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Chapter 52
by
skedlee
Meanwhile, across town
Carrie visits James (50th chapter super deluxe special royale)
A/N: The following chapter is in 3rd Person POV, from Carrie's perspective
Carrie smiles to herself as she cruises down the shady street. Just a few minutes earlier, she entered James and Mary’s neighborhood. She checks the clock in her cherry red convertible, and it reads 7:58 p.m. In just a few minutes Mary will arrive at John’s apartment, and he’ll expediently and effortlessly seduce his lovely coworker, and Carrie, Natalie, and Helen would add another sister to their ranks.
Carrie feels confident that her beloved boyfriend will ensnare the leggy brunette, after all, he did the same to her. Carrie smiles as she fondly remembers that wonderful event, and the prelude leading up to it. On their first date Carrie felt an instant connection with John, and she was sorely tempted to jump his bones that night. She held off, though barely, vowing to herself that if she felt the same connection on their second date, she’d fuck him. The same connection was there, and upon sleeping together for the first time, that connection solidified into the foundation of a burgeoning relationship.
Of course, Carrie had no qualms about using her body or her sexuality to get what she wanted. Hence, she felt delighted when John took her offer to do ‘anything’ to heart, and the next three months they explored each other’s bodies and sexual desires in the fullest, culminating in John’s request for a threesome with a married woman.
‘Finally!’ Carrie thought at the time. In her mind, it was only natural that John shouldn’t be held down by the traditional bounds of monogamy, and now that she could direct him into fucking other women, he would soon come to the same conclusion.
“You have arrived at your destination,” the soothing voice of the navigation interrupts Carrie’s thoughts. She studies the house in front of her and recognizes it, having visited with John once before for a dinner, where she met both James and Mary for the first time. Carrie was instantly struck by three things about Mary from that night. First off, the sheer beauty of her. Taller than herself, Mary had a traditional supermodel’s body: athletic, with long legs but not the largest of breasts. Second was the natural chemistry between her and John. The way the communicated, the conversations flowing naturally with both lighthearted banter and serious discussions. And thirdly, the way that Mary’s eyes lingered a little longer than necessary when she looked at John. Carrie realized early in the evening that John had a crush on his married coworker, but over the course of the night Carrie discovered that the feeling was entirely mutual.
Carrie smiles at the thought of Mary being fucked by John as grabs her purse and exits her car. She walks up to the front door and knocks on it. There’s only a short wait before the door opens, revealing James.
“Carrie!” James greets jovially. “Come on in.” Carrie nods politely and complies, evaluating her host as she does. His clothing accentuates his natural charms, which Carrie begrudgingly admits that he has plenty of. He’s tall, probably a few inches above six feet, with a thick head of brown hair. With strong features, bright brown eyes, and a lean athletic build, it was no wonder why Mary fell in love with him. Carrie supposes that if John had truly wanted her to, Carrie could **** herself to sleep with James, though she has absolutely no desire to do so. She’s certainly glad that John doesn’t want to whore her out, because while she could, she would much rather just watch John seduce other woman through a combination of his sexual skill and her own manipulations.
And yet, Carrie thinks as she suppresses a grin of her own. For all of his vaunted looks, James still can’t compete with John Doe, and his incalculable sexual ‘it’ factor.
“Right this way,” James says as he leads her into the living room of his house. “Can I get you anything to drink?”
“Just water, please.” Carrie replies politely. James nods and leaves the room, returning a few minutes later with two glasses of water in tow. He hands one to her and begins to sip himself. Carrie takes a long swig, before James, attempting to end the silence, speaks up.
“So, I’m not really sure how we’re suppose to start this,” James says with a nervous chuckle. “Can’t say that I’ve done anything like this before. Have you?”
“I have,” Carrie says carefully. “Though not while I’ve been with John. And never separately. But we’re not going to sleep with each other. Not tonight, or ever.” James opens his mouth to argue, looking like he’s been gravely insulted. Carrie supposes that she just did. “Do you want to know why?” Carrie asks, cutting off James before he can talk.
“Sure,” James replies in an angry huff.
