Reunion At The Estate

Once again I found myself sitting poolside at home alone, other than the hurried activities of the household staff, the security team and my personal business manager. This had become quite the norm for me to be lacking a companion to spend my time with. I seemed to no sooner have a new flame in my life than they would move on when they realized my lifestyle was not compatible with their expectations.

Being wealthy enough to afford this lovely hilly, almost mountainous countryside estate on several hundred acres of pristine wilderness filled with streams and wildlife, the mid century modern style timber framed home blending perfectly into the natural surroundings. In the local area I am something of a reclusive multi millionaire, known for owning multiple businesses and many other properties to travel to, coming and going frequently weather it be by a small vehicle convoy or simply by helicopter from the estate to the local airport to catch a private flight to another property or somewhere exotic. The local women often fawned over trying to catch my fancy, a few were even very successful and developed a relationship with me, a couple even came as far as to move in with me for a short time, and one in particular I was lucky enough to ask to marry me before she decided that this lifestyle was just too much for her and we separated prior to our wedding day.

To protect not only myself but my investments and businesses any dates that ever made it to the house were always fully vetted by my staff and were required to agree to very lucrative non disclosure agreements. So far around the small nearby towns this had only lead to rumor and innuendo about what I must be like and the things that must occur out at the sprawling property.

Being honest about it, most of the time the reasons for the continuing string of on again off again relationships stemmed from my lavishing the women of various ages with vacations, spa treatments, cars, expensive jewelry, fine lingerie and designer clothing and shoes; but in return I required the assortment of women to be very open and adventurous sexually. Almost always this became where the break of the relationship would occur, eventually the women would get tired of my continuously more and more exotic sexual activities. Sooner or later, no matter the woman, they would find the desire to leave rather than continue. We would part ways amicably, they would be paid a calculated sum to keep the details of our relationship to themselves and I would once again find myself in search of someone to be the one.

As my assistant, Anne, came out to join me for a drink before heading out for a weekend off we sat at the poolside Tiki bar and enjoyed a Mai Thai while chatting. She encouraged me to have my driver take me into town for a night out to at least get out of the house. We toasted each other farewell for the weekend and I took her advisement to get out of the house into thought.

After finishing another drink I closed down the bar alone and made the decision to heed Anne's recommendation and head into town for dinner and a few drinks, after all I may as well go enjoy myself. I sent my driver a text and told him to get ready to take me to town for dinner.

A few minutes later he texted back that the cars were ready to leave whenever I was. After changing into some dark blue jeans and a light blue button down shirt I slipped on a nice pair of brown dress shoes and grabbed a nice black quarter zip sweater to throw in the car in case it got colder out while I was in town and jumped in the back of the car telling the driver to take me to one of the more low key local bars.

Walking into Mac's Tavern and leaving my driver and couple of security personnel with the cars I was led to a darker booth toward the back of the bar where I normally liked to sit when I visited. The owner wasn't in but the chef came out to visit with me and the staff knew to take care of me well as I was known about town for being a very generous tipper and often times would pick up the tab for several other tables when I did visit as well. I caught up with the chef and the waitress came over and sat my usual whisky Manhattan in front of me and I thanked her and indicated that I would have my usual for dinner as well while finishing my chat with the chef.

Sipping my drink and staring off at the wall I didn't even notice at first that a woman of my age had approached my booth. Snapping to focus on her as she was smiling and closing in close I fought to recognize her. I knew the face but could not make the recall of the now older but still familiar face.

Then she spoke "Mike? Mike, it's me... Jenny... You must not recognize me...".

