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Chapter 1: The Setup
Sometimes it's difficult to describe where the story began when you can't get off your mind how incredible it finished. This is certainly one of those stories. I won't get too far into the details as to how I began seeing a married woman, though she was not the first older woman I wooed, and my youthful age provides such odds that she will not be the last.
I confess I have a type, and its women four to twelve years my elder. Perhaps that fascinating, and I am sure in parts alarming, timeline is for another sit down. Man wants what he most certainly should not have.
I will share that this evening occurred within the first couple months we began truly learning about one another. To this day, I can count on my hand the amount of times our secret was almost exposed, though she has been many more times, exponentially. For the past couple years we have been discreet and disciplined through our erotic adventures. This, however, was the only occasion that our secret had been threatened to be exposed.
I first met Juliette at a coffee shop several years prior to this story, and many more years since the date I write this. I still remember how she looked in black, legs crossed as she concentrated on her laptop screen. Her dark chocolate brown hair was woven into the perfect French braid that rested on her tight muscles showing through the open back of her dress.
The sunlight through the front window reflected off her blue eyes, demonstrating the angelic characteristics I would learn so much more about.
Yes, her ice-blue eyes had me a frozen fool, playing the role of creep that I did not go into said coffee shop to perform.
Despite her determined focus, she had caught my brown eyes on a few occasions studying her. I could see her focus had diminished. I had broken through her professional shield. She had caught me enough times that I could tell she was spending less time thinking about the content on her screen and more about the next time she would look up to see if I was still undressing her with my eyes.
I was.
She began biting her nails, I imagined out of anxiety of being the prey left all alone, waiting for me to make my move. Then I noticed a third sparkle from the sunlight, and I eyed the engagement ring on her left ring finger.
Shortly after this discovery she closed her laptop and her crystal blue eyes stared into my soul. She was tired of being the prey, though it would not be the last time she enjoyed this role. I took this as an invitation and introduced myself. Her eyes sparkled even more, her smile beamed brighter, and I loved the sound of her laugh. Truth be told I love many sounds she makes.
We remained close and I stayed her confidant through her first two years of marriage, and her first year as a mother. Then, through a much more complex series of events, the learning began. I had moved out of state and would call her when I was in town, and this evening began the same way, albeit very early in our intimate phase. We had only had a night or two alone prior to this fateful evening.
...
It was a few ticks before eight on a Friday night in February. It was freezing as sleet is slippery.
The forecast predicted a whopping high of eight degrees that night. I waited patiently in the parking lot of her local grocery store as I had done the last time I met up with her for a rendezvous. It was only a few miles from her home and we agreed it would be a convenient location for her to leave her car for our date nights.
I recognized the headlights of her Dodge Durango in the distance, its exterior black as midnight. I flashed my lights as her headlights entered the parking lot so she knew where to park. She pulled in beside me and greeted me with a smile I knew well. Jules was as innocent as women are born. When I met her she had only been with one man in her life, her husband. She was raised Catholic, had incredible parents, and was the best mom to her one-year-old daughter.
I bring this to light because she has a very innocent smile, but she also has a version of the smile that displays a different message completely. The smile she gave me tonight as she looked at me from her passenger window, was what we both refer to as her "Come and get me" smile. I could feel my heart racing, the bulge in my Wranglers expanding. She knew what she was doing, and she enjoyed every second. I would let her too. It would be my turn soon enough.
Finally, she whipped open the door to her car to reveal her long, dark pea coat, navy blue slacks, and heels to match.
I began to think about that petite body under her coat, how after I stripped her naked on the only night we made love her slender body trembled with anticipation. There was so much tension in that hotel room I thought the whole room would explode.
I lifted her up with ease and pinned her back against the wall of the hotel room, her legs dangling down from my shoulders gently tapping against my back. The noises her sweet mouth made as I tasted her, my tongue massaging insider her and my beard rubbing against inside of her thighs.
With one swift movement I lowered her body from against the wall above me into the bed next to us, mounting her for the first time. I still remember how she cried out when my tip was inside her, it was the most magical melody I had ever heard, making my cock even harder as the rest of my cock penetrated her tight vagina.
I was awoken from this memory as she climbed inside my truck, travel bag and purse in hand, kissing me on the cheek as she got herself comfortable in the passenger seat.
"I missed you," she said warmly, and she wrapped her arm around mine. With that same arm her hand extended from my thigh to closer to my belt. My heart raced faster, among other physical responses. Her eyes were now that of a doe, and I began to rue how easy she could play with me. I was determined to make her pay for that later.
As I began to drive, and it had only been a matter of minutes, she announced proudly, "I have a surprise for you later tonight." My excitement had just settled down, and I could feel the intensity building again. I looked over at her with a curious smile and she looked down at her navy slacks. It was then I knew exactly what she was referencing.
She had been freshly shaven during our first time and I had asked her during pillow talk if she had ever left it grow. Her response was that she only let it grow during her pregnancy, and I regretted not stripping her naked then. She was even more radiant pregnant with her first child. The compromise, while our heads lay on the same pillow, was a landing strip.
That had been two months ago, and I could only imagine the artwork she had crafted since. I began to salivate at the thought of stripping her cotton pants down to her ankles, putting my face between her legs, and ripping er skimpy panties down with just my teeth (like I had promised her I would) all to find that perfect, solo strip.
