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Chapter 44 by TerminusOmega
What next for Sam, and for Jenna?
Sam takes a challenge, and Jenna makes a move
It was approaching the evening as Sam and Jenna left their house. Sam quickly sped away back to MILFs as soon as she loaded Jenna into the car. The weekly show would be starting soon, and Sam was eager to see what sexy antics came about from it. She was also excited for Jenna. She hoped Darla would reciprocate Jenna's feelings and go out with Sam's sister. As Sam pulled into the restaurant again, Jenna's heart began to beat fast. She was very eager to see Darla and hoped she'd have the courage to ask her out. "You'll be fine, sis. If she doesn't want to go out with you, she's pretty stupid." Sam said as she picked up Jenna again and carried her inside. Sam looked to the hostess stand as they walked in and saw who she assumed to be Bethany. Like all the other ladies working here, she was naked. Unlike the others, she looked pretty young, probably around the same age as Sam and Jenna. She was petite, with small tits and a small but round butt. She barely reached five feet, a little shorter than Jenna. Sam was intrigued, and she happily walked up to the hostess. "You two must be Sam and Jenna." She said as she looked at the pair of ladies who'd just entered. "I have your seat for the show ready for you. Mom made sure you two got a good spot for the show."
Sam's eyes widened hearing this. "Did you say "Mom"? Are you telling me Darla's your mom?" Sam wondered. The hostess giggled. "She sure is. She had me start here a little after I turned eighteen, since I didn't want to go to college. I've been here for three years now. I'm Bethany." She purred as she stood up from her stool, ready to lead the sisters to their table. Sam and Jenna's eyes both went wide. "She's got a daughter my age." Jenna thought, now wondering more if Darla would date her, given she had a daughter the same age as Jenna.
Sam had a different thought as she looked over Bethany. With her small height and body, she looked so tiny compared to Sam and Sam got very hot thinking of conquering that tiny woman. Sam stepped closer to Bethany, leaving the tiny girl in her shadow. She looked down at Bethany with a predatory gaze, which Bethany noticed, and it made her tremble. Sam's vision told her Bethany's biggest kink was being overpowered and taken, and that made Sam even hotter. Sam quickly put Jenna down on the hostess chair, then she reached down and picked up Bethany. Being held by Sam, it was easy for anyone to see how tiny she was compared to the goddess that was holding her. Sam grinned wickedly before kissing Bethany, which made the little morsel tremble, feeling Sam overpower her. Sam soon broke the kiss, but she did not stop looking at Bethany with a hungry gaze. "Such a tasty little thing you are. I should call you a snack, because I’m sure I could devour you.” Sam growled at Bethany, her cock twitching as she said this, a brief flash in her mind of her devouring the little lady she held. Sam's words made Bethany weak. She could easily picture Sam conquering her. She moaned more as Sam bit into her neck and sucked upon it, leaving a nice hickey. "Yummy." Sam growled as she set Bethany down and picked Jenna up again.
Bethany was still trembling as Sam let her down. She quickly led the sisters to the booth her mom had reserved for them. Sam set Jenna down, then she turned to Bethany. Bethany was about to turn around and go back to the hostess stand when Sam quickly picked her up and set Bethany down on her cock. Bethany moaned and screamed as Sam's huge prick entered her. Sam grinned as she hilted inside the tiny girl. She was a little shocked that Bethany could take all of her. Sam only smiled wickedly at Bethany before she started fucking her, holding Bethany up by her ass as her cock worked the little hostess's pussy. The tightness of Bethany's pussy meant Sam did not last long. Soon, Sam filled her up, smiling as she creamed Bethany and watched her little morsel tremble as she came from Sam's rough fucking. Bethany was panting when she recovered, looking up into Sam's eyes at the woman who'd utterly dominated her. "It's been too long since someone took me so forcefully, thank you." Bethany panted. Sam grinned evilly, hearing Bethany thank her for being so forceful. Sam lifted Bethany off her cock and raised her high, before sticking out her tongue and licking Bethany from her pussy all the way to her face, not stopping until she reached Bethany's forehead. "You taste so good." Sam growled as she placed Bethany down, smiling again as the tiny woman trembled before her.
Sam watched as Jenna then reached for Bethany and took the small woman to her breasts. A serene smile came over Jenna's face as she put her nipple to Bethany's mouth and watched the tiny girl nurse from her. "Let my milk re-energize you. I know well how powerfully Sam can pleasure any woman. You'll need your strength to finish your shift." She said with a loving tone, stroking Bethany's hair and face as she nursed. After ten minutes, Bethany let Jenna's breast out of her mouth and stood up again. She was so light and breezy from nursing from Jenna she'd forgotten about the powerful woman standing over them. She looked up again seeing the shadow looming over her.
