Chapter 44 - Pool Party

He had fun over the past few days, commanding the women around him as he pleased without Ashley’s judgment. She was happier, he thought, and having Mrs. Howell tending to the children allowed the family to have more time to enjoy themselves. It also helped not having to worry about Betty and Hank working anymore. 
 
They got decent income from their monthly photoshoots, but now they made even more using Isabel’s idea. They found companies selling an item and then found others looking to buy those items. Using the command rod, they convinced those people to sell to one another and then send a percentage of that to Hank. So, to outsiders, it looked like Hank was one hell of a salesman. Money was no longer an issue.
 
Today it was Karen’s turn to use the command rod. Betty drove her and Jack to a very expansive house overlooking the beach. The gate opened with a wave from Karen and Betty drove them up the circling path. Karen led them out of the car and into the lavish mansion.
 
She had a radiant smile as she held out her arms and spun around, “Nice, huh?”
A man in his early fifties greeted her warmly from across the entranceway. “Karen, so good to see you!” He hugged her politely. “This must be your family.”
Karen introduced them. “And this is my good friend Mr. Winstead.”
“Please, call me Al. I figured you’d stop by to join the shindig.”
“Do you mind?”
“Have a bunch of pretty young ladies enjoying themselves? Of course not!” He turned to Betty. “I do hope to see you scantily clad, my dear.”
Betty blushed, shrugging innocently. “I don’t know…”
“It is a hot day, I insist!” Finally he turned to Jack. “And you get the best job in the house! You get to keep all those ladies in line!”
Jack smiled as the man patted him on the shoulder. “I guess.”
“Well, now I won’t keep you. Karen can show you around, but feel at home here!” The man continued down the hall, glancing through a window before ducking into a room.
 
Karen smirked at Jack and Betty’s confusion. “This is what I’ve been planning in my spare time. I met Al by chance and he told me about how lonely he was up here in his multi-million dollar home. And before you ask we didn’t do anything like that!” She was elated, laughing as she shook her head to dismiss the topic. She pointed down the hall. “Second door on the right, we can change in there.” She tossed the backpack she brought to Betty. “Go ahead and we’ll be right behind you.”
Betty hesitated, but didn’t question, leaving them to talk.
 
“I commanded Mom to do what we say. Anyway, I didn’t have sex with him, but I got a few of those girls to.”
Jack looked through the sliding doors, seeing a collection of visibly pregnant girls in colorful bikinis splashing at one another. “You did this all for me?”
“Mostly. I like the pool and the free food too.”
“You’re the best sister ever!” He hugged her tightly, resting his head against her chest. He gave her a quick kiss before leading her along to join their mother.
 
Stripping down together, they put on their swimsuits. Betty wore a bright blue halter top bikini which showed her slight belly and her thick hips. Her nipples showed through and her skin was warm and radiant. Karen also looked vibrant, wearing a blue and white speckled bikini that seemed a little too small for her robust frame. Her chest pressed tightly into the top and her ass bulged past the bottoms. Both women had become bulkier over the past year, but Karen was clearly the biggest. She had made the transformation from sleek and fit to soft and chubby. Jack loved it, though, as most of her weight had gone to her chest and hips, which would balance around her growing pregnant belly.
 
He liked that they remained nude around the house for easy access, but seeing them wrapped in such snug swimwear gave him an instant erection. Trying to tuck his cock into his trunks was a chore and Betty sighed playfully as she came over to help. She knelt down and put her soft lips around the tip, using her tongue to work the head.
 
Jack moaned as she went lower. He looked to his sister, watching her adjusting herself in the tight suit. She turned to see him staring, and with a grin she turned and bent down, giving him an excellent view of her sexy ass, the bikini barely covering her pussy. He looked down to see his mother’s big greenish-blue eyes staring up at him as she sucked the shaft. He tried to last, but she took him by the hips and took him in entirely, fighting the urge to gag.
 