“Because you don’t want to,” Carrie states. “That’s not to say you can’t get it up and sleep with me, but deep down, you’re repulsed by the thought of being with another woman over your wife. Am I right?” James nods, and Carrie continues, “And it’s fine, because shortly, the one thing that you truly want tonight to bring will happen.” James gives Carrie another confused look, and she elaborates, “Something that you’ve wanted for a long time. Your wife, Mary, sleeping with another man. Face it, James. You’re a cuckold.”
“W-w-what!” James sputters, confusion in his voice. “That’s not true!”
“But it is. I recognized it the moment I first met you. You are aroused immensely by the idea of Mary getting fucked, really fucked, like she deserves. Don’t you?”
“I wouldn’t say it like that,” James says, but the passion in his voice starts to turn into resignation.
“It’s okay,” Carrie says, walking up to James and putting a comforting hand on his shoulder. “I’m the exact same way.”
“Really?” James exclaims, looking at Carrie with hope in his eyes.
“Really. The thought of my John fucking a beautiful woman, getting her addicted to his fat cock…well, it gets me wet just talking about it,” Carrie admits.
“I admit,” James says hoarsely. “That I secretly like the idea of Mary going out for a ‘girls night,’ getting picked up by a random, absolute stud, who fucks her until she’s fully satisfied, before she stumbles back home in the wee hours of the morning.”
“That’s really good of you to admit, James,” Carrie assures the man as she leads him to the couch where he can sit down. “I preach sexual honesty with your partner, but before you can do that, you need to be honest with yourself.” James nods, taking deep breaths as he recovers from his confession. “Say it, James. Say it loud and clear. Tell me who you really are.”
“My name is James, and I’m a cuckold.” James finally says, steadying his voice.
“And that’s okay,” Carrie adds. “Everyone has their own sexual kinks that they secretly fear everyone will judge them for. What matters is that everyone finds a partner that they share their kinks with, establish an even ground of compatibility, and let sexual nirvana wash over them.”
James nods, and the two of them stay quiet for a couple minutes. James eventually speaks up, “So, uh, what do you want to do for the rest of your time. If you head back to John’s place, both he and Mary will know the jig is up. And we neither of us will get what we want.”
“Oh, I don’t keep sexual secrets from John.” Carrie explains. “As I just said, sexual honesty with your partner is priority number one. He knows that I came here tonight with the full intention of turning you down. In fact, he was worried that you’d be so mad that I refused you that you would call Mary and tell her to come home, and she’d leave. He doesn’t know that you’d rather get blue balls rather than interrupt your wife getting fucked like she needs to.”
James blushes at Carrie’s words, but importantly, doesn’t deny them. “You should tell her though. Tell your wife that you’re never harder than when you imagine her with a stud, getting used and abused by a big cock.”
“But,” James says, before he pauses for a moment. “What if she’s disgusted by my fetish? What if she shuts me down, and never goes out with another man again? Mary is incredibly concerned with being fair and equal in our marriage. I’m certain that she would balk at the thought of inequal infidelity.”
“James, you won’t know until you tell her. Besides, I think you’re not at all considering the fact that Mary could find this night incredible and beg for the two of you to do it again.”
James stays silent for a minute, until he finally speaks, “I suppose that you’re correct. When Mary gets home, I’ll talk to her about the fact that I’m a cuckold. But still, I’m not entirely sure that she’ll love the idea of being with another man. What if she’s like me, and only went through with it because she knows John and isn’t interested in anything of the sort in the future?”
“Trust me, she’ll love tonight. And I’ll prove it to you.”
“How?”
“Do you have a computer? Preferably one with a big monitor?” Carrie requests.
“Sure, give me a minute.” James exits the room, returning soon with a laptop and a long cable. He boots up his computer and connects the cable to the large television that sits opposite of the couch. “I figure if you want a big monitor, the television will be sufficient.”
“It will,” Carrie replies with a smile. “Can you give me your computer?” James acquiesces to the request and places the laptop onto Carrie’s lap. Carrie reaches into her purse and pulls out a flash drive, inserting it into the computer. She then navigates to the flash drive and opens one of the programs on it, starting it up.
“Stetson Securities,” James says, reading the logo displayed on the television. “What’s that?”