Still standing over Bethany, Sam put her hands on the girl's shoulders, keeping her in Sam's shadow. "Is your mom still here?" Sam asked Bethany, her voice dripping with dark lust. Bethany only nodded. "Good, when you see her, send her to us." Sam said as she turned to her booth to sit with Jenna, but not before slapping Bethany's butt as she walked away. Bethany walked back to her stand on shaky legs, stills surprised at how much Sam had dominated her. Back at the booth, Jenna had cuddled up to Sam again, running her hands over her sister's body. "That was so hot. I could tell she loved every minute of it. I wish I knew how you make women so weak." She purred as she caressed and kissed Sam's body. The sisters were lost in each other until they heard a deep moan from the hostess stand. They looked over and both smiled as they saw Darla. Darla was hugging her daughter lovingly, stuffing Bethany's face in her huge tits. After a while, Darla let Bethany up and sweetly kissed her daughter. It was not quick or chaste, like most mother/daughter kisses in Sam's world. Sam and Jenna watched as Darla and Bethany kissed. It was a sweet display of mother/daughter love. When they parted, Darla turned to the booth to join Sam and Jenna. She jumped as she left the hostess stand, Bethany having given her mom's ass a good slap.
Darla quickly came up to the sisters, her tits and ass bouncing sexily as she made her way to them. "I heard you two were looking for me." Darla purred. Sam smiled and then pulled Darla into the booth. "We were. Since I know your shift is over, you're going to sit here with us for the show." She said as she pulled Darla into the booth, which Darla did not resist. Both Jenna and Darla were shocked when Sam pulled Darla in, as she did not seat Darla on her own lap but sat Darla in Jenna's lap. She was careful to make sure Darla was seated on Jenna, but also made sure Darla did not put too much pressure on Jenna's pregnant belly. Darla just smiled at Jenna, then embraced her tightly, running her hands over Jenna's back and belly. Jenna just blushed, feeling Darla's naked body against her own. After a few minutes, Darla's hand moved from Jenna's belly to her face. "Hello again, sweetie. I'm glad you're back too." She said sweetly to Jenna, which made the young girl blush. Nervous but excited, she looked into the eyes of the MILF in her lap. "Can I kiss you?" Jenna said quietly. Darla just smiled. "Of course you can, cutie." Jenna grinned, then pulled Darla's face to her own and started making out with her crush. Jenna did not hesitate to show her attraction to Darla. Only minutes after they started kissing, her hands were full of Darla's tits and ass.
The house lights dimmed a few minutes after they started kissing, but neither Darla nor Jenna paid any attention to the stage. Sam smiled about this. "Make her yours, big sister." Sam thought. As the two women continued to kiss, Sam watched as four naked women took the stage. "Good evening, MILFS." The lead woman said as she stood before a microphone stand. "We are "Gifted Gals", your musical guest for the night. I hope you're all ready for a great show." She said, before the other ladies took their places and the band started playing. To Sam's shock, they sounded pretty bad. "Fuck, who the hell hired them?" Sam wondered, hating what she was hearing. After about thirty seconds, Sam watched as four naked futas took the stage and watched as one of them cut the sound. "Now who the hell do you bitches think you are?" The lead futa said. "You're not "Gifted Gals.", none of you are futas or can "pack"." She said as she and her band mates each grabbed one of the MILFS and pushed them to their knees. "I'm sorry folks, but these bitches always try to pose as us when we're here. These ladies are nothing more than our cum-buckets. Now, give us a moment and we'll start the show for real."
In a few minutes, the futa band started playing and Sam was relieved to hear that they actually sounded good. The four futas on stage continued the song that had been abandoned, now with the four women who tried to pose as them on their knees sucking the band’s cocks. Through their set, each futa came once or twice down the throats of the posers, but between songs one of them would give a facial to their cum-bucket. This turned Sam on, stroking herself as she watched her fellow futas **** these MILFs. Jenna and Darla were still not watching, still making out and feeling each other up. Darla's hands were fondling Jenna's tits, but Jenna had gotten braver and was now passionately fingering Darla. By the end of their show, Sam watched as the "Gifted Gals" posed their cum-buckets in front of them and watched as they each fucked their woman from behind while playing their last song. Sam knew this was practiced, because all four came inside their cum-buckets just as the song finished. The crowd cheered and hollered, as did Sam, as the "Gifted Gals" bowed and walked off the stage with their cum-buckets. As they departed, they each high-fived Caroline who had made her way to the stage as they finished.