He opened his mouth, knowing it was too late. He grabbed her hair as he shot a line against her tonsils, making her gulp it down. He kept going and she gagged now, but couldn’t pull away. Karen arose with a pleased expression, watching her mother drink Jack’s first load of the day. He finally let Betty pull back and she sputtered before swallowing the remnants.
 
“Good, now on to the real fun!” Karen led them outside.
 
Five girls, most being from Karen’s classes were enjoying the pool area and all of them were immensely pregnant. They waved as they approached with an exuberance he had never seen from them in the past. “These girls used to make fun of me for being preggo, but now they are too! At least for the day.” Karen spoke as their mother went to relax on a folding chair.
 
He enjoyed seeing Karen punishing her bullies. “What do you mean?”
“I figured out that you can command someone to act pregnant and their belly fills up with some kind of fluid and they lactate. It only lasts for a few days, but it doesn’t seem to cause any harm to them except maybe for a little weight gain. They do drink a ton of water the day before, though, so it’s not an instant command.”
 
He looked at Kelsey, with large, thin-framed glasses and her dark brown hair made into a ponytail. Her painted nails and minimal eye-shadow were the only things unnatural about the mousy girl. Her happiness at their arrival had passed and now she seemed more like herself, sitting back and watching the others in the pool on a nearby folding chair. She always seemed so shy and innocent in the past. 
 
“She always gave me judging looks when she learned about it.” Karen answered his unspoken doubt. “One day she called me a slut under her breath.” Karen shook away the thought. “Don’t do anything terrible to her, it was how she was raised.”
Jack knew of her religious family. “She shouldn’t teach that judgment to her kids, though.”
“Just have fun for the day, try not to make anything long term, okay?” She put a hand on his shoulder. “This is about us, not about them. Do anything you want. I told them to do whatever you say for the day, just try not to get them knocked up.”
He thought about debating her rationale, but he didn’t want to spoil the day. “Okay. What did Sammy say?”
 
The frizzy haired blonde squinted as she bobbed through the shallow water. Her stubby nose and buck teeth gave her a tomboyish appearance. Her face was round and friendly as she braced for an incoming splash with a jovial smile. Her belly puffed out in front of her awkwardly, but as she moved deeper into the pool she moved with ease. Of all the girls, he expected her to be understanding about it.
 
“She told me that I should find a boyfriend before the baby comes. Then she suggested ‘other options.’”
Karen is probably being a bit too harsh, but I wasn’t there… and I’m surprised I haven’t commanded her to fuck already.
“Who’s that?” He pointed to the one girl he hadn’t seen before.
 
The wide-set Latina girl looked a little older than the rest. Her low-resting breasts and generous hips showed that she was already chubby before the faux pregnancy. Her wide features were in contrast of her strong jaw and long neck. Her brown hair was only a few shades darker than her caramel skin, which glowed in the afternoon sunlight. She floated upon a partially submerged raft and tried to ignore the other girls splashing nearby.
 
“Her name is Tamara.” Karen walked ahead slowly. “She was ringing up some baby clothes Mom and I were buying and called us ‘tragadoras’ among other things. In English she was so nice, but I looked up that word after…” Karen tried to dismiss the topic, but Jack insisted. “It basically means cum sluts.”
 
Jack couldn’t hide the determination in his eyes. He assured his sister that he wouldn’t do anything long term, but he would certainly have his fun at their expense. He cannonballed into the pool, knocking Tamara into the water. She surfaced with seething irritation as she moved her wet hair back. He was certain she was swearing in Spanish as she pointed her finger at him. Guess that initial happiness was meant for Karen and not me. He grinned as he moved closer. Oh well, serves you right for being a bitch.
 
“Estas jugando? Aren’t you listening to me you little asshole?” She easily kept him at arm’s length. “I’m not a whore like your sister.” Her tone implied she was just stating a fact.
“Don’t hold me back and put your arms to your sides.”
 
