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Chapter 3
by jk89
How many appointments today?
Only one, but the name grabs your attention (fucking the boss' wife)
You see that there's only one name on your schedule for the day and the rest of the slots are blocked off, which can mean only one thing, you're booked for a private massage at the client's house. That happens to be a service the spa offers, for a steep bump in cost of course, but one that none of the Massage Therapists are especially thrilled with. The extra pay you get isn't typically enough to match what you'd make with a normally booked day, plus there's the fact that you have to transport all of your supplies, including the folding massage table, back and forth with you from the spa. The name you see on your schedule today though, is one person you don't mind making an exception for. It's your boss's wife, Mrs. Denise Jensen.
Mrs. Jensen is actually your boss's wife from his second marriage. You've met the first wife before, and you can say, without a doubt, that he upgraded. Not only is the current Mrs. Jensen a pleasant woman, she's hotter, a good ten to fifteen years younger, and has an incredible body for a woman in her forties. Of course, you may be a little biased in your opinion of her, because you've also been fucking her regularly for the better part of the past year.
The story of how the two of you first had sex goes back nine months. You had been booked to give her a private massage a few weeks earlier and word came back that you did such a great job, she wanted you again the next time she scheduled. Again, you weren't too thrilled about losing out on the money, you were trying to work your way through grad school after all, but you don't say no when it's the boss's wife and you found yourself driving back to their house later that same month.
Things started off normally enough, with Mrs. Jensen answering the door to let you in and guiding you to the same room where you performed the massage last time around. She left you to set up the table and organize your things, then returned shortly after wearing a white, knee-length robe, but instead of having it tied closed, she had left the panels wide open showing off her body clad in only a matching, lacy, powder-blue bra and panty set. Not exactly sure what type of reaction she was looking for, you excused yourself from the room to allow her to get on the table, telling her you'd be back in a few minutes.
Had this been someone other than your boss's wife, you would have been more confident in trying to see if Mrs. Jensen was interested in more than just a massage, it definitely wouldn't be the first time a client was. When you first started this job, you found out that it wasn't unusual at all for some of the rich, lonely housewives to ask for a little more than the "standard massage" during these private sessions from the male, and sometimes even female, Massage Therapists, with you fingering, getting blown by, and even having the opportunity to fuck a couple of those women yourself, but you didn't think it was the best of ideas to jump to the conclusion that this was what Mrs. Jensen was interested in. You thought to yourself that she could just be someone who was a little more comfortable with her body and didn't mind showing it off, and from the glimpses that you had gotten of her, you couldn't blame her.
You guessed her to be about 5'6", and could see she had a flat stomach, curvy hips, toned thighs, and enhanced, D-cup tits that were supported beautifully by her bra. Her long, dirty-blonde hair was combed straight and fell down to her mid back, and bangs had been cut in that fell above her neatly sculpted eyebrows and framed her heart-shaped face. She had bright blue eyes, a long, thin nose that fit her face well, and her pearly white teeth showed when she smiled at you when you had excused yourself from the room.
Once you figured you had given her enough time to get herself situated, you knocked gently on the door and heard her call you back in. When you entered the room, you were pleasantly surprised to see that though Mrs. Jensen was on her stomach with the sheet covering her ass, she was propped up onto her elbows, which gave you a glimpse of her bare tits and her puffy, light-brown areola and perky nipples. You had to make a concerted effort to look the other way, but before you did so, you swear you saw a sly smirk appear on her lips.
You decided to make your way behind her so she wouldn't see the bulge that had started to form in your pants, picked up the bottle of massage oil, then applied a liberal amount onto your hands, and mentally scolded yourself for even thinking those things about your boss's wife, knowing the most likely scenarios would be that she either saw your erection, became uncomfortable from it, told her husband, and you got fired, or she actually wanted to fuck, her husband found out, and you got fired. Knowing that you needed a job more than you needed pussy at that moment, you managed to focus back on your job, and got started on her neck, shoulders, and upper back.
"Mmmmmm David, that feels soooo good!" Mrs. Jensen had moaned out as you kneaded the tissue between her shoulder blades. "You don't know how much I've been looking forward to having those hands of yours stroking and rubbing my body again. Since you massaged me that last time, I haven't been able to stop thinking about you. Ooh, fuck, you sure know what you're doing."
"Well thank you Mrs. Jensen." you had replied, trying to remain professional, but thinking that was an interesting way for her to phrase the compliment, and the sexual tone of her voice did nothing to help calm the bulge that was still uncomfortably confined to your pants. "It's always good to hear someone appreciates my work." you had told her, then got back to work. As the massage continued, you tried to keep your words to a minimum, thinking that the less you talked, the lower the chance would be that you might say something that could be misinterpreted or get you in trouble. As you moved down towards the small of her back, she started talking to you again, sparking up a new conversation.
"So tell me David, is my husband a good boss to work for?" she asked you.
"I think so, yes." you responded, happy to talk about a different topic that was unlikely to get you into any trouble. "I know a lot of the staff feels the same way that I do as well." you continued. "He hires staff that know what they are doing, doesn't micromanage them, and is willing to accept input from the employees, plus, from my point of view, he's very generous and takes a lesser percentage from booked massages than most other places in the area." you finished.
