jack would brush against some hanging clothing on the various racks and would feel the soft, fine feeling of each piece of clothing. "No wonder this stuff's so expensive," he thought to himself.
"Good morning, finding everything okay?" A feminine voice asked. Jack turned and feasted his eyes upon quite a sight: The young woman in front of him was dressed in a tight, all black outfit accentuating every curve of her body that seemed to be the outlet's uniform. Her long, honey-colored hair was nearly waist length, with deep blue eyes.
"No actually, in fact I think we could use a little help," Hilda replied to the beautiful employee. The more he looked the more attracted to her Jack became. He got a glimpse of her name badge, reading "Serena" and he committed it to memory.
"What are you looking for?" Serena asked.
Hilda looked around to make sure no one else could hear what she was about to say. "We need some pants with..." Hilda then lowered her voice to a whisper as she leaned closer to Serena. "...some extra room in the, y'know..." Hilda said, pointing to her groin.
Serena's eyes narrowed as something wasn't entirely adding up.
Hilda gasped. "For him, I mean," she pointed at Jack.
"Oh, yeah!" Serena said with a chuckle. Hilda laughed uneasily. "I'll be happy to help, this way if you please," she put a hand out, directing them to a hallway lined with dressing rooms and mirrors.
Jack's eyes had followed her bouncing butt with every step. The tight pants left little to the imagination. Serena's hips turned suddenly and Jack's vision rose to try to hide where his eyes were. Serena was already staring him in the eyes, and he figured he'd been found out. "Someone smells really good," Serena said.
Jack looked over to Hilda, who shook her head. "Probably him," she answered, pointing at him. "Some new cologne or something, got me too."
Lillie leaned over to Jack and took a quick whiff. "Oh yeah, you do smell good," Lillie said.
Jack looked at the women around him, puzzled. He'd never faced anything like this before. He decided on a way to break silence by extending his hand to Serena. "I'm Jack."
She flashed him a fake customer service smile and shook his hand. "Serena," she replied.
Hilda appeared next to him and held out her own hand. "I'm Hilda, this guy's assistant."
Nice to meet you," Serena said, with her eyes moving to the shy, incredibly busty, blonde.
"And I'm Lillie," Lillie said nervously, holding out her own hand. Jack watched as Serena reached out for Lillie's hand, and upon making contact, it looked like she had a sudden shock to her system. He looked at her eyes, and the beautiful, honey-haired employee looked to be in a daze, if only for a moment before re-gaining her composure.
"N-nice to... meet you," Serena said taking a deep breath. She then shook her head real quick to snap out of it. "So Mr. Jack, we'll be looking for some high rise pants," Serena said, then she took him by the shoulders and guided him to a specific mirror then went to grab some measuring tape. "Just gotta get some measurements real quick."
Serena then got right next to him, so close he could smell her perfume. Jack spread his arms out, a bit nervous because he was at half-chub and didn't want to make any awkward scenes in the store. Jack looked up at the ceiling, doing anything to keep his lust in check. The smell of her perfume dominated his senses, as he pictured her in his mind. "Fuck, fuck, fuuuuck," He thought to himself.
"So, you're new in town?" Serena asked as he felt the measuring tape being wrapped around his chest.
"Yeah. Just flew in yesterday," he replied, still looking at the ceiling.
"Quick little vacation?" Serena asked.
Jack shook his head. "Just moved actually. Not sure how long."
"Well that's cool," Serena replied, the measuring tape going around his stomach. "Exhale for me," she ordered casually, and he realized he'd been holding his breath. He felt a bead of sweat drip down his face. "Fuck you smell really good," she said lowly, then realized she said it out loud. "Oh my, I'm so sorry."
"It's uh, fine..." Jack said.
"Am I really this nervous?" Jack thought to himself. He went to wipe the drop of sweat off his forehead and his dropped for a second, catching a mirror that showed Serena bending over for something and showing her sizable ass for all to see. He felt his half-chubb begin to rise.
As if on cue, he felt the measuring tape go around his waist.
"You can relax, sir," Serena said softly.
Jack turned his head and met Hilda's eyes, who seemed to be taking delight in his situation. Then he noticed Lillie fidgeting and her breasts wobbling with every slight movement. His hopes of an inconspicuous shopping trip went out the window as his boner grew.
Serena gasped, and Jack figured his pants were expanding.
"Serena, I'm... uh...sorry" Jack struggled to form the words. He looked down and saw a tent had developed rather suddenly. "I can leave."
Serena's jaw dropped for a moment, and she got off her knees. "No, it's fine... would you like some place more... private?"
"If you're okay with that," Jack said as he glanced over at Hilda and Lillie. Lillie seemed absolutely clueless as to what was going on, while Hilda had a cruel smirk on her face.
Serena led him into one of the dressing rooms and Jack fumbled for his wallet, pulling out a few hundred dollars bills and handing them to Serena after she closed the spacious dressing room. "I'm sorry for being inappropriate. Past couple days have been really weird and I'm starting to lose control," he explained.
