This story is being written by Jackie as a narrative of her going from sexually inactive, to widower, to sexually active, to millionaire. Many of the characters are older so keep that in mind before reading. Also Edward dominants female employees which you may find objectionable.
Edited by DRGRIFFIN
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Introduction
Hi, my name is Jackie. I am now a 55-year-old widower. I have become a millionaire in the 5 years since my husband, Carl, died.
I met Carl in college. I was a freshman in the English Department. Carl was a senior getting a BS degree in Engineering. We married as he was graduating with a job that moved us to Detroit, where we lived until Carl's death. I was 19 when we married and not bad looking but not the prettiest girl around. I was 5 foot 6 inches tall, 36 D top, 27-inch waist and full 39-inch hips. While not overweight at all I was not small either. I had very black wavy hair, blue eyes, full lips, and a big laugh.
I became a stay at home mom with two girls. One of my girls, Francis, graduated from college, married, and moved to Florida. She was very responsible. They had one little boy at Carl's death and making a good living in Florida.
My other girl was a wild child, Tiffany. She moved south after dropping out of college and never discussed how she made money. But to her credit she never asked for anything. She was a better looking version of me. She was more endowed up top than me at her age and worked at her looks more than I ever did.
Carl made a good living and I thought we were heading to a comfortable retirement. Our only real extravagance was belonging to a country club in Detroit. Carl loved golf and was very good at it. While I did not play golf, I did enjoy riding with Carl and acting as a caddy. Carl had a light bag that I carried on for him when he did not want to ride in a cart. His group seemed to enjoy my company and I certainly enjoyed theirs.
Carl and I had a very traditional life including our sex lives. Carl lost interest in sex as he hit 50 and seemed that I did also. It was not soon after he was diagnosed with terminal cancer with the only question being how long it would take. Of course, I know the answer now was 3 years. I was 47 and had stayed physically fit. The biggest change was to get a larger and fuller up top with my bra size becoming a DD. I also picked up a couple inches in the waist and hip.
When Carl started the chemo treatment he could not work. He did get a medical leave. He needed a lot of assistance both when he was home and several periods of weeks in the hospital. The cancer just simply ate him away and by the time he died we were both ready for it to happen. The 2 plus years I took care of Carl I let myself go. The stress was just so hard to contend with I ate all the time. I was big all over but my boobs seemed like balloons that kept growing and my ass could have its own zip code. I did not weigh but I was probably about 200 lbs.
For the last 6 months Carl had hospice care. While Carl was very sick which made me sad, it did help me as Carl wanted me to get out of the house. So I started going to the Gym and indoor lap pool at the club almost everyday. It was a great stress reliever to exercise. I also changed my eating habits. I dropped close to 50 pounds in those 6 months and firmed up all over. My boobs however stayed large, a 37G cup. My breasts were round, full, and very white which made the large dark areola really stand out. My nipple also could get large and protrude when played with. There was some sag of my breast when turned loose but I did not look like a grandmother. I was 41 to 42 in the hips with very full heavy cheeks. I had a flat stomach but my waist was 32 inches. I was what most people would call a BBW. I weighed 160, was very strong for a women and in good aerobic condition.
Before Carl died we had time to review our finances. Well, to say the least it was depressing. We owned our house but prices were depressed at the time in Detroit. The insurance had paid a lot of the cost for Carl's care but far from all. The remainder ate up most of our savings. We agreed that I should sell the house as soon as I could after Carl died and move South to Orlando close to my daughters. Francis wanted me to move close to her. She lived about 50 miles from the wild child. That sounded good to me.
So I sold the house and moved to a small condo in a golf community close to Francis and about an hour's drive from Tiffany. I had about $300k left after I paid everything off, moved, and bought the condo. This left me about $50k to live on until I could find a job. So I needed to find work soon. I did not want to ask my daughters for financial help, maybe pride but clearly I was too young to start being dependent.
Jackie moves to new location and starts her new life
So I was 50, blue eyes, long dark hair, shapely, somewhat attractive middle age widowed women with little social life in need of a job with no real experience. My sex life had been non existent for several years now. I was so worried about finding a job, I just could not think about sex. I did not even masturbate.
I started applying for every job under the sun for about 3 months. Most of the jobs I tried to get were as a secretary or clerical. I kept hearing over and over, you have no experience. But how much experience do I need? I knew how to use Word and Excel but it seemed not to matter. Out of desperation, I hired on as a clerk at a local grocery but I did not like it much and it barely covered my basic expenses.
I had two pleasures during this time; the Y was 20 minutes from the condo I bought and my grandbaby which I saw a couple days a week. The Y had an indoor pool and I really enjoyed swimming. I did occasionally see Tiffany and we were becoming friends for the first time. She always seemed to have money and always bought lunch for us and even offered me money. But even with these pleasures, I was depressed. I wanted to find something more meaningful.
For 3 months I clerked and continued to look for another job. I had rejection after rejection. I saw an ad for a local club that was opening soon and looking for an outgoing mature women capable of attracting members to the club. I did have experienced with Country Clubs, so maybe this one would be possible.
I got dressed in my most professional outfit and went to interview with the club's owner, Edward.
Edward explained to me that this was a golf oriented club that had failed. He bought the property several years before and developed a good portion in high end single family housing.
He did not say so but I think he made a lot of money doing this, keeping the club house on about 50 acres of gorgeous land. He wanted to turn what was remaining into a more exclusive club for open minded people. When I asked what he meant by open minded, he said he was still working on that.
Edward, did want to have a small executive golf course that could be played in under 2 hours, tennis, gym, outdoor and indoor pools, and the Club House had already been modernized with rooms for entertainment, dining, cards, and a game room. He said the appeal would be to men and women that wanted to play in an open minded way.
Again, I asked what he meant by open minded. Edward finally said, "I am thinking that we would have the standard things but add something more sexual in nature. Maybe we have nights for swingers. I had thought single's club but decided not to limit. If we have waiters and waitresses dressed provocatively or encourage a dress code of a more sexual alluring. Maybe we have theme nights that encourages exhibitionist. I am still working though the details. I have hired a few key positions and they are beginning to hire staff. We are close to opening and I have about 20 people ready to sign up for something like that."
"What position am I interviewing for?"
"I am thinking of membership manager. I wanted someone more mature and attractive for the position and you fit the bill. I also wanted someone that is open minded about sex. If we are going to advertise an open minded attitude toward sexual activities, then the person out recruiting new members has to represent that attitude. Think you could do that?"
I thought for a long time. Edward patiently waited. I thought to myself, there is no way, you have not even had sex in years. Yes, you are attractive for your age but you are old and certainly not thin. After an extended of time I said, "Can you be more specific about sexual activity I would have to participate in?"
"I don't mean to be a prostitute but I would expect a look that is seductive. Right now you look like an accountant not a membership manager for a provocative club. I would expect you to help the event manager, go to area gatherings, market, and talk people into joining the club."
