Changing Times
Copyright© 2026 by dawg997
Chapter 4: Taylor and Mike; Lennie meets Housewife Summer
Erotica Sex Story: Chapter 4: Taylor and Mike; Lennie meets Housewife Summer - 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 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
It was the following Sunday afternoon after their Mexican dinner when Taylor came clean with Mike about her background. Mike had picked up Taylor from Bellevue Square shopping center, where she had been dropped off by Lennie three hours earlier to get her hair and nails done.
“Whoa, you even look sexier than the last time I saw you,” Mike uttered. “How about a change of plans? You look so damned hot. How about instead of going to a movie, like we planned, let’s go to dinner instead. I want to show you off to a crowd. Having you on my arm is a helluva turn-on for me.”
Taylor giggled as she liked being shown off by the man she accompanied. “Mike, I’m just wearing this little old dress. Are you sure?” It was another one of her custom-fit dresses that showed off both a lot of leg and a lot of cleavage, two areas in which Taylor excelled in the sexy-woman department.
Mike nodded enthusiastically. “Taylor, you’re as hot as the sun looking like, like,” he paused, trying to find words, “that.” His hand slowly swept down her body, starting at her freshly done hair and sweeping downward until pointing at her well-preserved legs. They hugged and kissed, and Taylor made certain to grind her chest into his.
They drove the few blocks to their restaurant, handing the car keys over to the valet. Taylor grabbed his arm, and they walked in together.
They had to wait in the large lobby for the next open table, because they didn’t get reservations beforehand. The wait was long enough, so Mike started talking to her about something that was bothering him. They had already agreed not to keep secrets from each other, but what he had to say was still difficult.
“Look, Taylor, I must admit that you caught me off guard when you told me what you do for a living. I will admit that it’s still difficult to accept you being with other men and all. I told you that I used to date a stripper years ago, but she was only getting naked in public, and her backroom shenanigans were limited to getting her tits and ass fondled and the occasional hand job if the tip was big enough. She never fucked or sucked a customer, ever, or at least that was what she said.”
Taylor said nothing but stared at her man, waiting for him to continue.
“Hey, I will always be honest with you, girl. I’ve thought about it, and I would much rather have you in my life the way you are instead of demanding you quit your profession. You aren’t going to quit, right? I mean, you’ve been doing this for your entire adult life. I’m just trying to be real.”
“Thanks, Mike, I understand your hesitation—I really do. I’m just glad that we can get beyond it and enjoy each other.”
He pulled her to one side, where they had a bit of privacy.
“Taylor, I’m so torn. First off, I love you so damn much that it hurts. Inside, you know?” He lightly pounded his chest with his fist a few times for effect.
She nodded, softly smiling. She felt the same way about him, a completely new feeling she had never before experienced. Mike continued.
“I never knew that I could be so into a person like I am for you. You’re like nobody I’ve ever known in my life. We think alike, we laugh at the same things. I want to talk all the time with you and learn your ideas and opinions. As far as the bedroom, I have a dirty mind, and you love it when I’m nasty. You’re as nasty as I am, but you remain sexy instead of being skanky and slutty.” He hesitated for a few seconds and added, “but you do the hottest job of skanky and slutty I’ve ever seen. And of course, look at how gorgeous you are. God, you are so hot.”
Taylor smiled as he complimented her beauty. It was common. All of her johns did it, but from her new boyfriend, Mike, it was honest, making her feel warm.
“You are an extreme case of winning the genetic lottery. Damn girl, you’re so fine! How did Lennie ever get involved with Cindy, you, and Kaylani? Talking like a true sexist, you’re all some Prime USDA. The finest around, anywhere. And you? Fuck. You have the additional knack of upping it all with your amazing, sexy accent.”
Taylor blushed, feeling it from his heart. Everything he said was a compliment. A whore is a commodity, and she and her girls were used to being compared to the finest grade of meat in America.
“Damn right,” she said under her breath.
“Look, Taylor. I get your work. I understand what you do and how often you do it. And frankly, how lucrative it is. I respect all of that, and you have to hear that from me,” he stated with an independent third-party voice, like a television announcer.
