Chapter 40: Fiancées, Partners, Lovers, and Friends

Friends!

That word understated what I had in my life so much that I wanted to rewrite the dictionary in some way.

I sat in my living room with a group of my ‘friends’- a group that started to develop three years earlier when I found Wendy hiding out in my car. Before that, I’d essentially been a hermit except when I talked to customers about their systems. We were all reminiscing about our time together, and thinking of some highlights. I had my own list, yet I patiently listened to some of the others, even laughing at some of the revelations.

First off for me, there were my six fiancées: Wendy, Tracy, Misty, Holly, Dakota, and Lauren. I loved them and they loved me. We all shared the philosophy that each of can love more than one person at the same time. Of course, we include sexual love in that definition, and that led to each of us having a broad spectrum and criss-cross of relationships, not only with each other, but also with our other ‘friends’ – female and male.

Wendy scared the shit out of me, almost literally, three years prior. One rainy morning three-years earlier I discovered the sixteen-year-old sleeping in my unlocked car in front of my house, and my heart leapt into my throat at the surprise she created. She was a runaway. She turned out to be local, and also smarter that Einstein, and she was partway through college. Through Wendy, I met her best friend Tracy, also a brilliant college-enrolled sixteen-year-old.

Wendy and Tracy liked me – a lot. We started making love almost as soon as we met, and they thought nothing of sharing with each other. Eventually, I was also shared with Tracy’s mother, Penny. I loved the three of them dearly, and in the process, I discovered how much love I had to give.

I sighed. Penny’s mom died only about six months later from some crazy auto-immune bug that took her out in a few days. I became the guardian of the two teens and between the three of us, a shitload of money. We pooled the money, sold my house, and bought a big fixer-upper that we have lived in for over two years with many other people that had come along, mostly my other fiancées. I’d planned to flip the house, but we’d customized it to our needs and loved it, so we were in it for the foreseeable future.

We got the girls solidly in college again: Wendy studying computer science, and Tracy aiming to be a biologist. Some internships turned into part-time work and distinguished bonuses for both of them: Wendy at Retail Solutions, where I worked, and Tracy at the Marine Research Lab and Aquarium out on City Island. Since they graduated with their Bachelor’s degrees from the university, they’ve taken full-time jobs at those places, but are taking graduate courses towards their Master’s degrees.

Shortly after embracing the Wendy-Tracy duet, they brought a slightly older couple into our group that they’d met at college – Lauren Peters and Scott Goodwin – both nineteen when they joined us. Lauren was a pretty lithe woman that was highly attractive and desirable. They were in love, horny, but Scott was unbelievably naïve about life, sex, and women. We were asked to tutor him. I was also asked to love Lauren and to show her what was possible so that she could help Scott along. The two of them became fixtures in our small group, and later the two of them moved into the big house and did renovations and redecorating in lieu of rent. Scott got smarter about lots of stuff before he graduated college and started grad school. He also proposed to Lauren, so she is also engaged to him. Lauren works nearby in a law office and wants to become a paralegal.

Misty picked me up at a dance club. I’d taken the teens there to dance and to see how older young women dealt with the wolves in such places. Misty was curious about the young girls with me, danced with me, and then started to hang out with us. She was and is a local school principal, but close to my age. Misty was also bisexual and horny.

Not too many hours passed before Misty joined all of us in bed, and the next I knew I was in love with yet another beautiful woman. I never thought that geeky-old me would ever be with three women that stunning.

We’d found out just three days earlier that Misty was carrying my baby – our baby. We are excited and she is floating on air to be in a family way. I noted how everyone sitting in room was sharing in her pregnancy experience.

Along the way, after meeting Misty, we starting having weekend parties that got rather sexual. Some handsome men were included that the girls met, so we had some balance. For a birthday party, we decided that all of us had to invite somebody ‘new’ that likely wouldn’t mind the rampant and swapping sex that had started in our group.

I asked a gorgeous woman at work named Holly Lantham. She accepted, and she’d already heard a little about the sex parties from Wendy. Holly and I also fell in love, despite the complication that she was engaged to a man named Michael Ross who was on a nine- to twelve-month assignment out in Oregon.

