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Chapter 27
by
skedlee
Who is the intruder?
Natalie (25th chapter deluxe special)
Standing right there in front of you is a familiar face. In fact, you had sex with her just this week. It's Natalie, Carrie's best friend.
She looks just as stunning as usual, though you can't see much right now. She's wearing an brown trench coat that goes down to the middle of her thighs, hiding the majority of her hourglass figure from view. What you can see is that she took painstakingly effort to look good tonight. Her blonde hair is done up in a pony tail with a few strands of hair going down each of her cheeks. She seems to be wearing a pair of dark stockings, though if there's any garter belt it is hidden by the hem of her coat. Lastly, she has a pair of impractical heels that adds at least four inches to her height.
"Natalie? What are you doing here?" you ask, as Natalie begins to slowly strut towards you. You try to sidestep her, but her hands darts forth to the wall next to you, barricading you from retreating. She leans in close to you , and you catch of whiff of her intoxicating scent that makes you seriously want to take her right now.
"Seducing you. Isn't that obvious." Figuring that your loving girlfriend Carrie sent her to keep you company, you stop resisting her attempts at kissing. You bring her in close, groping her ass in the process. Thankfully, it seems like Natalie is just as enthusiastic as you are, and she soon leads you over to your bed. The moment the backs of your legs hit the edge of the bed, Natalie slowly draws your shorts down revealing your eager cock. While she does so, you pull off your shirt, and suddenly you are naked in your bedroom with your girlfriend's best friend.
"Now it's your turn," you state as confidently as you can. Natalie's takes a half step back and puts her hands on her hips, which you take as a challenger to undress her yourself. You reach out and undo the belt of her coat, and Natalie helps you by shimmying out of it. What she has on underneath the coat, however, silences you.
It's a black little number, seemingly made up entirely of straps. They have the effect of tightening her tits, causing them to bulge out from her body. One of the straps comes down and actually runs along her pussy lips, which while arousing to look at, must be uncomfortable.
Natalie gets down her knees without a word and begins to slowly massage your cock. One thing you notice is that she's not wearing her wedding ring. You suppose she doesn't want another reminder of her infidelity while she gets what she needs. You moan in appreciation and she gives you a devilish smile in response.
"You like someone other than your girlfriend stroking your dick?" Natalie says, teasing you about your supposed cheating on Carrie.
You decide to play along with this role play and respond, "Well, variety is the spice of life. How do you like handling a big cock for the first time you've been married." Natalie blushes, admitting defeat in your opinion, and rather than retort, she begins to suck your cock so that she does not have to respond. You choose to pile on, continuing to **** her. "Well, I should correct myself. You have handled a big cock during your marriage. Mine, to be specific, when you succumbed to me and Carrie earlier this week."
"It's time to fuck," Natalie says as she pulls off and walks past you to lie down on the bed. You turn around to in preparation of inserting your penis but she put her hand up and says, "Wait." She scoots to her left about a foot and a half and states, "Now you can start."
That was certainly weird, but you weren't one to complain. The bed must have been uncomfortable in that position. You slide over and move the strap that covers her nether lips. You then rub the head of your cock over her slit, teasing her slowly as you wait for a moment. Soon, she starts to get impatient, exactly what you want to happen.
"What are you waiting for, fuck me already," she demands, a hint of disdain on her voice.
"No. You will ask me for it."
Natalie sighs in resignation, and speaks up, "Please, John. Would you fuck me?"
You shake your head and reply, "Ask better. Be specific."
An eye roll later and Natalie attempts her request one more time, "John. My married pussy needs your big fat cheating cock. So please fuck me so I can forget about the shitty dick I have at home."
"Much better. Was that so hard?" You sink your cock into Natalie's inviting snatch, bottoming out in one thrust. Natalie moans despite herself and you know that this is what she came for. As you get into a groove, you feel the urge to kiss Natalie. You pause for a moment and plant one on her lips, and while she initially recoils at your touch, she succumbs quickly and kisses you back. Wanting to push your luck further, you begin to fuck her faster, groping an oversized tit in each of your hands.
You continue to fuck her in missionary, and remembering that she liked it on Wednesday night, you decide keep at it. After roughly five minutes you feel the urge to cum, and by the sounds coming out of Natalie, she's on the precipice as well. You decide to take on a more dominant role, as you take your right hand from her tit and play with her clit. Keeping the same steady pace of thrusts, you begin to slowly rub her clit, and soon she's over the edge.
