Changing Times
Copyright© 2026 by dawg997
Chapter 17: Kaylani’s Decision
Erotica Sex Story: Chapter 17: Kaylani’s Decision - Lennie and Samantha continue their unique relationship, along with the other girls in the story. But nothing stays the same, and things are changing. Does Samantha remain loyal? Can Lennie, worth only a fraction of those other men, handle his emotions about his girlfriend's many billionaire suitors, many of them in love with her?
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Mult Consensual NonConsensual Romantic BiSexual Heterosexual Fiction High Fantasy Gang Bang Group Sex Orgy Polygamy/Polyamory Swinging Black Male White Female Anal Sex Cream Pie Double Penetration Enema Exhibitionism Facial Oral Sex Voyeurism Prostitution
Kaylani was with her two most dedicated clients, the Victor Brothers. She first began working as a high-class whore for them nearly four years ago. Michael had hired her once, after being invited to join Samantha’s Escort Service at the recommendation of another client who couldn’t get enough of her Hawaiian charms.
Michael had such a great time with her on that first, overnight date that he bragged to his brother, Brett. Of course, they thought they could skip over the requirements to join, the background checks by SES security, and the STD testing regimen that was required of every client, as well as the girls, to ensure safety. But Kaylani, not knowing that Michael had a twin brother, immediately sensed that something was off when she met for what was supposedly their second date, only to discover it was, in fact, Brett’s first date, acting as his twin brother. This was a common ploy between the brothers. Many times, the second brother would try to trick the date of a woman the first brother had dated. They always got away with it.
“You’re not Michael,” she said as they kissed while meeting at the expensive restaurant to begin what was Michael’s second date with her. “What the fuck are you trying to pull off, and where is Michael?” she demanded.
Busted, Brett came clean immediately. While she kept her dinner date, all that Brett received was a condom-covered blow job when they got to the hotel room. She did, however, give him entertainment other than sex by performing a mind-numbing striptease and masturbating in front of him. She even let him lick her pussy as well as giving him a covered blowjob, but nothing more. Even with the failed deception, she made sure as a professional, he didn’t go home with blue balls. The brothers were in hot water with Samantha, and it took time for them to smooth everything over before they were allowed to continue. Being twin, 36-year-old brothers, worth over $400 million after their parents died in a plane crash when they were just kids, was a contributing factor in her decision. Still, they had to go through a lot of hoops before they were considered to be full-time clients again.
It also showed they were at least a bit weaselly as clients and not to be trusted. It was that denial that turned them on to wanting Kaylani even more. Their money had given them fame and control over their group of hang-on friends, who loved their deviant lifestyle.
It meant nothing to Kaylani, however. She treated them almost like a dominatrix rather than a client. For some reason, they both responded to her every wish and command. Again and again, she would snicker to herself at the control she had over them. No other woman, or man for that matter, had control over them in the four-plus years they had been together as whore and johns. Kaylani made sure the distinction as a whore remained as no matter how hard they tried to consider her their shared girlfriend. It only drove the brothers closer to wanting her more as their shared girlfriend. If anything, their desire for Kaylani grew and grew.
The usual evening entertainment saw Kaylani in bed with both of them. Having two identical cocks drilling her holes was the norm for her. The three were an item, as much as a prostitute can be an “item” with two identical-looking johns. More often than not, Kaylani would find herself between the two men, on her hands and knees, getting spitroasted, one cock sliding in and out of her throat while the other cock buried in her pussy or her ass. She would often get double-teamed, usually on top of one brother as she rode one of the men in the cowgirl position and getting her pussy drilled deep, while the other brother was reaming her asshole from behind at the same time as the big cock in her pussy.
It was an easy position for her because in her earlier years, when she was very naive, just out of high school. Before Samantha’s Escort Service, she was lured by an older boyfriend into making adult films. At her height of popularity, she was in the Top 50 female performers on PornHub. Kalani had been
DP’ed in dozens of films, so the double-dicking was just another evening for her. At the height of her popularity, she would be noticed around town when in public, going to the grocery store, or at the mall when buying clothes. She even got a big discount on a new car when the salesman recognized her. On the test drive, she pulled over into a parking lot of a strip mall and gave him a masterful blowjob while he fondled her tits and fingered her wet pussy. His sales manager was angry at the low price she was offered, but after another test drive with the manager, stopping in the same parking lot, he approved the big discount. Six years ago, she found Samantha, who advised her to immediately quit the adult film industry and let her popularity fall, as younger actresses were taking her place all the time.
With the twin brothers, sometimes she would remain still while the two men would coordinate their thrusts so one cock was going in while the other was sliding out. Other times, the men would be still, and Kaylani would rock back and forth on her hands and knees, burying one cock in her pussy while letting the other slide out to only the head, and then the cocks reversed, in tandem, fucking her from both ends. All three liked their constant threesomes, and Kaylani came harder whenever she could use both cocks at the same time for her pleasure.