Michael approved of Holly ‘dating’ me and later even our falling in love. (More about Michael in a minute.) Holly proved to be a ‘hot date’, and soon became a steady in our group of sex-hungry men and women. Holly was a stunning woman close to my age of thirty then, and she was working in the marketing area at my company – Retail Solutions.

Holly had also just announced that she, too, was pregnant – fortunately by her primary fiancé Michael. In a few months the whole nature of the house would change as babies started to arrive. I had a feeling there might be more that I didn’t know about. We joke about pregnancies being contagious.

Among the prettiest women in my company, there was also Dakota. She was the CEO’s executive assistant when I first met her. For another party where we again decided to widen the number of people we’d include, I asked Dakota. She was stunning, and also had heard a bit about what went on at our gatherings. She came and soon became another over-sexed groupie. Later, Ross Howard, the CEO, moved her into a line position so that she had some kind of career track on which to earn promotions and more money.

I proposed to those six women, making them my fiancées. We have what we call ‘open engagements’ since we are having sex with each other and with others in our larger group. We love each other, and are special for each other.

There are four ‘near fiancées’ in my life: Lola, Monica, Molly, and Stacy. They share the same values with us, but are newer in our circle. I love them, even Stacy the newest. Lola and Stacy were runaways, just like Wendy.

When we first met and fell in love, I thought of Lola as a little young to become a full-fledged fiancée. She was about to turn seventeen, and even though she was close in age to Wendy and Tracy, she was still in high school and consequently less aware and sophisticated, whereas Wendy and Tracy were nearly finished college and had a wider range of experiences and learnings.

Lola had run away from Tennessee and was not local. Her reasons from coming to Florida were a little sketchy, but I think they boiled down to she wanted to be free and an adult. She blended into our group perfectly. If it was the love and open sex that she wanted, she found it in heaps once she started to hang out with us. Lola got emancipated and stayed with us.

We learned that she had been a C+ or B- student at her hometown high school. Once she got established in our home, she pulled down straight A’s and was on the honor roll every term. Lola started college a few months ago, and she still works at Porter’s restaurant, mostly as a hostess or maître d’. She even created a staffing chart on her own time that everyone loved to use. The boss gave her a nice and unexpected bonus of $1,000.

She took to dressing upscale like Wendy and Tracy, so instead of high school or college grunge, she is usually dressed in modest heels, sharp looking stovepipe slacks, and a pretty blouse, often with a blazer or chic jacket. She always looks sexy and sophisticated. She became an ‘influencer’ in the local schools as others emulated her fashion statement. She became an official fiancée about six months ago when I gave her a ring – so I have seven fiancées as of today.

Monica and Molly were even ‘newer’ to what some of the guys called ‘my harem’. It wasn’t that I didn’t want them in my close-in group when they first showed up, I am still getting used to having them around both physically and sexually.

Monica, of course, remains my ‘work wife’ – a term of dubious distinction. She has been my secretary or AA since I got promoted to vice president a year ago, and she also has my back in all of the politics and goings-on in the office. I think she is worth solid gold and tell her so. Despite her being married to Nate, I love her.

Ross Howard, the CEO of Retail Solutions, knew that I had a special relationship with Monica. His old executive assistant, Dakota, had told him at my urging. I didn’t want to be accused of favoritism in how I treated her regarding a raise. She was topped out in terms of any promotions unless she did what Dakota did, and went into a line position. I conferred with Ross on her semi-annual HR evaluations and raises, and he did the reviews personally. We offered her a chance to take a different career track, but she wouldn’t leave my side.

Ross chided me as ‘locking up’ all the gorgeous, hot women in the company. He was right, in a way. I had four company women – all stunning – either living with me or often in my bed: Wendy, Holly, Dakota, and Monica.

Monica knew that if she hadn’t been married that I’d have proposed an engagement to her. She was content with the way our relationship unfolded and she remains married to Nate. They are around the house all the time, so the effect was about the same.