As she spoke the memories came flooding back. There she was, my first ever girlfriend, the all American girl that had gotten away right before my eyes, I still wasn't clear on why she had broken things off between the two of us. "Jenny! Ohh my goodness, it is so thrilling to see you!" I quickly slid from the booth and stood reaching out to greet her with a warm and friendly hug and noticing that she was alone asked "If you're here alone, I must insist that you join me for dinner! We should catch up, shouldn't we?" Noticing that the years had treated her fairly well and guessing that she continued to work out and another guess that she had at least a breast lift performed if not some minor implants as her slightly larger than baseball sized breasts still sat high on her chest and her nipples poking at the fabric of her top would indicate that she was either not wearing a bra or had a cupless or peek-a-boo style bra on if anything. Her cute short blonde hair with a hint of gray showing making her light blue eyes sparkle just as I remembered. She still must spend a fair amount of time in the sun as her tan skin shown with a healthy glow. Her cute button nose still had the small jeweled stud on the side all these years later. I also made notice of no wedding ring on her hand and her tight top and nearly skin tight jeans leading down to a modest set of high heels in candy apple red made her look stunning and indicating that she was either out on a date or out looking for one. She immediately made me happy by seeing her.

"I guess we could catch up for a drink... I think you've grown out of my league from following your fortunes and the news about you. Not to mention the rumors about town of your reclusive lifestyle out on that spacious property you live on, at least that is, when you're here and not jet setting off somewhere exotic." Jenny indicated to me as she slid into the other side of the booth.

"You must not believe all the rumors you hear." I said with a slight smile, wondering what all she had heard about me. "I've been successful in life and I do enjoy the finer points in life as I can, but it can also be a lonely lifestyle of not knowing who I can trust. My business staff, security team and household caretakers seem to be about the only true people around me most days and they get paid to be there..." My slight smile revealing a hint of a frown. "What brings you back to town?" I inquired as I made eye contact with the bartender and indicated that she should come and take Jenny's drink order.

"My husband passed away recently and the kids are both grown and out of the house, so I decided to move back here where I had many happy memories growing up." Jenny replied softly, her demeanor seeming a bit saddened as she tilted her head down to look at her hands that were on the table but glanced up to regain eye contact with me.

"Well, I'm very sorry for your loss." I offered, not sure if this was the right thing to say or not.

Jenny smiled and replied "Don't be. He was not a nice man and I should have never married him."

I nodded, remembering back when I would listen to her talk about her family and her desire to someday get out and go off on her own, her mother was a strict, overly religious woman and her father was a violent alcoholic, not a good combination at all.

We spent a bit more time catching up and enjoying the casual conversation, reminiscing about old times, talking about her kids, what had become of them and where they lived.

After finishing the appetizers and salads and halfway through the entrees she suddenly blurted out, "I know you are not a normal person, Mike. I don't know what makes you tick or how you've come to be the way you are, but I do remember how you liked me. If it wasn't for me breaking up with you I am certain that we would have been together and still be together, but I wasn't ready for that then, I needed time away to find out who I was. I can see that you are a kind and considerate man, and although your sexual needs have been well rumored and talked about, you still treat the staff at all the places around town and the people that serve you well. And you still have the same sparkle in your eye and the same warmth in your smile that you did back then."

"Thank you, Jenny. That means a lot coming from you. I am a much better man now because of our time together. I would be lying if I told you I never thought of you. You are very beautiful and you still appear amazing." I smiled at her and felt the butterflies in my stomach flutter as the sexual energy began to rise between the two of us. "What did you mean by my 'sexual needs being rumored and talked about'?" I asked with some intrigue.

Jenny blushed and looked down, "Well, you know. There are rumors that the women that have been spotted coming and going from the house are not exactly normal looking or have the same interests. You've been rumored to be linked to multiple BDSM clubs in the area either financially or as an active member and some say you have been seen in leathers and fetish attire. Then there are the stories of orgies and group sex and polyamory. You have had several girlfriends that were seen coming and going dressed like sluts and wearing a lot of makeup and the rumor was that they were swingers or paid prostitutes. But... that all seems to draw me back to you. I never knew you like that, we were just a cute college age couple and you hardly ever even made any moves on me. One of the biggest reasons that I broke up with you was that I didn't think you'd ever be sexually adventurous enough for me." Jenny spoke fast and nervously as she almost spat the last few sentences out.

