On the way to the restaurant Lillie explained her family life. Her father, the former head of the Aether Foundation, had disappeared quite mysteriously while working on some secret research. Her mother took over and things changed. Lusamine was always busy with work. She had a brother, who had left home a few months ago and had caused a lot of problems with his departure.
"Mother was so furious," Lillie said.
"Well I'd be emotional too if a child of mine had run away," Jack said.
Lillie shook her head. "It wasn't that he left, he took something when he did, and that's what upset her."
Jack sighed. "That's terrible."
"It was really hard without him." Lillie said. "Home began to feel like a prison."
Jack pulled the SUV up to Valet Parking at "The Heart of the Sea."
"Sorry to stop you in the middle," Jack said, putting the car in park.
"Oh, here?" Lillie asked, looking at the outer part of the building.
"Yeah. Anything wrong?" Jack asked.
"Not at all. I used to come to Aether Foundation fundraisers here a lot as a kid. It's been years since I've been," Lillie replied, still admiring the building.
Jack saw the valet come over to him, a young woman around his age. She wore a plain white shirt with short black shorts that showed off her brown skin and very toned body. His eyes gravitated to her thighs for a moment, then he looked up and looked into her silver eyes and white-ish grey hair. "Good afternoon sir, how's your day going?" she asked.
"Another day in paradise," Jack said with a smile. He pulled his wallet out and gave her a $100 bill.
"Lemme get right back with that change for you-" she said, turning away.
"Keep it," Jack said, then got a glimpse of her ass, seeing the enormous donk sticking out started getting him quite hard. She turned around, her jaw agape.
"And actually, can I ask you a question?" he said, looking her in her eyes once more.
"Shoot."
"Do you have a personal trainer?"
The muscular, brown skinned woman smiled proudly. "Yeah, me."
It was Jack's turn for his jaw to drop. "Oh, well uh... if you're ever looking for new clients," Jack began, getting a bit nervous.
The woman walked back up to him with an even bigger grin. "Yeah, when you get back I'll give you my info. What's your name?"
Jack stood there still awe-struck for a few moments before he processed the question. "Jack," he said, reaching out his hand for a handshake.
"I'm Bea," she said, taking his hand in hers and giving it a hard squeeze. "A pleasure to meet you."
"Same," Jack said, words were becoming a bit more difficult to pronounce as his nerves started acting up. It was partially due to the fact he had a tent going up rapidly in his pants.
"Well, enjoy your time here," she said with a wink and then nodded over to Lillie who was on the stairs calling to him.
"Jack, you coming?" Lillie called out.
"Shit... yeah!" Jack called back, shaking him out of his mental paralysis. He heard Bea chuckle lightly as he walked quickly around the SUV to catch up to his buxom blonde lunch date.
"You know her from yesterday?" Lillie asked, a bit worried.
Jack shrugged. "Yeah," he lied. Considering he came in a limo the day before, he hadn't dealt with a valet at all, but Lillie didn't know that. Jack walked briskly through the halls of the luxurious hotel, finding the duo's way to the restaurant.
"Table for two please," Jack told the hostess confidently. "And is Misty working today?"
The hostess was looking at her sheet of table names and looked up. "Yes, would you prefer to sit in her section?" she asked.
"Yeah, if that's alright."
"Of course sir," she said, grabbing a couple menus and leading the pair to the area closest to the large floor-to-ceiling windows overlooking the marina. Jack noticed there were no empty tables next to the windows, but he realized he'd be treated with a couple views to keep him distracted.
"And here you are sir, miss," the hostess said, placing menus down before exiting.
It was a few minutes of perusing the menu before he saw Misty stroll over to their table, Jack felt his pants get even more uncomfortable. "Back for more, sir?" Misty asked playfully.
"Well the food was too good yesterday," Jack began, a grin on his face.
Lillie put the menu down to meet the waitress and she immediately got uncomfortable.
"I'm Misty," Misty said, offering a hand to Lillie.