Then his voice changed. There was some pleading and some disappointment in his voice that signaled defeat.
“I’m a man, and I never thought I was a freak. Sure, I liked to have fun, but I could never understand those guys who you read about where the guy’s wife or close girlfriend was a prostitute. I always thought, how could they handle that, your girl, the one for you, is constantly fucking other men every day.”
Taylor nodded, knowing there was more that Mike had to say. She realized that he was confessing his innermost feelings to her.
“And oh, by the way, she has been doing it for years and is rich. Getting naked with a stranger, sucking his dick and eating his sperm, and getting her pussy railed. Then leaving the stranger and having an appointment with another, and doing it all over again. That’s my girlfriend? The concept is so foreign to me.” The look on his face was almost of defeat.
She looked at him intensely, waiting for more. He had never shared his feelings like this before.
“I’ve got to tell you I’m going crazy,” Mike confessed. Taylor started to say something, but he held up his right hand and pointed his finger to stop her from saying anything.
“For over a month now, I’ve had an incredible time with you. I’ve fallen madly in love with you. I can’t believe how lucky I am, especially at my age. If I used Artificial Intelligence to design the perfect woman for me, you would be the creation. I can’t believe my luck.”
She continued to listen, giving him a faint smile.
“But as perfect as you are and how much we fit together, the fact remains that you constantly fuck other men. You are naked for them and will perform pretty much any sexual act they desire. You’ve told me how many times men have used your body for paid pleasure. Paid pleasure, because that is what you do. I’ve got to tell you, the more I love you, the more ashamed I am of myself. To love you means I have to accept being a cuckold, letting sex with other men be a part of our relationship.”
They looked into each other’s eyes as if they understood each other. Taylor broke the silence.
“Let me tell you first, Mike, what you are facing is the issue that nearly every whore realizes if they are in a relationship. I’m not a man, and have been a whore for so long that I don’t feel shame when I work. But you are a civilian, and I can understand your shame, like most any civilian would. So don’t feel bad if you are dumping me, because that is what normally happens after the civilian comes off that initial high of a new relationship and realizes his girl is a whore. I’m giving you permission to dump me because of what I do—I won’t hold it against you. I’m just happy I had a chance to experience true love for this month and a half with someone. That has never happened to me before.”
Mike paused to process what she had just said. Then he spoke.
“It is tough for me to realize the woman that will be mine forever is a proud prostitute that makes incredible money and lives her life with zeal and is busy all the time getting naked and fucking other men. I have to continue to repeat that in order to accept it.”
Taylor looked at him with a growing sadness on her face. He was trying to be kind, but the initial crazy love part of our new relationship has finally worn off, as they always do, and now it is the time when reality sets in. Mike is finally coming to terms with what I do and can’t handle it, she thought to herself. But then he surprised her.
“What I’m going to do is to try to embrace that you are a prostitute, and all that’s related. To make our relationship official, I need to acknowledge it. I don’t know what else to do. Just to get this straight, for the record, let’s say this once out loud, okay?”
She nodded in agreement but remained quiet otherwise.
“You love me and I love you, and in the last month we’ve molded and merged into a couple. A couple that will last forever, at least from my end.”
Taylor nodded again and smiled, and as if to seal the deal, moved in front of him with a smooth step, wrapped her arms around him, and, while bringing him close, attacked his mouth with hers, her wet tongue leading the way, her soft, giant tits smashing into his chest. Their passionate embrace lasted for a long while.
“Does that answer your question?”
He paused as if he was savoring the aftertaste of a very fine wine, something so unusual that he couldn’t go on until her taste registered in his mind.
“And you are an expensive prostitute who works on her schedule but essentially full time, has been doing it for years, and will be continuing it forever, or until further notice, which is way in the future.”
Taylor was stunned at what he was saying. Mike was being truthful and honest.
“Yeah, all of that is true, Mike. I love you so much but I’ll continue to work at my profession. And for the record, my profession is prostitution. For the record, as you want it, I hereby state that I am and will continue to be a prostitute.”