The big woman moved her thick legs to balance before he pulled her closer. He gave her a kiss, still enjoying her pillowy lips in spite of her anger. She gave muffled grunts, unable to evade him now. Her wet skin felt warm as he held her. She turned her head angrily, but he continued kissing her neck. Finally he pulled back, pulling her subtly loosened bikini top away. Her big brown areolas nearly matched her hair and her nipples were firm, pointing downward. She looked silly as she shifted side to side, unable to move her arms to cover herself. He allowed her to move freely again and she crossed her arms over her chest, supporting her rack in a way that was unexpectedly appealing.
 
He could see the colorful diving sticks on the pool floor and a wicked idea crossed his mind. He called out to Sammy and the other two girls he knew. “Let’s play a game you three. Without hurting her, whoever fits the most of the diving rods in Tamara wins.” He retrieved a pair of goggles from the edge of the pool. He laughed as the three relaxed girls rushed ahead. Sammy and Harriet dove to snatch the toys while Jenna plucked them with her toes.
 
Jenna was conceited and dismissive of most people, so of course she kept her head out of the water and only barely participated. Sammy was clearly doing the best, grabbing four of the hard plastic sticks as she moved to the nervous target. Tamara uncovered her chest in an attempt to halt the approaching girls, but soon all three were surrounding her. Jenna stayed above water, fumbling as she felt between her legs, while Sammy and Harriet kept diving low to observe the situation.
 
Underwater he could see Tamara’s hands being averted as the girls quickly pulled her bottoms aside and wiggled the thick rods into both holes. Sammy got one in her butt while the others fit two in her pussy. Tamara splashed as yelled out in Spanish, but she was at their mercy. Another one wiggled into her pussy, wedged against the other two, while Sammy pushed the first inside her ass with a second.
 
The toys were a little less than a foot long, but Tamara was able to take two up her ass easily. Sammy pushed in another and another. The two girls in front pushed one deeper, but they ultimately got four total while Sammy used all of the toys she gathered. Jack decided to intervene coming over to slip Tamara’s bottoms back into place. He directed her to keep them in and for the others to stop.
 
He told Tamara to sit on the edge of the pool. The robust woman jumped up and raised her heavy frame from the water. Her bikini bottoms were pulling against her fleshy hips and the bottoms of the toys were clearly visible. She sat hard on them, making them push deeper into her from both sides. Tamara’s eyebrows peaked as she gasped with discomfort. The topless woman with darker skin and a large round belly sat sidelined, unable to extract the objects in her lower holes.
 
The next idea came for Kelsey. The lounging girl was no virgin, he heard, but she certainly liked to cast judgment against others. She sat with her pink and black robe open, showing off her matching swimsuit. He directed Sammy to take a beach ball and let the air out.
 
The wet blonde girl did as he asked, bringing it to the nervous girl on the nearby folding chair. At his direction, Sammy removed the girl’s bottoms and slipped the pool toy into her pussy carefully, leaving little more than the plug sticking out. Then she went down on the reluctant girl, blowing into the plug. The pool toy inflated inside her, making her squirm as she opened her legs begrudgingly.
 
Blowing more and more, Sammy paused for a moment before going again. Kelsey lamented, groaning with discomfort as her belly started to grow even larger. Her full stomach sat high, rising and falling as she breathed. Her belly wasn’t the biggest, but it was perfectly portioned for her small frame. Unexpectedly she ran her fingers through Sammy’s wet hair, stroking her as she enjoyed the feeling.
 
Kelsey twitched as Sammy continued filling her. She scooted lower in the seat as her impassive expression showed hints of pleasure. She put her hands on her upper thighs as it became harder to reach past her tummy. Soon her expression was unmasked; she bit her lip and clenched her eyes as the girl donated numerous breaths to fill the toy inside her. Suddenly Kelsey gasped, and Jack could see that Sammy’s nose was tickling her clit.
 
Jack commanded Sammy to stop and plug her up. Kelsey begged with her eyes before she took the matter into her own hands. She put pressure on the top of her trimmed bush and within seconds she was trembling, failing to hide her abrupt climax as her cheeks flushed and her body tightened. She tried to open the valve between her legs, but Jack made her keep it filled for now. Kelsey gave him a worried look as she leaned back, attempting to relax in spite of the inflated beach ball in her loins.
 
