So the day after I welcomed my daughter home in my bedroom and with my son Derek watching us, I decided to take a trip downtown. I waited until evening, when the person I was looking for might be out wandering 4th street, near the Walmart. It didn't take long to find a tall brunette wearing a short black skirt, high heels and black tights, and a v-neck blouse showing off a too-perfect set of size 'D' breasts.
I pulled the car to the curb, and when she leaned into my open passenger window, she gave me the once over, and stated, "Well, lady, I don't see many like you around here."
I handed her a twenty-dollar bill and asked, "Can we talk for a few minutes?"
She opened the door quickly and slipped inside, setting her hanging purse on the floor between her feet. "What's up darling?" she asked.
I said nothing and drove up to the parking lot and parked in the back, away from lights and cameras. I turned the cover page of my phone toward her and asked, "I'm looking for the cute girl who takes care of my husband sometimes. Does this guy look familiar?"
She looked panicked and spit out, "Oh, lady, I don't want to get into any of this, okay?" She seemed like she wanted to jump out, even before I stopped the car.
"No, no. Relax," I explained, "I'm here to arrange a date. My name is Vicki and that guy in the picture is my husband, Bill." She looked like she were not believing me, so I added, "I will bring him down here to do some shopping, and if he looks like he's worried, you don't have to get in the car with us. I just want to make sure I've got the right girl, and give him a night to remember." I handed her another twenty, and she took it unconsciously.
"So, what is the plan if Billy is up for it?" she asked me.
"Well, we will bring you back to our home for, um, a threesome, if that is good for you."
"Darling," she replied, "you're beautiful and all, but this date won't be cheap."
"I would hope not. I don't mind paying for an interesting play date. What are you asking, and what do I call you?"
She thought about my question for a moment, and offered, "I'm Danielle. And I will be losing a lot of cash if I spend time away from my corner."
"Then I think that $500 is a fair offer. What do you think.
Her crystal blue eyes lit up. "That's a good number. I need it up front, though." I responded by pulling out a fifty and suggested that ten percent now would suffice and that I'd give her the rest when Billy finalized the deal. Danielle took the money.
I took no time to tell her, "Well, Danielle, I think we have a deal. We will be back at 10 o'clock to pick up a few things from the store, and will see you then. Oh, by the way, I'm jealous of your D cups." She peered quickly at the flatness of my A cup breasts through my thin sweater, and then down at her own, and smiled broadly.
She said, "I had to turn a lot of tricks for these babies, but it was all worth it. My doctor did a great job on them." I asked her what favors my husband came to her for. She told me what I needed to know, so I could talk to Billy when I got home. I asked some other questions of her to prepare my plan for later tonight and felt I had enough information. Danielle lifted her bag from the floor, tucked the bills into it and popped open the door. "I'll meet you right here," she said, stepping away from the car. I smiled back, waved, and left for home.
When I got in, Derek and Ally were playing a board game in the kitchen, and Bill was in his favorite chair, watching TV. I said hi to the kids and whispered something into Bill's ear, which caused him to stand straight up and follow me up to our room. The kids stopped their game, and looked inquisitively at our interaction.
Once inside the bedroom, I had him sit down on the bed, but remained standing next to it. "Billy, the first thing I want to say is that I really appreciate how good you were with Derek and me the other night. You received your surprise well and you really know how to be my good cuckold."
Billy was quite fidgety, but thanked me for my comment. He sat on his hands, almost knowing that I probably had something else to tell him, and he was correct.
"Billy, I've come to find out that you don't always go to poker when you say you do. I don't know that it is every time, but someone I trust has told me that you don't always play cards when you say you do. Would you like to tell me about it?"
His face became pale. He stuttered, clearly not knowing what, or at least how much, he should tell me. His legs were shaking slightly, and I didn't want him to panic, so I added, "Now, before you say anything, I want you to know how much I really love you and all of the wonderful things you do to keep me happy. So, it's alright if we both have our own little kinks. Okay?"
His relief was palpable. He began, "Well, I've had my own thoughts, you know, since we started in this lifestyle. You know, since you've had me service your lovers. I kind of like playing with other men at times."
"Oh, well, that's fair. Any particular type of men?" I asked as if I didn't already know the answer.
Billy's discomfort returned. He was deliberate in his wording. "I like ladyboys. You know, who still have guy parts but also have boobs, and dress like women."
"Hmmm. I see," I replied, "And what exactly do you like doing with them?"
"Well, to be honest, I've only been with one person, a prostitute. He has taken drugs to grow breasts and one day plans to fully become a woman. But right now he has a functioning cock."
"Alright, that is fine. Is there any fucking going on, as in are you fucking him or is he...?"
He shook his head, stating, "No, its just oral sex. Like you have me do with your lovers. I suck him for a while, and he usually finishes me with his mouth. He says he doesn't cum easily with just oral."
"Oh, okay. Has he asked you if you want to fuck him?"