I had proposed to Molly Tyler not too long ago. I met Molly at a toga party where I was kind of chaperoning with Jill Towles. Molly just latched onto me since Jill had gone off on her own. We became an event from the get-go. Molly didn’t want to be engaged until she was ready, and promised that she’d let me know. She is around the group all the time, and we all love her. She was a senior when we met, and recently has just about completed her doctoral coursework.

The last young woman of that second group is Stacy Dillon. She was another runaway, mostly because she had done a very bad thing: she seduced her mother’s live-in boyfriend. When she realized where she would stand in the shitstorm that would soon follow, she ran to Florida from North Carolina, and per chance ended up befriending Lola when she started to look for a job and a place to crash. They were about the same age.

Stacy’s mother ripped her a new asshole over the phone several times, and slowly cooled off. Had she gone home, I think physical violence might have ensued. I talked to Katy, her mother, several times trying to sooth the waters and gradually over months, things calmed down. Katy made a one-day visit just before Christmas that year and patched things over with her daughter, but she left her staying at my house in Sarasota. She had taken to dressing up like the other teens for high school, and her grades were nearly straight A.

Stacy turned out to be quite hormone loaded. She was just about the most hyper-sexual person in the group. She was up for sex morning, noon, and night. At least she kept her sexual activities to our group rather than expanding into the school. Some of the guys called her a sex maniac and a true nymphomaniac. I can only agree.

Stacy would like to become a fiancée, and probably will within the next year. Like Lola, she’s a freshman at the nearby university and I want her to get deeper into her college career and have a little more maturity before we take that step. In the meanwhile, she’s often in my bed or vice versa.

There was a smaller group of women that I also thought of lovingly, but as of yet, I hadn’t gotten to the point of thinking of them in either of the above groups. These were Jill, Taylor, Anna, and, if I was being neighborly Nicole Grace and Sandy Meadows.

The latter two were next door neighbors on either side of me. They were swingers, and often showed up at one of our weekend parties hoping for some new meat in their pussies. Their husbands certainly liked the younger pussy. While they like us, their presence is purely for recreational sex. They weren’t there for love or any deeper emotion than whatever their next orgasm might inspire.

Grace and her husband Bob are in their early sixties, and Sandy and husband Rich were in their fifties. They apparently were having sex with each other, and also going to swinger parties on a regular basis. They’d brought some great people to our parties when we wanted an expanded guest list, and they’d also assured us time and again about their purity in STD tests.

I’d gone to a couple of their swinger parties when they were next door. Wendy and Tracy came, too. The parties were fun, but we were the youngest there by at least a full generation, so we didn’t do that too often.

Jill Towels or Jill Studmaker, her professional name, lived in the house, but sometimes I didn’t see her for weeks. She was super smart, like Wendy and Tracy, and rebuilt her technology security business from scratch after abandoning a similar business on the west coast so that she could move east to be with Michael and the rest of us.

After a year with us, she confessed that she was practically printing money based on her technology work. She had a narrow and important niche, and companies were begging her to come and help them. She typically charged them $1,000 an hour - $8,000 a day! She was also busier than eight hours a day and she often worked over the weekends. As she said, this was the time in her life to gather nuts for her nest. She wanted to retire early or back off ‘sometime soon’.

Jill also had a second career that was over a decade old. She was a porn star. At least once a month, she’d go off for a few days and be ‘on camera’ in some bed, sofa, or other setting getting the stuffing fucked out of her by one, two, three, or more hunky gym rats – all on a video. She was demanding a cut of the action on her films, and got it; thus, she was also getting royalties – and she was a popular adult film star.

Jill persuaded me (and Michael) into appearing in some of her videos. We did, but our faces were never visible. I find great humor in having been part of the meat that she enjoyed in a few of her videos.

Taylor Bliss and Anna Thurber were graduate students at the nearby university when we met and had initially been invited to one of group sex parties to celebrate somebody’s birthday. They liked the action and kept coming back.

Taylor’s specialty is anthropology. She had just starting working on her doctorate when we met, and is still taking the advanced course work. She is planning on using our ‘group’ as one of the student tribes in her doctoral dissertation research. We aren’t sure what that would be like, and she doesn’t yet know either, but in another year or so we’ll find out.