"FUCK Yes. Oh my God that's good." Her spasming cunt clenches your cock, and cause you to cum as well. You weren't sure if she had started using pregnancy protection since Wednesday, or even if birth control could work that fast, but since she didn't say anything you figured it was okay to cum inside of her. You haven't orgasmed all day, so you suspect that your load is especially thick as you pump out multiple spurts. You pull out and lie down on the bed next to Natalie. She smiles at you in triumph and gets up, rearranging the straps on her lingerie to preserve a little bit of modesty.
"Well, I hope that was worth it. Because your relationship with Carrie is now over."
You sit up quickly, curious as to what the hell Natalie is talking about. Natalie walks over to your dresser, where you see her phone propped up. She brandishes it, indicating that it was recording your sexual session.
"Kinky. Carrie and I have filmed us having sex together before as well," you reply, referring to the short but steamy sex tape that the two of you made.
"Funny, but that's not what I mean. I now have evidence of you cheating on Carrie, so when I show it to her, the two of you will break up. My **** for her forcing me to cheat on Chet this week," Natalie sneers. "And don't think about taking my phone to delete the video; it's already backed up on the cloud. "
Well, this told you a couple things. First off, that Carrie did not send Natalie here tonight in place of her; Natalie came of her own volition. Secondly, Natalie doesn't know that Carrie wants you to have sex with her, as she thinks that your impromptu sex tape will serve as the anchor to sink your relationship. You move to set her straight, but you come up with another idea.
You stand up, your cock hardening at your possibilities at your disposal. You slowly walk over, and speak to Natalie, "Well, it was worth it. You are a much better fuck than Carrie. And I know that Chet pales in comparison to me. So why not come to a mutually beneficial agreement, where we continue to sate our sinful urges together."
"N-n-no. You ruined my marriage. I'm not just going to let you get the best of both worlds. A loving girlfriend as well as some side action with me. No, I want to ruin you."
"Do you? Because as I recall Thursday morning, you were blaming Carrie for ruining your marriage, not my fat cock."
"It was the both of you. Either way, you were the better option to target while Carrie was out of town. And stop talking about your dick."
"I don't think so. If you wanted to break the two of us up, it would be easier for you to tell me some dirt you have on Carrie, causing me to break up with her. No, I think you wanted one last shot at my cock, to make sure it was as good as you remembered. And I think you just confirmed that it was even better."
"That is most certainly not true," Natalie replies scandalized. "And just because you have a big dick doesn't mean that-"
You interrupt Natalie with a kiss, cutting off her tirade. You instantly know that you made the right decision as she immediately melts into you. While you have been teasing her about her infidelity, you know that she must feel very confused right now. If she was truly regretting the sex on Wednesday, you would have backed off, no questions asked. But sneaking into your apartment in order to seduce you told you that she needed it. Badly.
You gently take her phone from her hand and set it back on your dresser. You slowly lead Natalie back over to the bed, and once you get there, you break off the kiss and bend her over your bed. Before you insert your cock back into her messy cunt, you bend over to make it appear as if you're inspecting her. While you're on your knees, you grab your phone and hold it in your hand. A quick glance at her pussy shows that she's quivering in arousal, and that she needs to get fucked again and soon.
Taking your penis in your left hand, you aim it at her sodden pussy, and insert it. It welcomes you back home, and you bottom out and pause there. Natalie looks over her shoulder to see what the holdup is, and you give her what you think is a warm smile. You begin to slowly pump, and on your thrusts in are making sure that you weight is on her body. Because what you're about to do next, she might take umbrage with.
You sign into your phone with your right hand, and select Carrie and FaceTime her, pointing the camera solely on your face. A few rings later, Carrie picks up, and says, "Hey John. How was your Saturday."
Upon hearing Carrie's voice from the phone speaker, Natalie tries to jerk away, but your leverage prevents her from doing so. You grab her hair and pull, cowing her and preventing her from escaping your grasp.
"Just some evening fucking. How about you?"
"Ooh. Let me see." You point your camera at the strap crossed back of Natalie, and Carrie voices her approval.
"Nice job. That someone we know or just a random slut." Carrie gives you a wink as she says this, so you play along to humiliate your bedroom guest.