We drove for about an hour, catching up on work and life. We had decided for our date nights that an hour was the minimum distance for us to find a spot to spend time together. I was an architect's apprentice, working fifty to sixty hours a week, looking forward to coming back home to get lost in the sheets with a married woman. Architecture was the family business, and I was the fool who would rather move to a different state for work than receive a handout from my blood. The fool that moved away from her.
Jules' work was much more cut-throat, working for a small but competitive marketing firm, fighting just to keep her handful of clients. Her firm awarded bonuses every month to the consultant who brought in the most revenue for the firm. These were lump sums that would make the monopoly man blush. She had always been close, close enough to hear murmurs about the figures, but this month she decided close was not enough.
The size of the bonus was also related to the overall revenue for the month. She told me about her work rival, whose name I had recognized from previous stories but tonight when Jules talked about her it was different.
Jes-si-ca.
The way she said her name was adorable, pronouncing each syllable with a high pitch. I had never met Jessica, but I could tell by the way that Jules said her name, the woman was a bitch.
Well, long story short, Jessica was wooing a big-time client, "placing all her eggs in one basket" as Jules explained giddily. The punchline was that Jessica had lost the client at the close of the month to another consultant. That consultant being Jules.
I laughed in disbelief. It was oddly unlike her to be so jovial that ruined another person's month. She explained to me how she ran into the client at the coffee shop, knowing full well he frequented this location. She also heard in the break room that Jessica would have a closing meeting with him later that morning.
It was pure coincident that Jules applied the charm during this run in, happening to mention her success with a current client. It was also a coincident that during her story of success, it was also a story of missed opportunity by Jessica, and therefore undercutting her rival. Before she had even gotten to the punchline, she was holding the client's business card between two fingers and an eager smile on her beautiful face.
The news just became official today, and Jules took several attempts to demonstrate Jessica's face when she found out she lost the client, and that Jules had landed him. Despite the actions that were very unlike my sweet Jules, I didn't love her any less for it. In fact, it made me feel quite enthralled. Afterall, her passion was submitting to me, a younger man who did not wear her ring's rightful partner. The fact that she was cucking her biggest rival, and the company's biggest bitch, out of the contract of a lifetime only made our dynamic more powerful.
For the last several years, I had heard about the passive aggressive warfare this Jessica was pulling against all of the other consultants in the firm, mostly her female counterparts, but she sure did seem to like wrapping certain men of power around her finger as well. And here my mistress was, Jules, who quite literally would not hurt a fly so long as her name and likeness were not Jessica, landing the top client the firm had seen in over a decade. It was certainly something we would celebrate tonight, no matter how much I would have been concerned over her actions if I had not heard for years the destruction that Jessica brought to many.
Maybe I should have been concerned. Afterall, if I would have been, maybe I could have talked her down before the dominos began to fall.
Jules then pivoted into all the things she was going to do with the bonus for the fiscal year, which was now going to be the biggest any of her peers had. She whispered the figure into my ear and I nearly drove us off the road. She giggled at that. I was proud of her. She had been trough hell and was practically a single mother. She deserved the break of a lifetime.
Jules enlightened me of her pursuits. She wanted to take a trip, just her daughter and her. She was going to finally be able to start that college fund for her daughter, too. She then hinted at being able to use the money for a divorce. I looked at the wedding and engagement rings on her hand. She had taken them off for our previous date, and I felt mixed feelings about her wearing them now. I told her she needed to be sure before she made that decision, for her daughter's sake.
As if she woke up from a dream, she asked me if we were almost there. I told her we would be there in the next ten minutes. She became giddy. She unbuckled, which admittingly got me excited. The first time she had gagged on my cock was inside my truck, but I was parked on that occasion and my heartbeat assured me that we would be okay while driving as well. I called it a liar. While stationary she had made me closed my eyes and shiver like I was skinny dipping in the Arctic.
Instead of leaning over my lap, thoug, she shimmed off her peacoat and tossed it carefully into the back seat. She then whipped her leg around and straddled our seats and landed in the back seat. It was not an elegant landing.
"What are you doing?" I laughed, trying to keep my eyes on the road. I watched her in the rearview as she pulled her furry sweater over her head, revealing a simple black bra. I concluded this was also a likely way to get us into a car crash.
"No peeking!" she threatened me with a confident smile. Was she becoming the dominant one now?
It was hard not to peek, but Chivalry is not dead. I instead listened as she pulled her pants to her ankles in the crammed back seats of my truck. I wondered if she cared that we had already passed several cars, and none of my windows were tinted in any fashion, other than the faintest cover of pollen. I heard her unzip her duffle bag, and several minutes later she had climbed back into the passenger seat.
She now wore an adorable dark blue denim jacket, with a black t-shirt underneath. Her navy slacks remained, and I had began to doubt my hearing, as I was sure she had pulled them down. One tends to remember those specific sounds well. On her feet were a tan pair of boots. My married date looked absolutely breathtaking.
She leaned on my shoulder for the remaining minutes of the drive, catching me up on her favorite moments within the last couple months of her little girl. As that conversation ended, we arrived at our pre-planned destination, a spot an hour away in the middle of nowhere that we would never run into anyone we knew. Big Mike's Bar and Grill, the sign read.
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