“They are a company that sell security cameras, but most importantly, they are incredibly discrete,” Carrie mentions as she finds the specific feed that she’s looking for. She double clicks it, and a live video appears on the television. It shows a man sitting on the edge of a bed while a brunette kneels in front of him, fellating and worshipping his cock in a devout manner. Carrie recognizes the location, of course, as she’s been fucked countless times on that bed.
“Is this some kind of amateur porn?” James asks as he squints for a closer look at the video. Realization dawns on his face, before he says, “Oh my god. Is that…?”
“John and Mary? Yes, it is.” Carrie answers. “In stunning high definition. And we have sound as well,” Carrie states, pressing a button and letting the two of them hear what is happening in John’s apartment, just as Mary pulls off John.
“Are you okay?" John asks.
"Oh yeah," Mary replies. "Just...how do I say this in a way that won't inflate your ego to an unbearably high level...Your cock is a little harder to deal with than I'm used to."
"Because it's bigger?" John boasts, the smug grin on his face unmistakable
Mary rolls her eyes before responding, "Yes, you are both longer and thicker than I've ever had.”
Carrie casts a sideways glance at her host, who shifts uncomfortably in his seat, a blush dominating his face. If Carrie isn’t wrong, and she rarely is, James is loving having his smaller size pointed out by his dear wife. Carrie smiles at the success of the hidden cameras filming her boyfriend’s apartment. Carrie had brought the large package with all the cameras after her weekend with her parents to John’s apartment on Sunday. Then, she got John to sleep over at her place the next two nights while a crew spent the next two days installing an intricate and thorough camera network that would record every sexual encounter in the apartment. John didn’t know of course, and Carrie will tell him shortly, but Carrie knew that to cement James’s cuckold nature and have him willingly send Mary to John’s bed countless times, that James had to witness his beloved submit to John in mind, body, and soul. Carrie decides not to mention to James that she broke her creed of sexual honesty between partners, knowing that it’ll undercut her earlier recommendation for James to confess his cuckold desires to Mary. But another rule that Carrie adheres to is to ‘Do what five years in the future you would want you to do.’ And Carrie knows that all four of them will cherish the video of the first time that Mary sexually submitted to John.
Both Carrie and James watch the video with rapt attention as the video transitions from blowjob to sixty-nining. Carrie had a glimpse of this when Natalie tried to **** John, but for James, this first occurrence of watching his wife have sex is unlike anything he has ever experienced. Carrie glances at James again, and the man looks as if he can barely restrain himself from shucking his pants and jerking off to his wife.
John finishes soon after, spurting a delicious load into Mary’s eager mouth. The way that James’s breathe catches tells Carrie that Mary is not one to typically swallow. John, of course, stays hard, impressing Mary who hasn’t experienced a proper fucking in her life.
“Are you impressed, James?” Carrie asks, feeling that a dialogue is in order with James. A slight curiosity burns within her, and Carrie feels an overwhelming desire to know just how James ticks sexually. He whirls to look at Carrie, as if he forgot that she was there. “Or is that the first time that Mary has known the pleasure of a man who stays hard for her.”
“I…I can’t do that,” James whispers quietly. “I wish I could, but I can’t.”
“John can,” Carrie says, as she espouses the virtues of her loving boyfriend. While it might seem like Carrie is boasting, she’s doing this for a reason. Her primary goal for tonight is to convince James that not only does Mary need a bull, but that it must be John, and only John. Carrie definitely doesn’t want James and Mary get into a situation where Mary sleeps with a different guy every week.
“I’m glad for her,” James murmurs. “She deserves to have a man who can take her to places that I’ll never be able to.” James words vaguely remind Carrie of herself, impressing her and improving her opinion of James. The two of them watch in silence for a short while longer, before the next interesting event happens.
“If you don’t mind, would you be a little rough with me?” Mary requests of John, causing James to gasp. Clearly, he never had a clue that Mary wanted it rough.
John of course, agrees, and soon he smacks Mary’s ass, loud enough that it dominates the living room.
*SMACK*
*SMACK*
*SMACK*
*SMACK*
*SMACK*
Carrie smiles in remembrance of the first time that John spanked her. Every woman has a different pain threshold, but John toed the line between pleasure and pain superbly. Carrie knows that Mary straddling that line, feeling that potent mix of both pleasure and pain. James gulps uncomfortably from the rough behavior that John exhibits. Carrie can tell that James isn’t comfortable at all hurting Mary at all, even if it is with consent during a sexual coupling. John, though, he could make her hurt, just the way she liked it.