The rich, narcissistic brothers had a crazy relationship with her. Both were her boyfriends, and she was interchangeable with them. Sometimes she would accompany one or the other to an event, other times she would be the single female with two handsome men. If, in a social event where each needed a date, they would simply reserve one of the girls from Sam’s. The second girl, whether she was one of Lennie’s housemates or one of the eleven married housewives who serviced rich men sexually, knew she was there to fill a public role. No matter which girl was hired, she dressed and looked the part of being a hot girlfriend. Sure, she would have sex when they went home or to their hotel room, but she was always second fiddle to the woman they both loved, Kaylani.
The more often she was hired by them, the more they disgusted her. It was this paradox, this love-hate relationship, that enamored Kaylani to keep them as clients. By the fourth year, she had them under control, following her every command. They were her cash cow, making her over a half a million dollars a year. She was, for all intents and purposes, their shared girlfriend, and they hated sharing. So much so that Kaylani would defer when they asked her about dating other clients. After being truthful and seeing their juvenile responses, she now kept her interaction with other clients secret.
Too bad it didn’t carry over to how they treated others, particularly women, in their sphere of influence. They threw some of the wildest and most exclusive parties in the city. Nearly all of the “cool kids”, rich sons and daughters of the area’s successful high-tech parent-millionaires, would do anything to be a part of one. As a condition of being invited to their wild parties and events, the brothers would demand women to perform disgusting sexual acts, like gangbangs in front of their boyfriends or husbands, or having sex with any man a brother ordered.
The thing is, their parties were the ultimate place to see and be seen. The women would do anything to be invited, even willing to perform sex acts in front of the others. The men who accompanied them let the brothers have their way with their girlfriends. Their actions toward others, but not Kaylani, were creepy and repugnant to her, as well as the women who would agree to the deviant actions to be allowed to stay.
It made Kaylani hate them even more, while at the same time taking over half a million in fees each year to act as their personal prostitute/girlfriend. Neither brother could get enough of her presence.
They paid her a lot of money to be with them, but her disgust with them was reaching a fever pitch. Time and time again, she had told them how she expected them to treat other people, especially those naive girls who were lured into their orbit of wild excess. It wasn’t the excess that bothered Kaylani, but rather the mean and careless way the two treated others who simply wanted to be included in the action of their wild parties. In her view, what she observed was just more of the same. This latest act Kaylani witnessed was just another example.
The hot, married blonde woman screamed as her orgasm overtook her. Brett, the man on top, had grunted deeply, his load shooting deep inside her. He was satisfied, at least for now. The blonde woman underneath him was not. Uncertainty was flooding her thoughts as she felt her womb being flooded with warm, gooey semen. She wondered if she had gone too far this time.
“Great fuck, Kimberly. I told you that it would be fun,” Brett said with no particular emotion.
“Brett, I let you do that because you would otherwise kick my fiancé and me out of here.”
“So what are you willing to do about it?” he sneered.
Kimberly was aghast. “What do you think I just did? You just fucked me!”
“That was for starters. Now, you have to prove it. What else are you willing to do?” She was deflated, knowing that something else could be happening.
See that guy over there?” She looked over and saw a man, at least 10 years older than Brett, who was 40.
“Yeah.”
Having finished getting fucked by Brett, he was giving her an ultimatum. Making a beautiful woman do something she didn’t want to do was a thrill for both of the brothers. It was the exclusivity of their parties that drove the women, and some men, to perform deviant sexual acts none would otherwise consider. He had given similar demands to many others in the past years, who were hangers-on at their exclusive parties. Their deviance was legendary. Yes, they made beautiful women fuck strangers in front of their dates, but it didn’t stop with degrading women. One of their favorites was forcing a straight man to give a gay man a blowjob in front of the rest of the crowd. After ejaculation, he would have to show the crowd the fresh load in his mouth while they all cheered. Then he was ignored by the brothers, who would then start making someone else do something disgusting.
“Well, Kimberly, you say you want to be here in our exclusive clique, but what have you brought to the party, Kimberly?” He made the demand in a quiet, calm voice, making it seem even worse. “The way I see it, you’ve brought nothing, nothing special at all to entertain us,” Brett Victor declared. “Stay if you still want to be an insider. But you need to surprise us, even shock us, with what you are willing to do.”
Her fiancé was standing with a crowd of a dozen hangers-on across the room. He could see one of the hosts talking with his girlfriend of five years, and the look on her face. Was it uncertainty? Was she insulted by what he said? Something else?
“So what do I have to do to stick around?” Kimberly was nervous. To be cast out from the insiders would mean she and her fiancé could no longer be part of the outrageous parties the Victor brothers held at least once each week. Kimberly would do anything to stay in the good graces of Brett Victor, and the narcissist knew it. It was Kimberly who loved the buzz of these people, and her fiancé came along because she demanded it, not because he wanted to.