"It's okay, it's why you're here, isn't it?" Serena replied. "To hide it better?"
Jack nodded. "Thank you for understanding."
Serena nodded. "Maybe you should try jerking off before you go out in public," Serena said.
"That would be a good idea," Jack said, not mentioning the fact he'd already done that.
Serena then got back to work with her measuring, and as he felt the measuring tape go up against his dick he felt it get a little harder even. "Sorry..." He said, figuring he was messing up the measurement.
"Are you at... full mast?" Serena asked.
Jack shrugged. "No."
Serena then suddenly reached for his crotch, grabbing what she could of his shaft through his jeans. Jack gasped suddenly then froze as he made eye contact with Serena, who had a comfortable look on her face. She then began petting over the area of his arousal, bringing him to an uncomfortable, full erection.
"Y'know, I don't think this'll be fully accurate," Serena whispered, a mischievous energy in her voice. "Can you take your pants off? I can be more helpful to you if I know how much room you'll need."
Jack froze, unsure of what to do. The imaginary headlines of "Billionaire Playboy Exposes Self to Clothing Store Employee" flashed through his head.
Serena then snapped her fingers in his face. "C'mon, don't make it weird," Serena whispered intensely at him.
His doubt suddenly left him as he undid his pants and dropped them, revealing his boxer briefs. Serena's hand gave his throbbing cock another squeeze.
"What was that for?" Jack whispered back, a little panicked.
Serena grinned at him. "For good measure," she winked and then bent over to get an accurate reading. "Full mast now?"
Jack nodded. "Yeah," he croaked as the beautiful young woman hovered around his erect member like it was nothing. She worked quickly, and it didn't take long to finish up and begin rolling up the measuring tape.
Jack took a deep breath, feeling relieved the potential shitstorm had been averted. He bent over to begin pulling his pants up his legs.
"One sec," Serena said casually as she put the measuring tape in her pocket.
"What's wrong?" Jack asked.
Serena glared at him, then grinned as she took a couple steps closer to him, her breathing getting faster. "I can't just let you go back out there like this."
Jack nodded as he went to pull his pants back up once more. "Yeah, a couple minutes to settle-"
Serena then put a finger over his mouth to shoosh him and broke out a devilish grin. She winked once more then put her body up against his and a hand slipped inside his boxer-briefs, putting skin on skin. She took his member in his hand as the two continued locking eyes. She smiled as she maneuvered his underwear around his member and let it join his pants lying at his ankles, showing his fully erect manhood.
Lust overcame and he felt compelled to kiss her, but her head backed off as if to anticipate that. Then she knelt back down and eyed his member with delight. "Never blew someone this big before," she whispered.
From there, Serena gave his throbbing member a few cursory licks before giving the tip of his shaft a smooch. He felt pre-cum begin to seep out of him, and Serena looked back up at him with a devilish smile. Then she opened her mouth and engulfed his shaft, her tongue massaging every inch of his cock that it could as her head bobbed up and down. Jack tried to control his reactions by breathing deeply, but every time her tongue hit a certain part of his penis he couldn't help but grunt.
"Fuuck..." He said lowly. Serena began to up the pace, causing the noises to be louder, but he was quickly losing his ability to hear as he felt a wave of pleasure overwhelming him. It wasn't long before he knew he'd be climaxing soon. "Any... second now..." He whispered as quietly as he could muster.
Serena's pace maintained it's same speed as she continued sucking his cock dry. A few moments later and he felt himself about to erupt. "S-Serena..." He grunted, probably too loudly as his cock spasmed with pleasure, shooting his seed down Serena's throat. She deep throated as his orgasm hit full force, and he heard her grunt a bit. After about fifteen seconds, his cock had calmed down and he began to catch his breath.
"Th-thank you," Jack said, mouth agape as he looked down on the hot young woman who'd just sucked him off rather unexpectedly.
Serena smiled back at him, then opened her mouth. "Spitters are quitters," she said, then got up off the ground.
Jack got the cue and pulled up his underwear and pants. He noticed Serena watching him do it, rather pleased with herself.
"That was amazing," Jack said as he tightened his belt.
"Thank you," Serena said. "I take it those girls of yours don't go down on you very much, do they?" she said, pointing outside of the dressing room.
"No, they're... Hilda works for me," he said, trying to define what exactly Lillie was. Was there a word to describe that someone was a hitchhiker with an experimental pokemon who had ridiculous tits and whose mother you'd slept with the night before?
"And the big titty blonde?" Serena said, sounding skeptical.
"She's a weird story. Nothing's happening though. She's homeless and I'm taking her in for a couple days."
Serena shrugged. "Well, I'm straight but I'd still love to give those jugs a good squeeze," Serena said, blushing a bit.
Jack nodded. "I know what you mean."
"Shit," Serena said a bit loudly.
"What's up?" Jack asked.
Serena then dug back into her pocket and grabbed the measuring tape. "I forgot what your measurements were..."