He said nothing, giving nothing away. Taylor continued.
“And I have to say, for the record, that I will be completely transparent in every possible way. I am going to talk with Cindy first for approval, but I want to tell you everything about me and what I do. Things that we girls are normally not allowed to tell our partners. The husbands of the housewives, for example, know nothing about what they do, other than when they leave and come home, and a few nebulous descriptions of the sex acts they perform. The men know nothing about their wives’ clients.”
Now Mike was listening intently.
“I want to show you how much money I’ve earned in an evening. I want to tell you where I go, who I meet, and what I do. All as much, or for that matter, how little you want to know. Make no mistake, I am a whore, but I’m also your girlfriend. Your significant other. Maybe someday, your wife. I know that’s thinking way ahead, but, for the record, it’s all on the table for me.”
Taylor breathed a deep sigh as she finished her statement, like she knew a die had been cast, but she had no idea what would happen.
They stared at each other, hesitant, unsure of the next word or who would say it. Somehow, whoever speaks first loses. But how can they lose?
Suddenly, Mike grabbed Taylor by the shoulders and held her immobile as he stared deeply into her eyes. Mike reached around her back and, with both arms, pulled her into his big body. Their lips met tightly and with passion, and her breasts crushed into his chest.
“Oh God, oh God,” Taylor uttered, having difficulty breathing.
“I love you, Taylor, I love you! I can’t live without you! I take you as you are, baby, even what you do. I know what that means, and I accept it. I still don’t like it, but I won’t stop you, and...” he stopped to take a breath as well as register what he was about to say.
“You are my girlfriend and more, maybe someday my wife. What is also true is that you are a prostitute, a whore, and you get naked and fuck other men. I have to keep telling myself that out loud so I can somehow accept it. Every time I kiss you from now on, I accept that you have had multiple cocks in that mouth I kiss, and some of them have even shot their cum in it.” He paused and looked at her sincerely, and then spoke.
“You’ve gotta help me, baby. You’ve gotta help me through this. I don’t want to be a cuckold, but I will for you. It’s that simple.”
Taylor let out a sigh and realized her luck had held. Mike was actually going to support her. He continued.
“I know that doing this makes me a cuckold. In a lot of those porn movies, the cuck is degraded by the wife as well as the bull. Honestly, Taylor, I find that embarrassing, but if that is what you want, well, I want to let you know that I will try to do it.”
“You would do that?” she said incredulously.
“Yeah, after I tell you my preferences, it will be up to you. You control our relationship and anything sexual. So what is it? Are you going to degrade me by having to watch a bull fuck you?”
Taylor was stunned at his words. Her mind was running a million miles a minute. No, she thought, Mike is confused.
“Mike baby, I don’t fuck bulls. Bulls fuck wives for free as their men either watch them or the wife is fucking the Bull with the full knowledge of the husband. Some men like to watch their wives getting fucked by another man, but a lot of wives do it because they want the power in the relationship, and fucking a Bull in front of their husband makes the wife in the controlling position of the marriage. The kink is not being able to sexually satisfy your wife, so the man lets a “real man” do it instead, usually in front of him.”
She shook her head hard.
“To me, it’s really humiliating for the husband. God baby, I would never do that to you.”
Mike looked a bit confused, so Taylor continued with the lesson.
“I fuck clients, what we girls call Johns. Johns always pay the going rate, and they get charged by the hour and pay in advance. The whore provides a needed service to the John, and assuming the whore does her job and the John is realistic in his demands, both walk away satisfied. No, baby, never confuse a John with a Bull. I never want to rub my work in your face. I just want you to recognize it as legitimate, and that means you support my life choice as a prostitute.”
He silently nodded, slowly at first; he didn’t realize he was agreeing with her.
“Another thing, Taylor. You are someone who talks a mile a minute when you get going. I never, ever want to stop that. I love you for who you are, and all of your goofy quirks, as well as your beauty. One reason that I am accepting your profession in our relationship is that I always want you to tell me what is on your mind. I’ve never connected at this level with another woman. I want us to continue to finish each other’s sentences. Does that make any sense?”