I reached across the table and grabbed her hand and smiled, "You don't need to be nervous or upset. If we are going to be honest, I will admit that almost all of those rumors are true and then some, and not one ounce of what the locals may think or speculate are rumors are false. I'm a freak. I'm kinky. And, if it weren't for you and your guidance when we were young, I don't know that I would be where I am today. After losing you I realized that in both my personal and work life I just needed to be forward and authoritative in what I want and drive to make it happen. As it happens it has made me incredibly successful at work, but it has left me without a true life partner on my personal level. All the women I've dated, and even the one that I had proposed to all said that they would love the lifestyle. At first I think a lot of them did love it with the money, gifts, clothing, expensive vacations and the like, but they all began to resent the sexually submissive side of the relationship. Occasionally I will submit for a specific kink or session but predominantly I am the dominant one and expect to have my submissive respond and act as told." I worried that I had over shared as I spoke and kept my eyes focused on her to gauge her reactions.

Jenny kept focus on me looking down slightly and a light blush came across her face and chest line, her nipples seemed to stiffen and prod at her t-shirt slightly more and she hesitated before she spoke. "You may be exactly what I am looking for right now." She said with a hint of trepidation. "My husband was abusive, not sexually, but verbally, physically and emotionally. I was a prisoner in my marriage, unable to do anything right. The sex was not good, he was very vanilla, doing it from behind was most times too adventurous or kinky for him and he insisted to use a condom other than the times we were trying to have children. He cheated on me, often and was never concerned with my desires or orgasms. In the last five years or so, the abuse worsened and his alcohol and drug abuse became out of control." Taking a breath she continued "I loved you, I think I've always been in love with you or at least the thought of you Mike. I can't tell you how many times I heard stories and rumors about you and wished I had never left."

"If we are being open and honest, then let's be honest. After we broke up, I did some research on BDSM, fetishes and submissives, it was all pretty foreign and intriguing. I went to a BDSM club in a nearby city and watched the goings on and it seemed to fit the mold. When I did my research it all clicked and the pieces of the puzzle started to fall into place, everything seemed to fit together so well. At the same time I started college and met a girl that I fell hard for and she was very submissive and open. I thought I'd found a real love with her and she did her best to please me, but ultimately she left and told me she had a boyfriend back home and needed to go back to him. It broke my heart." I explained, pausing for a moment. "I'm so sorry that your marriage was bad, that's no way for anyone to have to live. You are very beautiful, even more so now than before. If we can help each other find some comfort, we might find that we can fill a void for one another." I caressed her dainty hands in mine on the table as we waited for the bill to come, looking her in the eyes I asked "Would it be too forward of me to ask for you to come home with me for the night? No expectations, at least come see the house and have a drink. I can always have the drivers take you back home or to wherever you're staying if you feel uncomfortable spending the night. I have plenty of empty bedrooms so you wouldn't have to sleep in my bedroom. It would be a fun way to continue catching up... if you're interested that is... like I said I don't want to be too forward, or assume anything."

"That sounds wonderful! Thank you for the invite." Jenny said with a warm smile, her eyes brightening up as her demeanor changed to an excited anticipation.

We finished our meals and paid the bill, heading outside into the night air to walk over to the cars. Jenny grabbed onto my arm as we walked and we stopped at the front of the car where my driver stood waiting and asked "Where are we headed? Is the guest riding with you or driving separately? If she's riding along would you like another member of the detail to follow in her car or shall we leave it here?" The drivers were not anticipating that I would be leaving with a guest and their heads were not only scanning Jenny in search of any signs of trouble but the surrounding areas as well to ensure my, or rather our safety.

"We can all ride together and pick the car up later or tomorrow. Take us back to the house." I said and then looked at Jenny. "Unless, of course you'd like to ride separately? It's no problem for my drivers to bring your car along if you'd like."