"Actually, it's your best friend, Natalie. The slut needed my cock so badly that she broke into my apartment. And being the generous guy that I am, I complied with her request."
"Oh Natalie, you didn't need to do that. If you wanted John's dick again you should have just asked me. We could have planned a rendezvous together; now, you just seem like a whore who needs to get her rocks off."
You wait a moment for Natalie's thrashing to stop, then you start fucking her. The exhibition gets to her, as she cums almost immediately as you get into a groove. You keep fucking her through her orgasm, and she's moaning sobs due to the excessive pleasure she's receiving.
After her orgasm peters away, Carrie speaks up, saying, "Hey John. I'd like to talk to my best friend face to face."
You comply, leaning over Natalie's back and bringing your phone in front of her face. The image preview shows you that she's drowning in ecstasy, and you plan to keep her that way for the rest of the night.
"Natalie. This is what I meant by telling you that you need this. I've known for a long time that underneath the surface, you're a sexual inferno waiting to be unleashed. This is what you're meant to be in life, a submissive little **** getting fuck by a big cock."
Natalie doesn't respond, merely nodding demurely in defeat. She seems to know when she's beaten, and her immediate succumbing to your dick has proven to her that this is where she belongs. You point the camera back to your face, saying to Carrie, "You know, she tried to break us up tonight. She made a video to send to you, hoping that you'd leave me after I broke your heart."
Carrie responds with a beautiful dismissive laugh at Natalie. Diabolical, it just causes her to blush in humiliation at her situation. "Well first off, I'm going to need to see that video by the end of the night. Anyways, I think you should punish her for that, John. Give her the phone to hold so that I can see her face as you spank her."
You place your phone in Natalie's hand and straighten your body. Natalie weakly positions it so that her face is in frame. Next, you bring your hand up and slam it down in a wallop as Natalie squeals in pain from the impact.
"That's one, bitch," your girlfriend says cruelly. "By the way, you're expected to count them yourself from now on."
After a brief pause, you bring your hand down once more, the loud smack reverberating in the small bedroom.
"T-t-t-twooooooooooooooooooo," Natalie moans out. Rather than go immediately into the next hit, you fuck Natalie in for a short while. As soon as her cries begin to pitch to the telltale precursor of her orgasm, you stop, and spank her again.
"Threeeeeeeeeeeee. Oh god, oh fuck." Natalie screams, her clenching cunt indicating to you that she has had another orgasm.
"My god Natalie. Did you just cum from a spanking? I knew you had a submissive streak, but I didn't think you'd become a whore to my boyfriend." You punctuate Carrie's taunts with another smack, and Natalie whimpers out a quiet four, still coming down for her orgasm.
Feeling that Natalie has sufficiently come down from her orgasm, you restart screwing her. This time, you focus on fucking her deep and hard, due to the fact you feel as though she is so turned on from the entire night she won't mind. This change in strategy requires you to plant both hands on the bed, so your spanking comes to a temporary halt.
As you get into a groove, Carrie continues to spout degrading insults towards Natalie. As always, you trust that your girlfriend knows what she's doing, and that it is what Natalie needs to hear right now.
"This is your life now, Nat. You'll come over a couple times a week, and yes, I know you'll want to bounce of John's cock day but we can't let your husband get too suspicious." At the mention of her husband, Natalie lets out a strangled wail, half sobbing in regret and half in arousal. "But every time you come over to get fucked, it'll be the highlight of your week. You'll spend the nights leading up to your appointments dismissively ignoring your husband while planning out how you'll seduce the new man in your life. On the day of your fucking, you'll decide meticulously between the most revealing and slutty outfits you own, just for the chance that he'll give you a modicum of extra attention. And the morning after, you'll give a play by play to your fellow sisters who have also submitted to John, and you'll drive each other into a frenzy, reminiscing about your sexual highs, and plot to try to outdo each other in who can please John better in the future.
"That's right Natalie, you won't be alone. As you can see, John can't be satisfied by one, two, or even ten women. You'll join a sisterhood of likeminded individuals, bound together by the fact that you worship John's cock.
"That's your destiny, Nat. I have no doubt that you'll be successful in other aspects, but the only way you'll feel truly fulfilled is submission to a dominant master. And I figure, as your benevolent best friend, I should share with you the gem of a stud that I found. It's what any fellow cock slut would do for each other.