“Oh baby, you have no idea!” Taylor gushed. They hugged together, Taylor rubbing her huge double-Ds and starting to breathe heavily on Mike’s neck, his wet tongue licking up and down. The half-dozen others in the lobby waiting for their table couldn’t hear their words, but were staring at their public display of affection. The men all liked it, while the wives were a bit disgusted.
“You’re my king, baby. Anything you want from me, anytime, without exception. Lennie is my pimp and will be forever, but you are my man. That means everything to me.”
She pulled away from the neck and ear licking and looked into his eyes with all the concentration she could muster.
“Do you get that? You are my man. In my profession, it means that I am now your bottom bitch.”
Mike’s eyes went big.
“I guess that in the civilian world, it means that I have your six. I have your back. I will support you completely and forever. I’m your second set of eyes. I’m your confidential sounding board. Your secrets are safe with me. I will take anything you tell me in confidence to the grave. I want to give you anything you want, even if you haven’t realized it yet. I will protect you with all the ferociousness of a lioness. You could not have a stronger ally.”
At that moment, Mike felt proud. And certain of his future. It was a strange, unknown feeling, but he liked it, liked it a lot. Then a vision appeared out of nowhere in his mind of Taylor sucking a giant black dick while riding another, while a third was slamming into her asshole. They were all calling her degrading things. Gobs of sperm blasted her face while the other two grunted their cum inside her holes. He couldn’t help it.
He saw her face in the vision, and she was so engrossed in it. She wanted to fuck the three men more than they wanted to fuck her. Her face covered in sperm, her holes dripping semen as the black cocks pulled out. She was a sexual animal and getting fucked hard and liking it. He pulled away from her.
“Sorry, I just had a flash in my mind, and you were getting gangbanged and liking it. I was disgusted, but I saw the look on your face, and you were enjoying it. God Taylor, I don’t know if I can do this.”
Taylor hugged him tightly, her head tightly on his shoulder.
“We will do this together, baby. I know it is difficult for you, but I realize you are making the ultimate sacrifice, and I will do everything to show you that you did the right thing by agreeing to it.”
Mike inhaled the expensive perfume and the floral scent of her long, thick blonde hair and took it in as they continued to hug. She is so fucking perfect, he thought to himself.
His mind was still fighting it. Thoughts clashed. In one moment, he thought the woman of his life was incredibly beautiful and amazing, and then in seconds, another thought she gets naked and fucks and sucks other men for money. Back and forth, back and forth. She felt his uncertainty and pulled him in for another long round of passionate kisses. They broke their kiss, and Taylor stared deeply into Mike’s eyes.
“I know what you are thinking, Mike. You can’t get the image of me servicing Johns out of your head, can you?”
He nodded, as if in defeat.
“Mike, you truly love me, right?”
He nodded once again, with sad eyes.
“And I love you like nobody ever before in my life. So Mike, here is what we’re going to do: we will work on this together. We’re going to continue to talk it out until it becomes normal, at least for us, in our relationship.”
She pondered for a few moments and then asked what she thought were important questions.
“A few things, Mike. Please, I don’t want to guess, so I am just going to ask you, okay? This has to do with my work and how I should deal with you when we are together.”
Mike said nothing but nodded.
“I guess, first off, how much detail about my activities do you want to know? I mean, for example, do I only say to you that ‘I’m busy tomorrow and the next day after 3 o’clock,’ or do I tell you all the details, like ‘I have an all-nighter with a black guy who’s a former athlete and has a nine inch cock and drills me with it for hours as I scream and come all over it and after he comes I go down on him to suck his dick and lick our juices clean.’”
Mike paused a while and then realized this was exactly the kind of conversation they should be having.
“Probably somewhere in between, I guess. I don’t mean to sound wishy washy but I know what a blowjob is and that you are really good at it, so giving me a play by play how you swallowed it whole and did that tongue thing on the head and crown of his dick until he blasted a huge load of salty cum down your throat or all over your face isn’t necessary. Just saying you gave the guy a blowjob is acceptable. And that is only if you think that I must know about that blowjob. Otherwise, just saying you were with a client, and maybe a few words of detail if you think I need to hear it, is sufficient.”