Caroline stood on the stage again as the four futas left the stage and ten MILFs joined her on the stage. "I'm sure you all enjoyed that lovely display from our musical guests, but now it's time for our main event. As any of our regulars know, Saturday evening is the MILF-a-thon. Jane, tell all our lovely patrons what is happening today." Caroline then handed the mic to a woman in her mid-40s. Unlike the other MILFs, she was not naked. Her entire body was concealed beneath a well-draped cloak. "Well, Caroline, normally during the weekly MILF-a-thon, we take all "cummers" to come up her and try to pound us, but in honor of today's musical guest, we're making a small change today only." Jane said as she and the other nine MILFs got in a line. “In honor of our guests today, tonight's MILF-a-thon will only be open to any futas here tonight. We all love getting fucked by futas, so any futas here, including our boss, Caroline, are welcome to come up and try to fuck all ten of us." There were some groans and boos from the crowd as she said this, as some patrons seemed disappointed that they could not participate tonight. Jane ignored them and spoke again. "Every MILF-a-thon, we try to make a new challenge. Tonight will be a stamina challenge. The contest is simple. You must fuck all ten of us to completion. You cannot cum inside any of us except the last one, and only after you’ve brought her off. Also, you cannot take a break between MILFs. Finally, though we all love anal, you can only fuck our pussies. If you take more than one minute between MILFs, that's a break and you're out. If your cocks are not inside us, the timer starts. If you cum in us, you lose. If you cum in the tenth MILF before she cums, you lose. If you manage to succeed tonight, you can name your prize. Now, let's meet the ladies you lovely futas will be fucking tonight."
All the MILFs got in a line down the stage. Jane watched and then stood herself at the end of the line. "Each challenger will start with the sexy little Trisha." She said as she pointed to a petite and pale woman, who despite her short stature sported lovely DDs on her chest, which she shook at the crowd. "Next, you will pound it out with the bootylicious Dyesha." Jane purred as she pointed to a lovely black woman who had not much upstairs, but whose ass just could NOT be matched in size or appeal by any of the other MILFs. "Next up, is the ever-ready Maylene. This little hucow will make sure you cum, as she wants nothing more than for you to breed her." Jane growled as Maylene presented her pussy and ass for the crowd, shaking it and practically begging for loads. On that ass were the words "Breeding Slut." "After that, you'll take your shot with the Blowjob Queen of MILFS, Melissa." The light shined on a blond woman with modest tits and ass, but whose lips practically begged to be sucking on a hard cock. That was when Sam noticed it was the hostess from earlier today. "Be glad she can only use her pussy tonight, because no cock can withstand those lips." Melissa stood up and blew kisses to the crowd, showing off her blowjob lips. "Now, if you think that's hot, wait until you see what we have next, because for all you lucky fuckers that somehow survive Melissa's mouth, you'll be glad to know she has backup." Jane said as another woman stepped forward, who looked exactly like Melissa. "That's right, fuckers, meet Melissa's twin sister, Morgan." The crowd whooped and hollered at this. "I guarantee you no one has ever lasted long when these two babes are both sucking your cock."
Jane then pulled everyone's attention back to her. "Now, if you survive those five lusty babes, you better hope you make it past Mistress Suki. If you don't succeed in fucking her, she'll fuck YOU." Jane said menacingly. "Suki here, rare amongst us here, is able to "pack". Fail to satisfy her, and your ass is hers, literally." Suki, a tall Korean woman, then strut up under the light and the crowd watched as she "popped out", presenting her six-inch cock to the crowd. She waved it around, before "reeling in". "If you make it past Suki, then you're finished here with the ever-dominating Kendra." Jane said as a tall and well-toned MILF stepped up. The crowd cheered as she posed, showing off her feminine muscles. "There you have it though, fail with Kendra and she will make you her bitch." Jane said with a dark look on her face. "I doubt any of you will make it past Kendra, few have ever made it past her, but if you do, you better be prepared for the tightest pussy you've ever fucked. Meet Candy, who probably spends all her free time working that cooch, because every cock that enters her ends up coming." Candy then stepped forward, strutting about her tits and ass and showing off her toned thighs and ass, showing Jane was not joking.