He loved being able to toy with these women, giving them a dose of their own medicine. Karen and Betty were lounging on the other side of the pool, watching the scene from time to time, but mostly letting him do as he pleased. He needed to cum soon and he decided to go with Harriet first. She had long burgundy hair and silver eye shadow. She always had a somewhat tired look, but she was pretty and she used her looks often. She had a reputation for being lazy and manipulative, but she was never at a loss for men and women to do what she wanted.
 
He interrupted her conversation with Jenna, having her lean forward against the pool wall. He told them to keep talking and let him fuck them as he pulled down her black boyshorts and opened her modest ass. He edged in, making Harriet fumble for words as he pushed the tip in. It felt weird doing it underwater, but it went in easily without any preparation. She took it well, but he could tell she needed a moment to acclimate. He didn’t wait.
 
Jenna smirked as he started driving into her friend’s ass. He couldn’t get much force, but he made sure to do long, deep strokes. Harriet’s eyes fluttered the first few times he bottomed out, holding her breath as he drove in. Her belly pressed against the wall of the pool as he stepped closer, and soon she was sandwiched, with her ass flattening as he fucked her. She continued talking after a moment, finally able to gather her thoughts.
 
“What I was saying is that I don’t know why I didn’t like her before. I just realized it’s a mistake that could happen to anyone.” She nodded to Jenna’s belly. “Do you know who the father is?”
“I don’t even remember the first part of this pregnancy. I don’t think I minded her before, though.”
“I guess we’ve just been under a lot of stress recently. It was nice of her to let us come over, even if I have to deal with this.” She pointed behind her. “She’s not such a slut, I guess.”
“You might not want to talk like that in front of him - that’s her brother.”
Harriet looked over her shoulder with puzzlement. “You’re Karen’s brother?”
Jack nodded as he pumped her ass. “Yep.”
“Hey, I heard you did it with your mom, is that true?”
“Yep.”
 
“Holy crap, then you must have done it with your sister too?” He agreed again. “I thought that was bullshit!” She turned to Jenna with a big grin. “He’s savage!”
“Yeah, and from the looks of it he’s about to nut in your ass, you skank.”
Harriet shrugged. “Whatever, it kind of feels nice now.”
 
Jack pulled out suddenly. This isn’t supposed to be fun for them! He tugged the confused girl and led her to the entrance of the pool. He directed her to sit on the step in front of the water return jet. Removing her bottoms, he opened her ass again, lining her up against the jet. Her eyes went wide as she gasped, feeling the torrent of water blast inside her.
 
He waved Jenna to the opposite side, having her sit against the other jet to block the flow. This caused Harriet to whimper as she sat leaning forward, taking the water and air without any escape. Jack needed to finish and decided to use Jenna. He pulled her legs around him, making her slouch with her head barely above water. She watched him with a neutral expression, the water splashing over her peeking breasts and belly. Her checkered white and teal bikini fit snugly and he decided to remove her lower garment for easier access. He cast the wet bikini bottoms onto the cement surrounding the pool.
 
He lifted her legs and rested them upon his shoulders, lining up to go into her ass. He missed time after time, constantly slipping into her pussy. The water felt amazing as he poked into her warm hole and he was moments from finishing. Karen wasn’t watching and he decided to go all the way. He pushed his cock all the way in before erupting, shooting a load deep into her pussy. Jenna was resting on her elbows, giving him an irritated look. He leaned in to kiss her neck, but she turned away. He got a good whiff of her hair, exciting him as he twitched atop her. He laid upon her, squishing her stomach between them. Jenna’s belly rumbled and she shoved him aside.
 
Jack splashed as he found footing, surprised that she would do that to him. He was about to say something when he noticed Harriet. She sat in place, but her belly was massive and her face was contorted with pain. Her tummy was roughly twice as large as the others, hanging low in the clear blue water. She huffed as she fought to distract herself from the painful fill.
 
