The short synopsis of this story to date is included below, but reading the previous chapters may help.
This is the continuing story of a cuckquean, my wife, Ann. She had been reading cuckold stories on line and decided that she was a cuckquean, a kind of female cuckold. This was based on how enthralled and excited she became by imagining me having sex with other women. I was shocked, but she pursued it. She didn't show any tendencies toward the humiliation or denial part, but loved knowing I was having sex with other women. Apparently, this started with some voyeuristic tendencies about watching someone she was involved with have sex with another woman when she was in college, and now she got off on thinking I was having sex with other women. I didn't understand it, but she pursued it and I started doing so.
In the last chapter, Ann decided that with the kids getting older, that we needed to pull back. We did. There was one last fling with Anita and Bob, with Jo acting as my stand-in wife. But things went to a more standard monogamous relationship.
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Ann and I were sitting alone on the back deck and relaxing, not talking, when Ann did as she did the last time, she brought our recent lifestyle up out of the blue. It had been six months since she last did it. That was when she decided that we should pull back and I shouldn't be fucking other women.
"I wanted to ask you about our situation with you and other women."
"There aren't any now." I leaned back and relaxed, remembering some of the good fucks I had.
"I know. But I can change my mind, can't I?"
I looked up at her. "Yes, of course. Are you changing your mind?"
Ann shifted slightly in her chair. "Well, you know I've been watching some of the video we made of you and these other women. Some of it is quite good. I've edited the best of them and made some excellent viewing material when you are at work and I need something to get me off. I've also been thinking more about our interaction with them and, well, you know, how we played together."
Now she had my interest. "Which playing are you referring to?"
"Well, I liked ordering the women to do what I wanted them to do to you. I liked them being under my control." She hesitated and I could see there was more. "I also liked making them do some things to me."
"Interesting. You are not really a control freak otherwise. I wonder why that came about?"
"I don't know, but I want to invite someone over."
"You're okay with doing this even though the children are growing older? We discussed that we have to be very careful."
"Yes." Ann stared into my eyes. "I need this."
"Okay, who and when?"
"I have it already arranged for next weekend. I was hoping you would agree so that I wouldn't have to call it off."
I smiled at her. "Okay, and who is it?"
"It's a surprise. I have a scenario in mind and I want you to just go along with it, okay?"
I shrugged my shoulders. "Sure." She was going to let me fuck someone while she managed the scenario and ordered them around. Was I gonna say no? No fucking way!
Every day that week I could see Ann getting more excited about the upcoming event. I was, too. She wouldn't let me fuck her. She wouldn't let me touch her. But she still went through her normal daily routine, which meant that I watched her shower and put lotion on. This was enough to get me extremely horny.
Saturday came around and the kids were picked up for a day with the grandparents. They were going to go to a park and have a picnic and spend the night. They were overjoyed. That meant that tomorrow they would be tired and cranky. The grandparents spoiled them with late movies and ice cream. But I didn't squawk a bit since my mind was on other things. Mainly, who was going to show up to make an amateur porn movie, directed by my wife. Who was I going to fuck?
At 11am, my wife got a text and sent me upstairs to shower and clean up. She wanted me to trim my pubic hair closer to the skin. I grinned and went to get ready. When I came out of the shower, there were clothes on the bed. It was a pair of dress pants and a dress shirt. There was a note that said "No underwear". I had no problem with that. I was hoping not to be dressed long anyway. I even went barefoot since I figured my pants would not be on for long.
I dressed and went downstairs. As I walked down the hallway my wife was standing at the end filming and pointed to my office. I went in there and sitting there, demurely, was Mary, my former assistant. She stood when I entered.
I had had a couple of interactions with Mary. We never did anything while she worked for me, but the night she was leaving to go to a new job, she invited me out for a drink. It turned out to be with some friends who were having a get-together celebrating one's betrothal. (Chapter 10)
She, two of her friends, and I went back to a hotel where I got to fuck and play with her two friends because Mary got too drunk. The next morning, Mary woke up and confessed wanting to do something with me and wanting me to be the 'boss'. I ordered her to suck me, I bent her over and fucked her, and then I made her finish by sucking me off. I had one other interaction with her but we had both become so busy that we hadn't had time to get together again. Now she was here.
"Good morning, sir. I'm sorry that we have to work on a Saturday. I'm here to provide anything you need." The emphasis was on 'anything'.
"Thank you, Mary. Let me check my email and then we can get started with some things I need."
I sat down and starting checking email. Suddenly, Violet, one of my previous sex partners, came in carrying the camera. Ann followed and stood off to the side like a real director. She then pointed to me and over at Mary. I was not sure about what she meant, but Mary must have been previously briefed.