Jenny shook her head. "No, I'm fine riding along. Let's go."

After sliding into the back of the car and getting comfortable, my drivers got into the front and took off to the house. Sitting with Jenny in the back, we relaxed into the seats and talked some more about past memories and what we'd been up to for the years apart.

We pulled into the driveway and the car stopped and parked. A few moments later the driver knocked lightly on the glass window in the rear to alert us and let us know he had gone and opened the doors. "All clear sir." He informed us as he opened the car door and motioned toward the house.

Jenny got out of the car and stopped and paused looking at the beautiful large home. The timber frame mid century modern design both elegant and modern but seemed to blend itself into the wooded surroundings at the same time.

The house was really an architectural masterpiece to observe from the front it appeared to climb out of the wooded surroundings as if the forest had birthed a linear masterpiece itself, the sleek lines and wooden detailing gave way to the light soft glow of light showing through the windows to the warm wooden finishes inside.

"It's so large... and so beautiful..." Jenny murmured almost to herself.

"Thank you. This is the most recent version of the house, a year or so ago we had a new wing added onto the home and the original was updated and completely refurbished as well. Let's head in." I smiled at her and lead the way through the front door, leaving my driver and the rest of the detail with the cars.

As we entered the home, Jenny gasped, her mouth falling open slightly. "Ohhh, this is amazing."

"Thank you, once again." I said and led her through the home and to the kitchen, the dark gray granite countertops, white cabinets, stainless steel appliances, white marble tile and a large center island were illuminated by the low level lighting and the moonlight filtering in through the large sliding glass doors that lead out to the outdoor entertaining area and pool.

"Please, sit. Make yourself at home, would you like a drink? A tour?" I offered, unsure if I was moving too fast.

"A drink would be wonderful." Jenny said softly as she went and stood by the large sliding doors overlooking the pool area.

"Wine? Beer? Something stronger?" I asked as I tapped the call button on the kitchen island and then strolled over to the windows to join Jenny standing beside her taking her hand in mine.

"Whatever you have is fine, I'm not fussy." She replied with a soft smile.

A few moments later one of the maids, Andrea, and the butler, Josh, came into the room.

"Sir? You called?" The maid inquired.

"Yes, Jenny would like a drink, we'll take whatever wine is available, thank you." I smiled and gave her hand a slight squeeze.

"Certainly sir, would the guest prefer red or white?" the maid inquired politely.

"I don't know, whatever the two of you think would go best." Jenny offered, a bit uncertain as she glanced back and forth between the staff members and I.

"White, please." I indicated to the staff. "Josh, this is an old friend from high school. We've caught up and have been having a great conversation, but the poor thing is still not used to my lifestyle, could you give her a tour and maybe introduce her to the rest of the staff, show her the bedrooms and bathrooms in case she chooses to spend the night with us. And when you return get some soft music started and bring her out to the patio?"

"Certainly sir, it would be my pleasure." The butler indicated with a polite nod and slight smile.

"Thank you both." I turned to look at Jenny and kissed her hand. "Jenny, you have a tour, meet the rest of the staff and take a while to relax and get comfortable. When the wine is chilled and the music starts, meet me out by the pool." I released her hand and stepped away walking toward the door, I left the room and went out to the patio, turning on the lights and sitting at the end of the poolside bar top closest to the house awaiting Jenny's return and collecting my thoughts.

Several minutes passed, and as promised, the wine and the music were brought out and placed in the center of the bar, the lights in the pool began to come on and the subtle scent of the candles burning could be detected.

Shortly thereafter the butler, Josh, and maid, Andrea, walked out onto the patio and took up positions behind the bar.

"Jenny was taken upstairs and she's looking at the bedrooms, sir." Andrea stated with a smile.

"She was nervous and shy around everyone, sir, but it seems she knows you quite well sir. She was blushing a lot." Josh commented as he prepared our wine glasses and set them down on the bar top.