Jack waded through the water, stopping in front of the groaning woman. Droplets of water ran down her light skin. Her red hair glowed in the sunlight and her puffy lips curled in dismay. He directed Harriet to pull away from the jet and hold the water in. She did as he asked, doing an unexpectedly cute dance of agony as she arose. She gripped her tummy as she sat on the bench, leaning back to take the pressure off of her midsection.
 
He noticed Karen and Betty sat with their eyes closed, sunning themselves with their legs spread. Jack thought he should let them have some fun, so he sent Sammy over to please them. With a grin, Sammy carried her round belly around the pool, kneeling between the two women. She moved their swimsuits aside and worked a finger into their privates. Both Betty and Karen relaxed, enjoying the helping hand.
 
Sammy found the right speed as she fingered his mother and sister. He loved watching her plump ass shake as she worked the girls into a frenzy. He noticed her hand shift, giving them two fingers each. Sammy had skill, making them moan together. Soon Karen was pushing up with her hips and Betty was coiling upright and holding her pregnant belly. Betty and Karen were a few months along, but Sammy’s belly was much grander, swaying beneath her as she knelt between them.
 
Unable to resist, Jack crawled out of the pool and knelt behind her. He lifted Sammy’s ass and slid down her flowery bathing suit bottoms just enough to expose her comfy rump. He spread her ass and used spit to prepare her backdoor. He slipped aside a few times before hitting the mark. Sammy jerked forward, making him try again. He found her ass and again she pulled away.
 
“Not my butt.” She looked back to him with a silly grin. “You can’t go in my butt on our first time.”
“Why not?”
“It’s just weird!” She looked ahead as she spoke. “Maybe eventually, but go in my kitty for now.”
 
She’s so strange sometimes. He did as she asked, easing into her shockingly tight entrance. He slid in slowly, going about three quarters before she suddenly clamped his cock in her warmth. He pulled out with a gasp, overwhelmed by the sensation.
 
“Sorry, it was feeling so good I couldn’t resist. Go back in.” He got her to completely remove the lower portion of her swimsuit before he pushed back inside, still amazed with how tight her pussy was.
 
She continued working the women in the folding chairs, making them squirm with delight. Karen rubbed her breasts, sliding her top off, allowing her heavy breasts to hang freely as she laid back. Her small pink nipples hadn’t grown much since the pregnancy, looking even smaller with her expanded bust line. I’m surprised she kept her clothes on that long. Her thick, powerful legs pushed her hips against Sammy’s touch.
 
Betty ran one hand along her belly and thigh, while the other gripped the chair with white knuckles. Her hard nipples showed through her blue bathing suit. She was sitting, leaning forward with closed eyes and a tightened jaw. Her sandy, shoulder length hair hanging as she focused on the approaching orgasm. She let out a long moan that could almost be mistaken for pain. Whimpering, she tilted back, allowing the fingers deeper. She reached down to touch her clit and the uncertain noises quickly changed to gasps of elation. She pulled her hand back and flopped back into her chair, her entire body trembling with delight.
 
Watching his mother climax, Jack humped his friend, feeling his own orgasm approaching. He knew he should pull out, but she felt so tight and amazing that he decided to go for it. Karen was distracted with her own pleasure and Sammy didn’t seemed concerned. He moved faster, leaning on her perfect ass, watching it bounce against him. Karen sighed blissfully, breathing heavily as she used her nipples to pull her heavy breasts upward.
 
Moments later Jack started erupting again, shooting deep inside Sammy’s tight pussy as he watched his gorgeous sister spasm with pleasure. Sammy let out a sudden squeak of jubilation, loving how his seed blasted into her. She tensed again, pulling his cock deeper. He stayed in this time, but only barely. Her unimaginably wet opening sucking every drop from his buried shaft. She released and tightened again, but this time he had to pull out, leaving a line of white goo dripping from her pussy.
 
Awkwardly standing, Sammy opened her legs with a big grin, watching his sperm drip onto the ground. Karen gave him an appalled glare as he tucked his wet cock back into his trunks. How mad could she be? She had to expect this. He looked back to the other girls, all sitting complacently. His eyes rested on Jenna. I can’t help it, this is too much fun!