Taylor had an intense look on her face, thinking about what he said. “I will tell you how he fucked me and details like the position. I can tell you how many times he came and where he came. This is your body now, boyfriend, and you have a right to know how it is used. How you use that information is up to you. You should never be surprised by my sexual antics. If we ever run into one of my clients, you should never be in the dark. If you want, I will always default to identifying any of my clients if we somehow interact with any of them. Does that make sense?”
Mike thought for a few moments and then nodded. “That makes sense, I guess. This is new territory for me, Taylor. So start gently, okay? I think that I know what I’m getting into, but I don’t want to be overwhelmed.”
Her warm, lazy kiss as she leaned into him again calmed his anxiousness. They finally broke and stared at each other. Everything felt new. Suddenly, a thought entered Taylor’s head, one that was suddenly obvious to her. Mike needed to understand that there were more benefits nobody was talking about.
“And another thing,” Taylor said, “we are a team. That means for everything. You let me work, and you know that I’ve made a lot of money. We aren’t close regarding how much money we both make, right?”
Mike, caught off-guard, quietly nodded. It was a sensitive topic as everything he owned was getting cut in half and given to his soon-to-be ex-wife, and the situation made him tight on cashflow. He would keep his house and a few acres but his truck and boat were sold to pay for her equity and his savings were gone. He had no idea where Taylor was going in the conversation.
“I know you do fine for yourself and pay your bills working an honorable job, but let’s face it, it’s nothing near what I make and have made for decades now.”
Mike was taken aback. Was she suddenly degrading him for what he did, or his financial lot in life?
Taylor continued. “We’re a team now. And I’m going to prove it. So what I’m going to do is pay off your mortgage.”
Mike was stunned at her statement. “What? No way. How could you even think of something like that?”
“Look, Mike, we both agree that I am a whore. I’ve been one forever, and have made a lot of money doing it. The truth is, nobody trusts a whore. There is always that tiny voice in the back of a man’s mind that he is going to be replaced or double-crossed. Men are wired to always consider sex in any relationship, and if there is competition, that means the man is losing. Women are supposed to be loyal to one man, and a girl being a prostitute by definition destroys that concept.”
Mike simply stared at the beautiful blonde Aussie. Ideas coming out of nowhere were one of the things that made her so attractive. Her unpredictability was perhaps sexier than her looks.
“Face it, I’m sexually advanced from any civilian and can sense things normal people can’t. It’s that gap in our experiences that will always harbor uncertainty in our relationship. Prostitution does that to a partner, at least until years have passed and a solid track record shows otherwise. So, just like giving my body to others, I am giving some of my wealth to you, to show you my loyalty and devotion to you. From now on, I consider any money I make whoring as half yours.”
“Where did you come up with such an idea?” Mike quizzed. Her statement was so out of left field.
“Cindy did a similar thing when she wanted to prove herself to Lennie. How do you think Lennie became a pimp? She even gave him full access to all of her money and assets. I want to show you the same dedication, Mike, and the easiest way to do that is to prove it financially. How much is the balance on your mortgage, anyway?”
“It’s about $600 grand, Taylor. We aren’t talking chump change here. I would never ask you to do that.”
Taylor didn’t listen to a word he said.
“And you told me that to pay off your soon-to-be ex-wife, you had to sell your truck and your skiboat. That can’t have been cheap.”
“No, it wasn’t. The boat was worth about one-fifty, and the truck was just a year old, and it cost me ninety-five. It was really deluxe, in addition to being a 4-wheel drive, to pull the boat.”
Taylor didn’t miss a beat.
“Two forty-five. Got it. I want you to start shopping for a new truck and a new boat next week. When you find them, I’ll write a check.”
Mike shook his head. “You’re talking nonsense. I can’t take your money. You’d probably be broke.”
She paused and then asked, “Mike, how much do you think I’m worth?”
“I could never even venture a guess, Taylor.”