"Now, the two of us will let you leave, if you want, no questions asked. But know that if you stay here for the rest of the night, you are giving yourself up to us sexually. You will services us when we ask. If we go on another double date and John wants you to go to the bathroom to suck him off, you're going, no questions asked. If you have a romantic date planned with your husband and John calls you to take your anal virginity, you will go to John, no questions asked. And if down the line you and your husband want to have a child but John wants to knock you up himself, you will spread your legs for John and beg for his seed, no questions asked."
The combination of your intense pounding and the naughtiness of Carrie's monologue cause Natalie to cum, and her orgasm is vesuvian in nature. Her orgasm sets you off as well, and rather than cum insider her again, you want to paint her face. You pull out and pull Natalie onto her back, so that her sultry face meets your eyes for the first time since the beginning of this fuck. Her makeup has started to run, creating a set of large black marks running down her face. You position yourself over her midsection, straddling her torso. She is entranced by your cock up close, and she sets down your phone and slips a hand to massage her clit to ride her orgasm a little bit longer.
You, on the other hand, start pumping your cock like your life depends on it. You feel that it's important to show Natalie just how much she aroused you, as a reinforcement to how much you enjoy fucking her. Before you cum however, you want you say something like how Carrie did, enforcing Natalie to fall under your sexual sway.
"You're mine now. You understand that, right? You are mine and always will be."
A panting Natalie nods, and you spurt out ten long ropes of cum, drenching her face and getting a sizable amount of jizz in her hair, as well as staining her chest and the expensive lingerie that covers it. Your cum is quite thick tonight, and covers the entirety of her face. Your recent load rivals your record amount that you set earlier in the week with your threesome with Natalie and Carrie.
As the few remaining spurts from your cock drip onto Natalie's chest, she's nearing the end of her orgasm. She's moaning in pleasure loudly, and you have brief fear that one of your neighbors might hear you. The fear passes, as you realize you don't care who hears you. Even if you got evicted, you were sure that Carrie would let you live with her in a heartbeat
Natalie's screams finally die out, and before you are able to make a comment on how long her orgasm was, you see that she's passed out in exhaustion. You chuckle to yourself and grab your phone. You finally realize that Carrie had shed her clothes and masturbated to the show.
"Hey honey. Have fun tonight?"
"Oh, definitely. Besides winning the bet, which I always love to do, I'd say that was a pretty successful first night in the start of your harem of married women."
"A harem? That seems a little unrealistic."
"Anything is possible when we work together, hun. Your great fucking dick and my insight into sexual deviance are an unstoppable combination."
"Did you mean all that you said to Natalie? About her sexual slavery to us?"
"Of course. I would not lie to her, she means too much to me for me to lead her on like that."
Well, we'll talk about it in more detail tomorrow night. Are you still coming over?"
"Of course. And I'll be cumming over as well."
You laugh and respond, "All right. I'm going to clean up and crash. Anything you need before I go?"
"Send me the video that Natalie shot to break us up. Her phone should be unlocked."
"Will do. Love you."
"Love you too."
After finishing the call, you begin the process of cleaning up. While a part of you was tempted to just go immediately to bed, you couldn't imagine how bad it would to wake up with dried cum on your face. So after spending a couple of minutes finagling with Natalie's phone, you begin the arduous task of cleaning up ejaculate. You do however, take a picture of the facial to send to Carrie.
J: Here are the fruits of our labor.
C: <33333333333333333
Your cleanup strategy involves using an excessive amount of towels and hoping that does an adequate job. You don't want to wake up Natalie during the process, but you feel that you manage to make sure that Natalie won't be totally humiliated when she wakes up. You do take the risk of moving her closer to the pillows so that she doesn't have a sore neck in the morning.
Finally finished, you put on a pair of boxers and slide into your side of the bed. Very soon, you fall asleep; the momentous day of sleeping with a married woman one on one leaves you a slight smile on your face.
A/N: Longer chapter than usual, in fact, my longest chapter on the site, as I wanted to commemorate my 25th chapter in the story, as well as The "Anything" Promise being the story of the week. As we can see, Carrie has won the bet between her and the MC. Who do you think she should select? I have one down in pen and a pretty good idea on the other but I'm curious to know what you all think.
What's next?
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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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