"I'm... Lillie," she replied quietly.
"Is this your first time coming here?" Misty asked in a tone that was usually reserved for talking to babies.
N-no," Lillie stuttered.
"Can I get any drinks started for you? I suppose an Alolan Blue for you, Jack?"
Jack shook his head. "Learned my lesson yesterday."
"What lesson? The hangover?" Misty asked curiously.
Jack smiled. "The lesson was to not trust the ones you and that bartender make," he said with a wink.
Misty blushed and rolled her eyes. "Well, when a favorite patron asks favors.,,"
"I'll just get a beer," he said, taking a quick look at the menu, looking for a beer made in Alola. His eyes landed on a beer called "Ranchside Lager," supposedly brewed on the next island over. "I'll just get a glass of the Ranchside."
"Small or tall?" Misty asked.
"Small. Never had a beer from Alola before, wanna make sure I like it," Jack replied.
"Fair enough," Misty said. "And for you, Miss Lillie?"
Lillie retreated back into her menu. "Water please," she said quickly.
Misty then pranced off to fill the drink orders, and Lillie put the menu down. "So, you know that girl from yesterday?"
"Yeah," Jack said. "Your mom and her tried to get me drunk yesterday," he said with a chuckle.
Lillie's jaw dropped. "Did they succeed?" she asked, almost horrified.
Jack nodded with a grin.
"That's awful, a waitress trying to get someone drunk," Lillie said.
"I'm sure your mother gave her a lot of money to do that. And besides, drunk people are very good tippers usually," Jack said.
"Really?" Lillie asked. "I thought drunk people just got angry all the time."
Jack shook his head. "Depends on the person. Some people get really loud, some people get really quiet, some people are fun drunks, some are angry drunks, some are sad drunks," Jack explained.
"So what kind are you?" Lillie asked.
Jack shrugged. "I've been told I'm a fun drunk."
Lillie then saw Misty approaching their table and grimaced. "I suppose I'm about to find out."
Jack chuckled. "What, after one beer?"
"Well, yeah," Lillie replied.
Jack laughed heartily in response, leaving Misty there awkwardly as she placed their drinks in front of them. "Lillie, it usually takes 3-4 beers to get someone even a little drunk. You can legally drive with a few beers in your system."
Lillie looked like she was sulking. "Oh... well I don't look up much about 'beer,'" she said, sounding a bit annoyed.
"Fuck, someone smells good," Misty said, closing her eyes before shaking it off. "Any decision on food?" Misty asked, politely trying to change the tone of the conversation.
"Not yet, although I'd love to get the calamari as an appetizer," Jack said, remembering he hadn't looked at the menu since Misty took their drink orders.
Misty nodded. "It'll be right out," she said, prancing away.
The two looked over their menus quickly and Jack decided on some fancy fish dish he couldn't pronounce, but looked delicious.
Jack took a sip of his beer. He had been developing his beer pallet for a couple years, and this lager was much better than the dirt cheap light beers he'd drank with his guild mates back in Hoenn on the days they got to hang out.
"So Jack, do you have any friends here in Alola?" Lillie asked.
Jack thought about how coincidental it was, her mentioning friends and him reminiscing on his guild mates. "Still making them," Jack said. "And I think you're my first."
Lillie was a bit shocked. "Really?"
"Well, I've only been here..." Jack checked the time on his phone. He'd landed in Alola around 11:30 AM the previous day, and it was nearing 1:00 PM on his second day. "...26 and half hours, not a lot of time to make friends." Jack said.
"Oh, I forgot..." Lillie said. "What about back home? You're from Hoenn, right?"
Jack grimaced. "Yeah... Have a couple friends from my days at the Petalburg Pokemon Academy, but I lost touch with them... I got three badges and joined a guild in Mauville City," Jack said.
"A guild? That must've been so exciting!" Lillie gushed.
Jack shook his head. "We were really small time, it didn't pay very well."