"If you somehow make it past that pussy, then you must take on Carlotta." Jane said as a stacked Filipina woman stood on stage. "It really takes a lot to get Carlotta to cum. Many customers have worked her over and still failed." Jane then walked into the spotlight herself, a grin on her face. "If you make it past all nine of them, then you must take on ME!!" Jane said as she cast off her cloak, showing off a figure that shocked the crowd. She was tall, taller than any of the other MILFs who worked here. She was also busty, on the level of Sam's moms. She had even more of an ass than Dyesha. She was a true testament to feminine beauty. The crowd was already stunned, but then jumped as Jane "popped out", showing off her seven-inch cock and big balls. Sam and Caroline were the only woman in the whole place who had bigger cocks than Jane. "Ahh, it feels good to finally let her out. I prefer to be "packing", as I love fucking other women. Just like Suki, fail to satisfy me, and I WILL fuck YOU, and I will make sure I breed you." She said with a mic drop, taking her place at the end of the line. Unlike Suki, Jane did not "reel it in", continuing to show off her cock.
Sam's eyes went wide hearing this. She really wanted to go for it, but she was here with Jenna. She turned her head from the stage to her sister, who was kissing Darla. Hearing the challenge from Jane, Jenna broke her kiss with Darla and looked to Sam. Jenna was smiling brightly, obviously happy to be with Darla. She could see the need in Sam's eyes and nodded to Sam. "Go up there and show them your power." Jenna purred, her hands still occupied with Darla. "Let them see the goddess my sister is." She purred. Sam nodded and kissed her sister before standing up. “Keep my sister company.” Sam said to Darla as she stood up. She made her way a little off the stage. She wanted to be the last one up. She had a feeling if no other futa could satisfy all these ladies, she could. The four futas in the band, Caroline, and three other futas were all lined up in front of Sam. Their cocks were all hard and throbbing. Sam stood a little further back, wanting to make an entrance. She felt a tingle flow over her as she used her powers to make herself imperceptible to the others. Only Jenna and Darla could tell Sam was there, as they were looking for her, but everyone else could not.
The four futas in the band were up first. The bassist, Misha, tried first, but she only got to Dyesha before she popped off. Carol, the guitarist was next, and she made it to Maylene before she came. She tried to hold on, but Maylene begging to be bred got to her and she filled up the breeding slut. Sakuya, the band's drummer and the smallest of the four of them, made it all the way to Candy before she came, showing for sure that sometimes size was not everything. Lila, the band's vocalist and the most hung of the four, only made it to Melissa before she let out a loud growl as she came.
As three more futas left the stage, Jane stood up with a grin on her face. Two had made it to Suki, one succeeded with her and failed with Kendra. The one who did not satisfy Suki had to stay on stage as Suki lived up to her promise and fucked the futa's ass. The last one did not even make it past Trisha, too eager to sow her seed. Caroline was the last one before Sam. She made it the furthest of anyone. Sam had to guess it was because Caroline fucked them all regularly and knew how to make them come hard. She quickly made her way through the first five. She struggled a little with Kendra and Suki, but still managed to hold off. Candy nearly got her, but Caroline held on by the skin of her teeth, taking the longest possible break she could by not pulling out of Candy until she was sure she was ready. Still, Carlotta proved too much for Caroline. Try as she might, Caroline only got through nine of her girls before she came. She pulled out from Carlotta satisfied but dejected. Jane grinned as she saw Caroline move off the stage, not seeing Sam as she was hiding in the shadows.
“I don’t think there’s a futa around who can plow all ten of us.” Jane said, her face smug but also disappointed none had made it to her, her pussy begging to be filled. Sam heard this and grinned, enticed by Jane's challenge. Sam took this moment to make herself known. She snapped her fingers and smiled as her outfit disappeared, leaving her totally naked. In seconds, her perception filter faded and everyone could suddenly see her. As she walked onto the stage, she grew her body again until she was seven feet tall again, and her body widened in proportion to her height, making Sam look even more imposing. She stepped purposefully onto the stage, making her presence known to the women. "I'd like a chance to take you ladies on." Sam bellowed, turning everyone's attention to her. The ten MILFs all looked with wide eyes when they saw Sam’s cock. Looking over Sam’s massive body, they all trembled. It shook them all that someone so young also looked so powerful. Sam trembled too. This would actually be a challenge for her. Her need to breed woman after woman would fight her, as she'd have to use every bit of her mental fortitude to stop herself from coming. She could call the Rulebook right now, make it so she could withstand it, but that was no fun. She wanted to win fairly, and she felt despite the challenge she really could.
"Let's see if you ladies can handle a goddess like me, the most powerful woman in the world."
Does Sam succeed?
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The Rulebook
You find a Rulebook that lets you rewrite the rules any organization has to follow
A lucky protagonist stumbles across a magic book that lets them rewrite the rules.
Updated on Jun 17, 2026
by Ggnt
Created on Jul 27, 2017
by ashes2ashes
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