This story is being written by Jackie as a narrative of her progression from sexually inactive, to widower, to sexual active, to millionaire.
Edited by DRGRIFFIN
The Weekend before the Grand Opening
I walked over to Shannon's Saturday morning to have breakfast and ride with her to Anna's.
"I saw you and Edward walk out last night so I know your plan worked. How was it?" Shannon asked.
"I had a fantasy that was beyond what should be expected for a 50-year-old grandmother. And it beat my expectations. It was out of sight. Indescribable. Why were you there so late?"
"I was worried about you. But when I saw you and Edward walking arm in arm to the car with your ass beet red, I knew it was good." I could only smile and wink at her. Shannon was happy for me. "Did you get a package from Edward?"
"I did."
I had a package with a $5000 check and a note Friday night when I got home. It said the money was a bonus for the initiative taken at Phantoms and that it should be invested not spent. Shannon's showed me her note saying almost the same thing. The only difference was it said Shannon should talk to me about what to do with the money.
"My notes said to invest it," I started. "Monday when I went to see Edward he was on the phone talking to someone about an investment he is making in a company called Solvent Pharmaceutical. I think he is telling us to buy that stock. On the phone he said he had knowledge that a drug would be approved with 4 weeks and the stock could go from 1 to 10 dollars on the announcement."
"I think we should do what he wants," Shannon said pensively. "Remember Anna said he helped some people without calling attention to it. Let's open an online brokerage account, deposit the check, and buy the stock. We can do it tonight when we get back from Anna's."
"Sounds good to me. I don't feel right about taking the money but it is Edward's money and we should do with it as he wants. Yes, let's pick up sometime to eat, a bottle of wine, and have stock purchase party."
We went to Anna's. Again spending most of the day picking out outfits. We got 2 more outfits we could wear during the week and spent most of the time finding something to wear to the open house. After a lot of tries I picked a Halston Heritage tulip green evening gown. The V neckline plunged to the waist. It had stays and padding that kept my breast in place. It pressed them together so there was a mound of flesh on my chest. The back also plunged to waist showing almost all my broad back. Anna thought it looked glamorous. Shannon's was very similar but blue. They were second hand so it saved Edward a little money and kept us well under Edward's budget.
Anna also helped be with a pair of designer's jeans. They molded to my ass and looked quite sexy. I also picked out a white tube top that did not come close to covering either the top or bottom of my breast. Was not sure where I would wear it but who knows.
Anna also convinced us to try a pair of micro thong, three strings really, that had dangling glass stones hanging over the pussy lips. Anna said, "Edward will probably like this as much as no panties with really short skirts. But he may also spank you."
Again we wanted a swimsuit and gym outfit. Shannon pick a gym outfit that look a lot like a red bikini. The top did have more support than normal bikini. I struggled to find anything. I kept going to a sports bra. Then Anna showed me a yoga outfit that fit like a second skin. The top of the outfit had a deep U neckline that showed a lot of cleavage but plenty of support. It was dark blue with strips along each side that accentuated my hour glass figure.
Anna said as I looked in the mirror, "That is sexier than showing skin. Edward is going to love it."
"I agree," Shannon said.
I wanted a 2-piece swimsuit this time. None of the bikinis had enough support on top. So Anna but together a bikini bottom with a cotton bustier bra that could be worn with or without straps. They were both black. The bottoms covered my pussy nicely but left most of my butt exposed.
Shannon got really daring as she chose a nearly see through orange glow micro bikini. The material covered her tits and pussy but it was almost see though dry. I was sure wet it would be see through. Shannon was really in this now.
We thanked Anna, collected our stuff, got dinner and a bottle of wine, went to Shannon's condo, had dinner and opened an online brokerage account for each of us.
Lunch with Tiffany
On Sunday, my wild child daughter had arranged for us to have lunch at a restaurant between where we lived. She made it clear it was her treat. Tiffany had really changed her attitude toward me the last few months. Instead of avoiding me, she seemed to want a relationship.
"Hi mom," Tiffany said as I entered the restaurant. "Boy you look good. In fact, you are gorgeous. I knew you were working out but man I did not expect this."
"Thanks dear. And you too but you have always been gorgeous. So how have you been?"
We ordered a glass of wine each and a light lunch. The food was very good leaning more to tasty low calorie. Tiffany had chosen well. Most of the lunch we spent making small talk. Every time we got to our jobs the conversion got stranded and vague. We had a second glass of wine and kept talking after the dishes were cleared.
Finally, Tiffany said, "Mom, I want us to get closer and if we don't open up to each other about what we are doing, I don't think we can have the relationship I want."
"You are right. Let's show each other our cards. Want to come to my condo so we can talk openly?"
She paid the bill and followed me to the condo. It was about 3pm. I fixed us each a cup of tea and we sat on the patio. It was a lovely day in Florida and my patio was in the shade.
"I will go first," I said. So I told her all about the club and my role in it. The only thing I left out was my tryst with Henry and the punishment by Edward. I ended by showing her one of our flyers with me in the leather outfit being led by Edward. "That is me," I said pointing to me in the picture.
"Mom!" Tiffany yelled and laughed simultaneously. "You are a vixen." I smiled and laughed with her.
"Would you have ever imagined me in a picture like that?"
"No! You and dad were so straight. However, it does help me understand me. We are more alike than I would have ever known which makes it easier for me to tell my story. Let me start with an apology. I wasted your money by going to college for that year. All I did was party and of course my grades showed it. I really am not that dumb."
"I know dear and no need to apologize. That is part of being a parent."
"I really did feel guilty so I was not going back to college but I had no plan. I decided I had to get away from Detroit. I did not want to embarrass you and dad. More than that I wanted the freedom to do what I wanted without guilt. So I moved down here. It was almost by accident. I could not believe it when Francis moved down also. The first couple of years I worked in strip clubs making good money but I wanted more. I became friends with one of the bouncer at my primary club. His name is Early. Over a period of a few weeks we discussed starting a business together. I had sex with a few guys but was very selective about my clients and only he knew I was doing this. I only dated rich guys that I trusted. They paid me $1000 per night and usually it was to show off a beautiful woman in a sexy dress. Yes, I would have sex but it was part of the evening and was occasional. I did not do drugs. Early and I agreed to a 50/50 partnership. We put in equal amounts of funds to start the business.
"We hired a lawyer to work through the legal documents, formed an LLC called TifEarly Escorts, and hired three girls and one guy. I was in charge of the talent, developing new business, and he did security and accounting. We rented a small office space in a high end location and off we went. Long story short the business took off. To start with, I kept my 3 regular clients which helped with cash flow. I had a couple other guys who wanted services and the 3 girls brought in some business. Of course Orlando is convention heaven. The hardest part was vetting the potential clients. But we managed it. The business made money from the start and Early and I have added more and more services. One of our most lucrative is bachelor and bachelorette parties. We have even done some swinger parties but charge a very high rate for it."