"But you still got to do missions with your pokemon, right?" Lillie asked.
He shrugged. "It 's not like it is in those tv shows, not very glamorous, and we were a smaller guild so it was mostly just getting wild pokemon out of buildings. It got old after a bit."
"Oh... but do you still keep in contact with those people from your guild?" Lillie asked.
Jack shook his head. "Once they found out who my dad was, they all expected me to pay for things, and thought I was hiding money from them. They didn't realize I got almost no support from my dad," Jack said. "I think he created a phony scholarship so I could go to a pokemon Academy, and I think that was all I got."
"Child support?" Lillie asked.
"My mom blew it all trying to live a luxurious lifestyle." Jack said bitterly. "She shook me down for money once we all found out I was the sole trustee to my father's estate."
"That's so sad."
"I did pay her, a lot more than my lawyers thought I should, cuz she is my mom after all. But I told her we were no longer on speaking terms," Jack said, then took a deep breath. "Part of the reason I came to Alola, to be honest."
"Well, I think you came to the perfect place to get away from it all," Lillie said.
Jack cracked a grin. "It's been barely more than a day, but I'm thinking so too. And I think it'll be a good place to train my pokemon."
"Oh yeah, you mentioned you had some pokemon, tell me about them," Lillie said, her nerves disappearing.
Jack explained the three pokemon he had, a Mightyena which had been the first pokemon he caught as a little Poochyena. He also had a Breloom, and a Magneton. "I figure I can afford some really cool pokemon from breeders here in Alola," Jack speculated.
"Any idea on what kind of pokemon?" Lillie asked.
"Well, part of me has always wanted to get one of the Hoenn starter pokemon," he said. "Well, starters for those that get good enough grades in the academies."
"You didn't get good grades?" Lillie asked.
"I passed," Jack said. "Not much else to say."
It was then that Misty came back around. "The calamari is almost ready, you two know what you want for entrees?"
They both ordered, and before Misty finished writing the order down, Lillie excused herself to go to the bathroom. Misty watched Lillie walk to being just out of earshot, then leaned on the table, putting her generous bosom at eye level. "You certainly have a type, Mr. Cobal."
Jack smiled sheepishly. "It's not like that... this time."
"Suuuuure," Misty said. "I gotta say I'm impressed, I didn't know other girls with racks like Ms. Lusamine were out here in Alola."
Jack shrugged. "Well that is Lusamine's daughter."
Misty's jaw dropped. "You're gonna bang 'em both on consecutive days?"
Jack shook his head, blushing. "It's really not like that... hard to explain."
"So you don't want to fuck her?" Misty asked, a skeptical look on her face.
"Well I never said that," Jack said. "But basically she's run away from home, and I'm helping her out for a bit." Jack said.
"Okay Mr. Altruist," Misty said jokingly. "Well, if you ever want a third to join in the fun..." Misty said, pulling a piece of paper out of her pocket. "Give me a call."
Jack took a not so subtle look at Misty's D-cups and smiled. "I think tonight is my last night out before I have to get bodyguards, I was hoping to have some fun. What time you get off?"
Misty smiled. "4:00. And what kind of bodyguards?"
"Some pretty strong pokemon trainers... I blew my own cover today," Jack said.
Misty looked to see if Lillie was on her way back, and saw nothing, so she swayed into the booth, bumping her hips into Jack. She leaned over, about to whisper something in his ear, then her hand went right to his groin and gave his erection a good grab. "I'll give you a different kind of blowing," she whispered. "I'll have my ten minute break after I close your table, go to the bathroom, I'll follow you," She gave his cock another grab for good measure then scooted out of the booth.
"Well I sure hope you wash your hands before you get back to work," he joked.
Misty smirked. "Only AFTER I get your calamari," she said, voice oozing with lust.
As Misty walked away from the table, swinging her hips a bit exaggerated, he saw Lillie and her bouncing breasts approaching the other way. "It's just non-stop," Jack said to himself.