“Why do you think that Mary asked my boyfriend to be rough with her,” Carrie asks James.
A few moments pass, as the video shows John penetrate Mary for the first time. Both of them groan loudly, before beginning a frenzied fuck ensues, with John pulling Mary’s hair and groping her breasts.
“I don’t know,” James finally answers. “I never even considered the fact that she might want someone to manhandle her sexually.”
“It sounds to me like Mary has kept some sexual secrets of her own.” Carrie states. “Just like you. The two of you need to sit down with each other and talk openly. Nothing good comes from keeping sexual secrets from each other. In the long run, both of you will be much happier knowing where you stand.”
James nods in response just as Mary explodes in another orgasm. John flips Mary over and gives her a hickey, leaving a large red mark on her neck. Carrie silently applauds her boyfriend’s action, a crafty move that will remind both Mary and James of this night in the days to come.
“Why did he do that?” James asks. “Doesn’t he want her skin to remain smooth, pure, and beautiful?”
Glad that James is showing initiative in their conversation, Carrie helpfully answers, “Because for some guys, John included, they get off on the thought of marking their territory. By leaving that crimson welt on her skin, she’ll be reminded of their fucking every time she looks in the mirror.”
James nods, then John answers the question too, coincidentally. Soon after, John drops another bombshell to Mary.
“Though to be perfectly honest, for a slut like you that needs to be fucked roughly, once a week isn’t nearly enough. You need to be fucked well every day, or at the very least, every other day. Would you like that?”
“Fuck yes!”
“Every day?” James says quietly. “Does she really need it that often?” James asks, mostly to himself.
“Every day is definitely what she wants,” Carrie answers. “Though there are probably some logistical problems with every day, Mary is finally experiencing exquisite sex for the first time. It’s no wonder that she wants it as much as she can.” After all, in Carrie’s mind, Mary must share with Natalie, Helen, herself, and all the future ladies that would join them. “In my opinion, the optimal setup is just a quickie blowjob during lunch at work every weekday. Then, an evening date on the weekend.”
“A blowjob at work every day?” James mouths silently. James pauses to listen to John’s next words, which happen to be an insult targeted directly at the man.
"Fortunately for you, I'll be around to take care of all this for you. Especially since your husband can't do this for you,” John says rudely.
"What? No," Mary denies, a valiant effort in Carrie’s opinion, but everyone witnessing Mary knows the truth.
"I'm sorry, Mary. But it's true. There's a reason why you never told him that you wanted to be handled roughly in bed. Because, in your heart of hearts, you knew that he would disappoint you with his lackluster sexual proficiency and ruin your fantasies before they had a chance to come true." Carrie winces at John’s choice of words. Not because they’re incorrect, but because it’s a little harsh with James in the room. Not that John could possibly know that James is listening in.
Carrie hears a strangled shriek, and she turns to see James dashing out of the living room.
“Shit,” she mutters quietly. She stops by the laptop to pause the livestream, then hustles to catch up to James. If he is angry enough at what he just heard, he could call Mary and ruin it all. She moves into the kitchen and sees that the door to the bathroom is shut, with the light shining underneath it and the fan turned on. Carrie is about to open the door to try and talk James down when, from the periphery of her vision, she sees James’s phone on the kitchen counter. Curious, she stays silent as she creeps up the bathroom door and places an ear up to the wooden door.
“Oh fuck yes! So fucking hot!”
Carrie quickly returns in a retreat to the living room, smiling the entire way. She supposes that she should have realized that James getting so turned on that he’d retreat to the bathroom to jerk off was a distinct possibility. She sits down on the couch and patiently waits for James to return.
One minute and a half later, Carrie hears the toilet flush and James soon reenters the living room, sitting down on the couch.
“Oh, you didn’t have to pause the video for me while I went to take a leak. I do thank you though.”
Carrie thinks it is a mixture of pathetic and innocent to claim that he was just ‘taking a leak,’ but she doesn’t push him. “No problem,” she finally replies, as she goes to the laptop to resume the video feed.