“See that man over there?” he said to her, motioning to a man standing across the room. “His name is Kenny. I want you to fuck him. I want you to fuck him silly. It’s his birthday next week, and I need to give him a present. You’re going to be the present.” Brett silenced himself for about five seconds, staring Kimberly in the eye as he enjoyed staring at her face, a mixture of shock and disgust. “Anything he wants. And I mean anything. He had better brag to me later about how you ate his man-ass until it dripped saliva. Got me?”
She stared at the man, then back at Brett, realizing this was a now-or-never moment. He wasn’t particularly attractive or energetic.
“But my fiancé is here,” she said with a look in her eyes that Brett couldn’t determine whether it was fear or disgust.
She looked up to see him laughing with seven other men. She was still soaking in Brett Victor’s semen, her man unaware of what she had just done. She took a deep breath and started walking over to the birthday boy: slowly, with a sultry, sleek look that radiated sexiness. She accepted that she had to seduce the un-sexy older man, and her fake facade gave the appearance that she wanted to do it.
“See, he’s going to watch you take Kenny into the bedroom. You and Kenny will be all alone,” Brett grinned in a menacing, hollow way.
Kimberly watched her fiancé standing at the door with a group of men. He stared at her, but she looked away. They both knew that being a part of the Victor brothers’ parties meant she would be subject to all kinds of derogatory actions. Her boyfriend would know, and the brothers didn’t care. A tear fell from her eye and ran down her cheek. She was aware of what she had to do.
Kimberly stared at Brett, back at the guy she was ordered to be with, back at Brett, and then got up and walked over to the new man. Whispering in his ear, she purred in her sexiest voice, “Brett says ‘Happy Birthday,’ and I only have one question: where do you want to unwrap me?” Her look dripped with sexual innuendo. Kenny, more than a decade older, smiled and draped his arm around her. It was more a grope and less a sexy fondle. They continued to whisper and finally turned toward the hallway, where the bedrooms were located in the giant home. She was going to do whatever her host wanted her to do in order to stay in his good graces.
This was nothing new for the two brothers. Kaylani had told them many times before to stop putting people in compromising positions they could later regret—the payoff only being the entertainment of the two deviant brothers. Another relationship was harmed or even shattered because the stinking-rich Victor brothers wanted perverted entertainment. They were seemingly never denied.
What was in these people’s makeup that made them so willingly cheat or have sex to embarrass their male partner or husband? After all, nobody was as narcissistic as the two brothers, who were filthy rich and had no guidance on how to be decent people. Their parents had been killed in a plane crash when they were eight years old, leaving them a huge estate but no access to common sense or basic manners. Relatives would only stay in their lives because they had hoped to get a part of the estate somehow. None were willing to be a substitute parent or bring the boys into their families. But that never happened, as their father had written his will to keep the estate for his sons. Each year, they received a few million dollars from the estate until they turned 40. Then, a few months ago, they were given the entire $400 million without any strings. It only served to make them more deviant than before. They seemed out of control by any normal standard.
Kaylani witnessed the entire exchange from about a dozen feet away. What bothered her the most wasn’t a woman having to prove herself by having sex with strangers. It was how often the two brothers pressured a beautiful woman to do it, obviously against her will. And then the inevitable fight or breakup with the unwilling boyfriend or husband—she had seen the same thing for years.
“Kimberly is going to pull a train for our next party this weekend,” Brett said to his brother, Michael, as he appeared from the kitchen, where a dozen people were laughing and drinking.
“Who is that?” Michael recognized his brother’s tone and knew something was up.
“Kimberly, that blonde chick over there that’s headed upstairs with Kenny,” he said, motioning to the sexy blonde mid-twenty-something who had walked over to their friend Kenny a few minutes earlier and was flirting with him. “Because earlier tonight I told her to go fuck Kenny or leave our parties. She thought about it for about thirty seconds before she gave up and walked over to him.” Michael laughed out loud.
Neither cared about people; they were only with their wretched fantasies being played out, as they had vast amounts of money to provide an amazing lifestyle to their friends, known as “insiders.”
The Victor brothers constantly forced them, mostly women but sometimes men, to be subjected to the most offensive acts to degrade themselves. All for fun. All for entertainment to these monsters.
And Kaylani saw it all. It was why she had despised these twin brothers, even though she spent weeks on end with them while she took large amounts of money from them for services rendered.
She was their whore. They had a blind spot for her because she was beautiful and sultry, able to stop any conversation simply by walking by. The “insiders” all knew she was the Victor brothers’ girlfriend, shared by both of them. It added to her erotic allure. None were aware she was a paid escort girlfriend.
And she controlled them unlike any other person on the planet could. Only Kaylani could stand up to their narcissistic traits. When she was present, she would stop them from hurting or shaming others, but sometimes she wasn’t around, and they kept up their ways. The brothers were under her spell.