A minute later, Misty returned with the plate of fried calamari and a wicked grin on her face.
"Oh this looks so delicious," Lillie said with a big smile.
Jack remembered he was still quite hungry, and realized he was feeling a tiny bit buzzed after drinking a good portion of his beer glass. Misty then grabbed a calamari bite and handed it to Lillie. "You really ought to try it," Misty said.
Lillie smiled nervously. "I was... going to," she said, taking the piece of fried calamari and popping it in her mouth. Misty turned to Jack and winked before leaving.
About a half hour passed and Jack had a couple more beers. He ate his entrée ravenously, knowing the delight that awaited him on the other side of the meal. Lillie took a while with her dish, as she tried to have a conversation as they ate. Jack decided on ordering another beer before asking for the bill.
After giving Misty a tip twice the worth of the bill, he made for the bathroom. He actually did have to pee after downing three glasses of beer. He saw Misty make eye contact with him and mouth "three minutes" to him. He acknowledged it, and found the handicapped, unisex bathroom that was spacious and only had one toilet. He did his business, washed his hands, and waited for a knock.
It came a couple minutes later, and he opened the door to the beautiful red-head. She immediately jumped him, and the two began making out. When he put her down, she continued grabbing his body.
"You think you'll be able to make me cum in ten minutes?" Jack said, referencing her break length.
"I'll be swallowing your spunk in five, guaranteed," Misty said confidently. "Wanna make a wager? You tip me 100% of the bill if I win,"
Jack smiled. "I already tipped you 200%."
"Fuck... well lemme earn it then," she said, getting on her knees and undoing his pants. "Fuck you smell good," she moaned.
"Five minutes, ya' sure?" Jack asked.
"Easy," she said, then as she undid his pants and let them fall to the floor she licked her lips. He dropped his boxer briefs and she dropped her jaw at the sight of the lengthy, raw, cock. "Fuck that's big," Misty said, a bit of fear in her voice.
"Too much to handle?" Jack asked mockingly.
Misty licked her lips. "Hell no," and she got to work.
Jack figured after Serena sucked him off earlier, he'd have no problem maintaining his endurance, but once Misty's tongue made contact with the tip of his dick, he suddenly had some doubts. She then engulfed his shaft in her mouth, making that oh so perfect noise he'd watched on porn. Misty began to moan as if she was getting off as well, and she began to up her pace. The warmth and softness of her mouth and tongue made him putty in her hands as the various liquids in her mouth lubed up his dick even more, enhancing the pleasure.
"Fuuuck..." Jack said involuntarily. The sensation of getting sucked off was far better than masturbating, and it felt almost as good if not better than Lusamine's pussy. Serena might have been good at giving head, but Misty was a fucking pro.
He gasped as she withdrew her mouth from his shaft, giving his balls a lick and a playful kiss. She then returned to his shaft with an even faster pace.
"Fuck fuck fuuuuuck," Jack groaned as he knew there was no stopping the inevitable. "Misty-" he felt pressure build up in his loins and knew there was nothing he could do. He hollered as semen exploded from his the tip of his shaft. Misty was apparently caught off guard as she began to gag, Jack noticed her eyes show complete panic as he continued to cum rope after rope.
It took a bit for him to get back down to earth, but he saw Misty's mouth open and she was on all fours on the bathroom tile.
"Oh my god... I wasn't-" she coughed suddenly, causing more of his jizz to appear on the floor. "...expecting that much." She shook her head and took another look at his cock, which was beginning to harden up again. "You've got to be fucking kidding me."
Jack grinned proudly. "I wish... I'm popping boners everywhere now. I'm afraid I might get sued."
Misty panted. "Well... that's a first for me."
"What?"
"Not being able-" She coughed lightly again. "...to swallow it all."
"Well thank you," Jack said, starting to clean up a bit.
"One sec-" Misty said, getting up off the floor. "You said you were looking for bodyguards?"