The rest of the sexual encounter between John and Mary goes typically, with neither Carrie nor James saying much until the two of them are cuddling together, post ejaculation. John just told Mary that he and Carrie were going only after married couplies when James breaks his silence.
“Is that true? You’re only going after married couples?” James asks.
“Yep! John and I didn’t want to go after any single women, to increase the security of our relationship,” Carrie lies. After all, only John wants to go after married women. Carrie, on the other hand, feels that is silly to be limited to only a segment of the population, though it is a sizable portion with many attractive women. Carrie would rather just go after the hottest women they could find. After all, it is much tougher to convince married women to live with John and Carrie together, which is Carrie’s end goal. A harem, with Carrie as the queen bee.
James nods at her answer, seeming like he respects her more for their position. Carrie is happy that she’s convinced James to talk to his wife about his cuckold desires, but a part of her is a little saddened that it’ll only make James and Mary’s relationship stronger. After all, Carrie would love to have access to Mary’s body every day and night, and she knows John would as well.
“Well, it’s about time for me to go,” Carrie states right as John and Mary begin round three.
“Really? But the show is still going on,” James replies, his face like a distraught puppy dog at the moment.
“I’m aware,” Carrie says, “I need to leave now so I can get back before your wife leaves, so I can thank her for taking care of my man. Maybe, if Mary doesn’t leave John a shriveled husk after this round, we can have the threesome I crave.”
“Then…can you leave me a copy of the video?”
Carrie evaluates the situation for a moment before answering, “I’ll tell you what. If you have an honest conversation about your cuckold desires with Mary, and she relays the information back to me and is fine with getting a video copy, I’ll send it to the two of you. How’s that sound?”
James thanks Carrie profusely before standing up to perform his duty as a host, guiding Carrie back to the front door. The sun has fully set during the “swinging session,” and Carrie feels the brisk spring air blow through the open door into the house.
“Thank you for having me over,” Carrie says in a goodbye. “I hope that I was able to illuminate a lot about your relationship with Mary to you, James.”
“You absolutely did,” James replies, waving goodbye to Carrie.
Carrie walks back to her car and departs, humming idly to herself in the process. As she exits the local neighborhood, she reflects on the evening. In her opinion, the night went very well. The love of her life added another notch to his proverbial bedpost, his beautiful coworker for whom he **** himself to think of only in a platonic manner. In fact, Carrie got to witness the coupling live, and while that paled in comparison to participating in a threesome, it was still immensely arousing to witness John conquer a new woman. It also was a breakthrough in showing her boyfriend that a couple didn’t necessarily need to be unhappy to be open for extramarital sex.
Carrie also felt like she did help James and Mary’s relationship by talking to James, and she hopes that the two of them will be happier. Because in her opinion, having John as their bull is the best compromise between what James, Mary, Carrie, and John all want.
Carrie thinks about tomorrow, where John will meet her family for the first time. Carrie is slightly anxious about the meeting, and she desperately hopes that her family falls in love with John just like she did. After all, her goal for the weekend is to set up a threesome between John, herself, and one of her family members. Of course, all of them are beautiful, so she’s sure that John will be enamored by at least one of them. Will it be Nicole, Carrie’s younger and bustier sister who is about to finish her final year of college? Or how about her mother, Liz, a beautiful MILF that aged like a fine wine. Or lastly, Madison, the redheaded wife of Carrie’s older brother?
Whoever John chooses; she’ll make it happen. After all, she’d do anything for him.
End of Part 1
A/N: Thank for to all the readers who have made it this far. Fifty chapters is a lot, and I'm happy for all of you that have made it through the 86,536 words. I hope you have enjoyed the story thus far. I’m declaring this the end of part one because it feels like a fitting end for a chapter, as the protagonist and Carrie transition from sleeping with their friends to sleeping with their family.
As always, thanks for the views, comments, likes, and bookmarks. I appreciate each and every one of them. If you’re willing, in your comments, tell me your favorite conquest of the three and which future women you’re looking forward to seeing more of.
Until next time.
End of Part 1
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The “Anything” Promise
The girlfriend who’ll do ANYTHING
Your new girlfriend says she’ll do “anything” and she means it
Updated on Jun 12, 2026
by Harst
Created on Oct 7, 2018
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