“Mike, my condo is worth a bit over a million and paid for. I lease it out since I moved in with Lennie, and it pays me three grand a month in additional income as well as serving as a tax write-off. But most of my net worth is in stocks and bonds, and quite a bit of hidden cash I get from tips from clients. Mike, I’m officially worth about nine million in addition to my condo and car. Because I often get paid in cash directly from the client, I also have over four million in cash stored away in a safety deposit vault that nobody knows about.”
Mike’s jaw dropped. “Shit, Taylor! I had no idea.”
“Now do you see why it’s important to pay off your debts and make you whole again? I want us together, and I don’t want you to even think about money anymore. I especially don’t want you to think of your ex-wife either. I’m sure you scowl to yourself about her every time you think about your boat or truck, right?”
Mike knew she was correct but simply stared at her. Taylor continued.
“Tell me something, do you like your job or do you find it mundane and boring?”
“Oh, I like my job, Taylor. I like keeping up with the technology and the feeling of a good job completed, especially the customer feedback, when I’m done with a project. And I work with a team of really great people that I respect. Yes, I like my job for a lot of reasons other than money.”
“Good, Mike, work at your job because you like it, not because you need the money. For the record, Mike, if you don’t want to, you don’t have to work another day in your life, baby. Seriously, Mike, I told you I have your back. I mean what I said.”
Mike stared at her and smiled, his energy drawn from Taylor’s grinning face. To her, it was as if she had successfully figured out a difficult problem and was proud of her efforts.
“Now, get me the payoff information about your mortgage, and when you go shopping for a new truck and boat, bring me along if I’m not busy working. I love to shop, and I’ve never bought a pickup truck or a speedboat. We’re going to have fun together as you teach me about them.”
Taylor broke the short silence with another announcement.
“Mike, we both know your financial situation is cash-poor after your divorce, so the day after it is finalized, I am going to deposit two million dollars into your bank account.”
Mike gasped in shock. He knew her well enough now to know she was serious. “Taylor, I feel like a kept man.”
“You’re my man, Mike, so get used to the feeling. Like I said, bringing money to our relationship is my job. You are going to enjoy the fruits of my efforts, and I want you to start sharing our bounty immediately.”
Mike’s silence continued, and the look on his face said everything.
“And when we get married, assuming that is in the cards, there will be no pre-nups, so half of everything I own will be yours. And that goes both ways—I will be the half-owner of your house and property. That’s the way a marriage works, right?”
“Uhh, yeah, that’s how a marriage works, Taylor,” Mike rotely responded. He was still having problems accepting that this gorgeous woman was not only committing to wild sex but to sharing her riches. It would change his life in many ways.
They kept their conversation going for over two hours, long after they finished their dinner. They continued to finish each other’s sentences, laughing harder each time one of them did. Neither had dessert, but both continued with multiple rounds of drinks. They felt no pain, and both wore pleasant smiles while thoughts of the next part of the evening were on their minds.
“I’ve already cleared it with Cindy that we can use her friend Samantha’s condo again, Mike,” Taylor said. Mike smiled, remembering exactly where it was.
Mike needed no other signals. He immediately started his car, and within fifteen minutes, he was pulling into Cindy’s parking spot. Taylor entered the code to the building’s entrance door and, upon getting to the door, Cindy’s unit door code. They held each other and giggled as they walked into Cindy’s place. Before they entered the hallway leading to Cindy’s bedroom, they walked into the living room, which had a magnificent view. Mike was stunned. “Look at this. God. The view is incredible, and I have the most perfect woman a man could ever have accompanying me. My mind is officially blown.”
Taylor chuckled and took his hand. “It’s more than your mind I’m gonna blow, baby,” taking his hand in hers. “You are going to experience a one-on-one encounter with a whore who really wants you and has been trained well to show her skills. Follow me to the bedroom.”
They spent the next four hours having sex in every position they could think of. Taylor was impressed by Mike’s cunnilingus skills. She wouldn’t have to teach him too much, as he had great instincts on how to please a woman. She loved how he moved his thick, barrel-chested body over her, enjoying every inch of naked skin. Sometimes he was tender and loving, and sometimes he was rough and demanding.
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