"Yeah," Jack said, zipping his pants up.
"What kind?" Misty asked.
"Strong trainers who can defend me in case something bad happens," Jack speculated. He actually didn't know what Hilda wanted in a security team.
"I can do that," Misty said.
"Wha- you can? You're a pokemon trainer?" Jack asked.
Misty smiled proudly. "I was one of the best in Kanto, actually. I'm the youngest Waterflower sister."
Jack reached for his phone and looked up Misty Waterflower, and sure enough her name came up, and a couple pictures. He noticed her chest used to be much smaller. "It says you were active for three years and then left Kanto abruptly."
"The pro trainer circuit is really stressful," Misty said. "And my sisters wanted me to join some little traveling water pokemon show. Which I didn't want to do. So I came here for a sabbatical, realized I loved it, moved, and I've been working here for nine months."
"Well that's cool," Jack said. "I have an assistant I'd have to okay things with, but if you're half the trainer this article says-"
"I'm even better than I was back in Kanto," Misty said smugly, cleaning the floor off of the jizz she'd coughed up.
"I have one question to ask though," Jack said.
"Shoot." Misty said, getting back up on and making direct eye contact with him.
"I... I've been really horny since I came here. I'm not sure I'm trying to settle down with anyone quite yet," Jack said, a bit nervous he'd piss her off.
Misty smirked. "Remember when I said I wanted to be in the threesome with you and that Lillie chick?" she asked. "I was serious."
"And what about other women...?"
Misty nodded. "I'll be right there with you, fucking 'em. Just make sure to leave some dick for me."
"So you'd be cool with me having... like a harem of women?" Jack said.
Misty smiled. "As long as I'm a part of it and you're paying for everything."
Jack nodded.
"Good, then consider me the first woman in your harem. When do I start?"
"Tonight?" Jack asked. "I want to see what Hau'Oli's all about."
"The nightlife is great," Misty said. "But it can be quite pricy... which seems to no longer be an issue," Misty said, then she remembered something. "Shit, you need to get back."
"Yeah, I do," Jack said, checking the mirror to make sure he didn't look like he'd been sucked off by angel, and then darted for the door. "I have a thing this afternoon, but I should be free after in a bit," he said.
"Just grab me from my place." Misty said as finished cleaning up the bathroom. "Send me a text."
Jack moved quickly and saw Lillie with her arms crossed looking very uncomfortable. "Sorry Lillie, that calamari must've went right through me," he lied.
"You left quite a tip on the bill," Lillie said.
"I want to be a regular here," he said. "And tipping well means I'll probably get preferential treatment. You ready to leave?" he asked.
"Yeah," Lillie said.
The duo got up and Misty appeared near the exit. "Have a great rest of your day you two, hope to see you soon," Misty said with honey in her voice and a wink at Jack.
"Oh definitely," Jack said ecstatically. Lillie remained silent.
The two strolled to the valet counter, and Jack recognized the fit, brown, young woman with light hair at the stand. "So you two are back," she said, and she handed him a business card with her name and contact info. She then swiped the keys and ran off to the parking lot.
"What's that for?" Lillie asked.
"I'm gonna try to get in better shape," Jack explained. "She looks like she knows what she's doing."
"Y-yeah, she does," Lillie said.
Nothing was spoken between the two of them until the car showed up. Jack took the time to put Misty's and Bea's contact info into his phone and had sent them each a text.
"And here you are, sir, miss," Bea said with a big smile.
"I sent you a text," Jack said, holding his phone up. "Let me know how much a training session is and we can schedule some," Jack said.
Bea nodded happily. "Certainly, I'll figure something out. How soon do you want to get started?"
"Uh... Not sure," he said. "I'll text you?"
"Fine," Bea responded. "See ya around," She said as she handed him his keys.
"Yeah."
The drive back to estate went quickly as Jack daydreamed of Misty and this Bea girl hanging out around the property and he couldn't help but grin the whole way back.