Jack laughed loudly. A minute later the two walked out of the dressing room, Lillie looking positively mystified while Hilda was nonchalantly looking at her phone. "Took you long enough, boss," she said as she strolled up to him. "He wasn't too much of a bother, was he?" Hilda asked.
Serena smiled, blushing a bit. "Not at all, it was quite pleasure- I mean pleasant."
Hilda eyed him coyly. "So you ready to actually try stuff on?"
"Oh yeah, what do you recommend?" Jack asked, turning to Serena.
"Let me go get a few things from the back," Serena said as she dashed away, Jack following every sway of her behind.
Hilda then stood right next to him and take long whiff of the air. "She any good?"
Jack shrugged. "We haven't seen any of the pants she's picked out."
Hilda looked at him like he was an idiot. "I heard you two in there, you weren't exactly silent. You smell like it too," Hilda said, then pointed down to his pants. "And you're down now."
Jack smiled sheepishly. "Yeah, she's... great."
"Well if she has a lick of fashion sense I'll get her card. Maybe she can be a booty call you have before..." Hilda trailed off as Lillie approached.
"Is that some cologne or something?" Lillie asked, getting, a whiff of the sex-smell emanating from Jack. "It smells really good."
"Uh, yeah..." Jack said nervously. Hilda just rolled her eyes.
For the next twenty minutes Serena brought out nearly a dozen pairs of pants for Jack to try on. The pants all felt amazing and were far less constricting, although they did get a big baggy at times.
"For perfect fits we'll need a proper tailor," Serena said as she checked the fit on the last pair of pants she had for Jack to try on. "But I like where we're at."
Hilda then stepped up to the mirror Jack and Serena were looking in. "How long does tailoring usually take?"
Serena shrugged. "Typically a week."
Hilda grimaced. "Let's get a few pairs today, and we'll order a dozen pairs for tailoring," Hilda said. "Sound alright boss?"
"Perfect," Jack said.
"Well, we do offer an expedited service for a charge-"
"Let's do that," Hilda said, whipping out a credit card.
"Are you sure? It's double the fee, and for twelve..." Serena warned.
"We'll be alright," Hilda said, then leaned over in to Serena's ear and whispered something. Serena's eyes got big and her face went red as a tomato.
"Well uh, sir, we'll have those ready for you ASAP," Serena said, suddenly quite nervous as she grabbed three pairs of pants and handed them to Jack.
Hilda grinned proudly. "Perfect, you can ring me up for the tailoring now," Hilda said. "Do you have a business card? I like your eye for fashion," Hilda said as she followed Serena to a line of desks.
Jack looked at Lillie. "You see where the cashiers are?"
Lillie looked around nervously. "Uh, no..."
After a minute of looking he found a bank of cash registers. The three pairs of pants he bought ended up being over a thousand dollars. As the cashier folded the pants to fit perfectly into a bag, Lillie seemed dumbfounded. Upon reaching the car Lillie finally broke her silence. "Jack, those pants were over a thousand dollars, I figured you were rich but..." Lillie's voice trailed off.
"But what?"
"How rich are you?" Lillie asked.
Jack looked around, making sure no one was eavesdropping. He got his phone out and looked himself up on a financial magazine's "List of Billionaires in the World" article. He then handed Lillie the phone and as she read, her eyes got bigger.
"To be fair," he thought to himself. "I'd react the same way if the person who took me in revealed to me they were worth just over four billion dollars."
Lillie handed him the phone and took a deep breath. "Wow... I never expected that," she said.
"Same actually," Jack replied. "I inherited that about a month and a half ago. Before that I was barely breaking even as a guild trainer in Hoenn."
Lillie's jaw dropped. "But, your father..."
"Never met him," Jack said. "Never cared to, really. I didn't expect this would happen, but I sure as hell can't complain," Jack said as he hopped into the SUV and turned it on, waiting for Hilda.
"Well Jack, I just want you to know, I'm still very grateful you've taken me in," Lillie said.
Jack turned around, his eyes zeroed in on Lillie's massive bosom for a moment before he met her eyes. "You've mentioned it before... And I'm always glad to help when I can," he explained. "You and Nebby."
Nebby appeared from the bag it had been sleeping in and made it's usual happy sound. Lillie gave the colorful puff-ball a squeeze into her massive breasts, a sight that got Jack's dick going again, but there was some other sensation welling up inside him. Not lust, but a sort of satisfaction he couldn't quite explain.
The moment ended as Hilda opened a back seat door and grunted as she got in the car.
"Yo Jack, change of plans," Hilda said. "Just got a text, I gotta be back at the property."
"Oh... okay," Jack said. "What, did the personal trainer get there early or something?" he joked.
"Oh yeah, that... Not quite," Hilda said, something clearly dividing her attention.
"So it'll just be Lillie and I going to go meet Kukui?" Jack asked.
"Yeah, that should be fine," Hilda said quickly.
"So we're going to his lab?" Jack asked.
Hilda shook her head. "No, just head to the trainer school on the outskirts, I'll send you the address."