"Well, it's good to hear that he's not an asshole to his employees," she said to you, "but that might not work out in my favor. You'd probably be more willing to listen to my offer if you thought he was a dick, but I'll propose it anyway. See, I agree that he really is a great guy, I wouldn't have married him otherwise. He treats me well, and, of course he's got money, but his dick just can't keep up with my needs anymore. Can you believe my husband can't even get it up enough to fuck me unless he takes a Viagra?!" she asked, shocking you with a piece of information you're positive your boss wouldn't want you to know.
"Well, I've got needs beyond emotional and financial." she continued before you could regain your composure and respond. "What I also need is for my pussy to be stretched out by a thick, hard cock on a regular basis and what I'm looking for is a nice, young fuck toy who's willing and able to do it. There's some talk about some additional services you've provided to some of your massage clients that I've overhead in the women's locker room at the spa, and it sounds like you'd be perfect for the job. You think you're interested in taking me on as a regular client?"
A multitude of thoughts flew through your head at that point and you're honestly not sure how long you actually stood there contemplating her offer. Your clients are sharing stories about you fucking them? Apparently they're not as discrete as you'd hoped.
Did you want to cheat on your girlfriend with this sexy MILF? Though your relationship with Tia had been becoming more serious, your answer was still a resounding abso-fuckin'-lutely!
Would you feel guilty being the one to help Mrs. Jensen cheat on her husband? Well, even though he was a good guy to work for, you also knew a few things about him. There's the rumors about him also being less than faithful with some of the lonely, neglected clients at the spa and, even more damning, is the room you caught him jerking off in one day that peeps into the woman's shower, though that's a story for a different day.
*If you're interested in reading about the peep hole, here's a direct link to that chapter:
https://chyoa.com/chapter/The-supply-room.665366
Was fucking her actually worth the risk and could you two actually get away with a long term arrangement that she was suggesting? This was the one question that caused you to hesitate a bit right now.
"I don't know if that's a great idea Mrs. Jensen." you finally managed to spit out. "I really need this job and if your husband ever found out... " you started to say, but never finished your sentence as Mrs. Jensen grabbed the towel that was covering her ass and threw it on the ground, then arched her back and lifted her hips off the table, exposing her puckered, brown bunghole and the lower half of her shaved labia.
"Oh David, I don't plan on talking about things like those dumb sluts in the locker room did, and you could just think of this as an extension of your job. I'll keep scheduling massages with you, but instead of massaging my back with your hands though, you'd simply be massaging my pussy with your dick." she said, with one of the weakest defenses of infidelity you'd ever heard. "You don't have to make such a hasty decision right now, though, why don't you think it over while you finish up my massage. Now, I think you've done enough on my back, but my glutes and my inner thighs could really use some work." she said, wiggling her curvy rump side to side and, not so subtly, hinting even further at what she really wants you to work on.
Though you hadn't consciously come to a decision yet, the more primal side of your brain apparently did. Moving on autopilot, your hand reached for your massage oil and started pumping the lubricant onto her naked ass cheeks and her exposed butthole.
With your cock now painfully hard, you found your hands spreading the oil around, moving in circular motions, which caused her labia to part slightly and give you a glimpse of her juicy pink center, while also ensuring every inch of her skin was coated and glistening. It was almost comical how quickly you went from hesitating to more than willing to give her exactly what she wanted, but if you're being honest with yourself, you're a bit of a man-whore who hardly ever says no to some strange pussy, so it wasn't very surprising. With any of your remaining reservations now pushed into the deepest recesses of your brain, you began kneading the firm, but supple, globes of ass flesh under your hands, making Mrs. Jensen purr in pleasure.
"Mmmmm David, I love having my ass rubbed and played with. Are you an ass-man David?" she asked, obviously pleased with how things were progressing and curious to see how far you were willing to take things today.
"How can I not be with you?" you remember responding, giving Mrs. Jensen a pretty good idea of how far you were willing to go, then removed almost all doubt when you followed up with "You should see how incredible your ass looks from this angle. I definitely don't need any Viagra around your, you've got me rock hard right now!"
"Oh no, I'm sooo sorry David." she had said, without the least bit of regret in her voice. "But seeing I'm the client, and you're the massage therapist, you're the one who's job it is to make sure I'm taken care of and not the other way around. Don't worry though, if you do a good job, I think you'll be more than satisfied yourself."
"You are right about that Mrs. Jensen, you're the client and you're in charge. So tell me, do you want to keep teasing me by making me massage this fantastic ass of yours, or is there somewhere else you want my attention?" you asked her, certain of the answer that was to come.
What does Mrs. Jensen say?
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A Saturday to remember
You get to live as a 28 year old in the prime of his life. You have a wonderful, sexy girlfriend but also other women throwing themselves at you. How will you choose to live your day?
You get to live as a 28 year old in the prime of his life. You have a wonderful, sexy girlfriend but also other women throwing themselves at you. How will you choose to live your day? Do you try to stay faithful? Or is today the day you start cheating on her?
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Updated on Dec 24, 2024
by jk89
Created on Feb 16, 2019
by jk89
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