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Chapter 44
by
skedlee
What do you wake up to?
A non-empty motel room, and of course oral sex
You wake up, and the first thing you see is a mess of blonde hair on your crutch. That's right, last night you and Carrie seduced Helen, the wife of your asshole boss Ted. And right now, she's milking your cock as best she can, yearning to drink your semen. You groan out in pleasure, and Helen pulls off, smile wide in satisfaction. You look to your right and find Carrie relaxing, her hand idly trailing across your stomach.
"Good morning," you say drowsily in greeting to your two ladies.
"Good morning lover," Carrie murmurs in response, still seductive even after just waking up.
"Good morning John." Helen responds perkily. If you didn't know better, you would think that she had already gone out for a quick shot of espresso this morning.
"What, no master?" you tease. Helen blushes in response, but you continue, "Don't worry, you don't have to call me master. Though I suppose that the next time that I'm fucking you I'd be a little disappointed if you weren't screaming 'Thank you master' at the top of your lungs like you did last night."
"Well, I do appreciate that." Helen manages to get out. She's clearly torn between the newfound ecstasy she experienced last night and the realization that she just pledged herself to a man she barely knows.
"Don't worry," you assure Helen. "We'll take this new relationship at whatever speed you feel comfortable with." Helen smiles in response, and you're glad that you said the right thing. She moves back up the bed next to you and lies down, wrapping an arm around your torso in a hug.
For a couple of minutes, you just lie there, your girlfriend in one arm and your newest conquest in the other. You could certainly get used to this. Eventually though, the real world calls, as your phone beeps insistently, the typical alarm that you have automatically set the morning of every workday making sure you don't get too comfortable. You disengage from the two ladies and head over to the where your pants are laying on the floor. You bend over to turn your phone off, getting a wolf whistle from Carrie in the process. You realize belatedly that you just inadvertently mooned your bedmates and you quickly straighten up.
"I'm going to take a shower," you announce, deciding that you probably don't have enough time to head back to one of your apartments and get ready there. The women wave you off, and you grab your clothes and head into the small bathroom that the motel room provides.
Once alone, you pause to look at yourself in the mirror. You give yourself a small smile, proud of the work you accomplished to lead Helen into your bed. "You did it," you murmur, careful not to be overheard by the two women in the other room.
You step into the shower, wincing at the sudden cold as the water heater is not up to snuff. Eventually, it rises to manageable temperature and you begin cleaning yourself of the sexual remnants left from last night.
So, what was next in your life. Now that you claimed Helen, you didn't want to work another minute with Ted that you didn't have to. He had whored his wife out just because he was threatened with losing money. You knew $100,000 was a lot of money, but there is no amount of money you'd take to allow Carrie to sleep with another man. But to get Ted fired, you had to tell Marissa your findings from talking with Karen. But if you even sniffed in Marissa's direction, Ted might catch on to you and destroy any evidence that you obtained, ensuring that he would receive less repercussions than he deserved.
In addition, now that you had successfully claimed Helen, you knew that Carrie would be chomping at the bit to seduce another woman. Since she had won your bet, she had the next two choices of women, and you had a pretty good idea as to who the next one would be: Mary, your coworker who recently asked if you and Carrie wanted to swing. Carrie had already previously assuaged your concerns about swinging, promising you that she wouldn't sleep with James, but that you would still sleep with Mary. You didn't know how that was going to work, but you learned long ago to never doubt Carrie, and certainly weren't going to start now.
You finish up your shower and get dressed for work. Thankfully, you had the foresight to pack an extra set of work-appropriate clothing, so you can head straight to Simmons and not turn any eyes. You feel mostly clean, but the quality of complementary motel toiletries don't give you the perfect start of the day cleaning that you're used to.
You depart the bathroom, and you spy Carrie and Helen cuddling together on the bed, Helen resting her head on Carrie's bosom while they talking quietly to each other. Upon catching sight of you, Helen tries to break off from Carrie, but Carrie isn't so easily deterred, her iron gripping preventing Helen from escaping.
"Hey you two," you greet, looking over them. You go up to the bed and sit down upon it, idly running a hand along Helen's smooth legs. You meet Helen's eyes, saying "Helen, I'd like you to do a favor for me."
"Of course, John," Helen replies, nodding seriously, ready to do your bidding no matter the size of the task.
"I need you to get your husband out of work early today. I need to tell the company's founder that Ted has stolen money from the company, but I can't let him know what I'm doing. He still thinks that we have a deal in which I let him get his bonus in exchange for you, and I'd like to keep it that way."
"Done. I'll try to get him to meet at our house at 3:00 p.m. Will that give you enough time?"
"Most certainly. Thanks Helen."
"No problem." Helen taps Carrie's arms insistently, who reluctantly lets go. Helen gets up and passes you to head to the bathroom, and you can't resist smacking her on her ass as she passes by. She giggles, and exaggerates her strut to the bathroom. You gaze at lustily until she exits your sight, at which point you turn to Carrie. Carrie's eyes quickly meet yours, and you realize that she also was admiring the view.
"So," You question, grabbing hold of one of Carrie's hands. "Who's next?"
Carrie beams wide, but what she says is different, speaking in faux-outrage. "We just got us Helen. And you're greedy for more?"
"Please. I know you have a plan for at least a half dozen more women. And Helen was fantastic, as expected. But you have the next choice, and I know you're eager to seduce another women."
"That's true," Carrie admits, "I can't get enough of our threesomes."
"And I know that I should be content what I have. Or what we have. But there's a part of me that, now that we've started seducing other women, can't be so easily caged from seeking more and more."
"Then we'll keep doing it."
"But how long will we continue? Past when we're married? Past when we have kids? Or even past when we're retired, living in our golden years."
Carrie looks at you seriously, sitting up to look deep in your eyes. "The answer, of course, is whenever one of us gets tired of it, or when we're content with all of the women in our life. But I can promise you that I'm not going be the one to cry uncle first."
You nod in response, and the two of you sit in silence for some time. Eventually, Carrie gets antsy, speaking up, "So, about our next target."
"Let me guess," you interject. "Mary."
"Yep. You okay with it?"
"I think so," and you are. You decide to articulate your thoughts, "I mean, maybe I'm just feeling invincible after Helen and Natalie is such a short time, but James and Mary want to swing with us. That means, on some level, Mary is attracted to me, which is good. And what's the worst that could happen. We have a night of great sex followed by an awkward week at work? I don't see any way of my relationship with Mary degrading in a significant manner."
"Good. Since it goes without saying that there's no chance in hell that I'm sleeping with James, we need to figure out a strategy so that James doesn't take Mary and go back home before you sleep with her."
"I'm guessing," you venture, "that you already thought up of a plan to deal with that?"
"You know me so well, babe," Carrie replies. "What we do is have each pairing at a separate place. Mary will go to your apartment to sleep with you, while I'll go to their house. That way, when either of them realize that I won't be sleeping with James, you'll still be able to fuck Mary to your heart's content."
"But, I mean won't James get mad and just call Mary and tell her to come home."
"We're not going to let that happen. I'm going to convince him that he doesn't want to interrupt you two. If that fails, then after Mary gets to your place and tells James that she got there safely, you're going to remove the SIM card from her phone, so that any call from James doesn't get to her."
"Devious. I would not want to be your enemy." you reply, once again impressed by Carrie's ability to manipulate a situation to fulfill her desires.
"Don't worry, I prefer you as my lover."
Soon after, Helen returns from the bathroom. You chat for a little while longer, but eventually you have to get to work. You kiss both of them goodbye, and head off, ready to rid your work of your greatest enemy.
How does work go?
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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