Going into this you have to understand that my wife and I have been swingers for about 15 years. We've enjoyed house parties, hotel parties, clubs and more. We usually play together, but we also enjoyed playing individually with other playmates. We never hid anything from each other and we discovered quite a bit about ourselves and our sexual preferences along the way. One of the things we discovered is that while my wife enjoys being treated rough by her playmates, she still prefers for most of the play between she and I to be more emotionally focused. She's tried a lot of different things and we've discovered she's not a big fan of anal sex, having a guy cum in her mouth or rough hair pulling. That said, when she plays with other men, she seems to thoroughly enjoy being spanked hard and face fucked. When we've been at parties, she's enjoyed being spit-roasted and often speaks of repeating the experience. We also have discovered that I enjoy a playmate who is uninhibitedly hungry for all forms of sex. It's a huge turn on for me when a woman begs for anal sex, enjoys choking on my cock and will take anything I decide to give her.
Enter Sherry. Through the modern technical wonder of adult dating websites, we came across each other's profiles. We sent a few messages back and forth on the site and eventually switched over to kik for further conversation. We exchanged some current pictures and discussed what we were both looking for. To my delight, she was very forthright about liking rough sex, anal sex, giving head and being spanked. She loves having her hair pulled and being face fucked. She is married and her husband apparently enjoys seeing pictures and video of her during her play. She had several regular playmates and one guy that she referred to as her "designated dom." Sherry is a very submissive woman who can only respond sexually to dominant men.
We continued our messaging and she sent me some really hot videos of her giving head to her dom, being spanked and more. She told me a tale about the time her dom's girlfriend got mad at her, so she tied Sherry up: on her knees, hands bound to her feet behind her. While the dom fucked Sherry's mouth, his girlfriend flogged Sherry, fucked her with various toys both in her pussy and her ass and helped push Sherry's head down on the dom's cock -- choking Sherry until tears ran down her cheeks. At one point, Sherry said she had her dom's cock in her throat, a butt plug in her ass, and the girlfriend was fucking her with a large dildo. Sherry said she'd never been so excited and had never cum so hard in her life.
I shared some of the adventures my wife and I had enjoyed at parties we'd attended and told her of my outlooks regarding being dominant. I view it as a responsibility and often use denial as a form of punishment, orgasm as a reward and cum as a special treat. After quite a bit of back and forth conversation, we agreed we were compatible in our outlooks and both of us were excited for the possibilities. We also recognized that as great as all the conversation and potential seemed to be, in person chemistry is everything. We set a date for dinner with the plan that, if everything was as great in person as it seemed during conversation, she'd accompany me home for an evening of exploration and pleasure.
The evening we'd picked was one my wife was scheduled to work so we'd have the house to ourselves. We were meeting at a local restaurant for dinner; near both of our residences. We met there at six pm. I had made sure I shaved all the important parts and wore socially casual clothes: a nice pair of shorts (it was a hot summer day), a button down short sleeve shirt and a pair of loafers. I arrived first and saw Sherry walking up, recognizing her easily. She's on the short side -- just over five feet tall -- and very buxom. She's about 15 years younger than I with curly red hair, a beautiful face, perfectly shaped lips and a body that just rocked. She was curvaceous without being fat. She had worn a short summer dress that showed lots of cleavage and a lot of leg. She had on low heels and walked in them like she was used to being on a fashion show runway. To say I was pleased with what I saw would have been an understatement and I felt my cock twitch in my pants just watching her walk. When she saw me there was a moment as she took in my appearance and then a big smile appeared on her face as well. As she got close enough I said, "Good evening, beautiful." She didn't stop walking but just kept going straight into a hug, not speaking until her arms were around me and our bodies were pressed together. Then she said, "Good evening, sir." The tone was set for the evening and I was confident at that point that we'd be playing after dinner... but dinner first.
Taking her by the hand, I led her into the restaurant, requested a relatively private table from the hostess and then followed her to it. We were seated and enjoyed a nice light dinner. Both of us had salads. Sherry had two glasses of wine. Our conversation flowed naturally and was full of sexual innuendo. Anytime she said something when it would have been appropriate to say my name, she said "Sir" or "Master." When dinner was over, I paid and gave her the option of riding with me or following me in her car. Her response surprised me: "Whatever is your wish, sir. I am yours for the remainder of the evening."
I looked at her for a few moments before replying, "Very well. Come with me." I held her hand out of the restaurant and to the passenger side of my vehicle where I held her door for her. She got in, very demurely, and began to fasten her seatbelt as I closed the door. I went around to the driver's side and got in. I started the vehicle and then looked over at her. "If you're wearing panties, take them off now and put them in the center console."
"I'm not wearing any undergarments, sir," she said.
"Very well," I replied. "Pull your dress up then and spread your legs." She immediately did as I directed without any apparent shame at all. "Now," I ordered her, "masturbate until you cum."
"Yes, sir," she said, her hands immediately going between her thighs. I put the car in gear and tried to ignore what she was doing as I began the drive home. It was only going to take about ten or fifteen minutes. Within a few minutes I could smell the deliciousness of her wet pussy permeating the interior cabin of the car.
"How long will it take you to make yourself cum?" I asked, keeping my eyes on the road.
"Not... long... sir," she replied breathlessly. That she was close already was apparent. She continued, "I am very horny and was before we ever met this evening."
"I like that," I said with a smile. "Then cum... and cum hard. Don't hold back... don't be quiet about it... and if you can get two before we get to my house, you'll get a reward."
A moan escaped her as she exhaled hard and said, "Yes... SIR!" just as her first orgasm washed through her. It was an amazing thing to see, even peripherally. Her face and neck flushed. Her hips lifted and fell rhythmically. Her hands moved faster between her legs -- apparently fingering herself with one hand while she rubbed her clit with the other. The sound she made was a mix of moaning and keening, challenged to breathe as her climax coursed through her.
As she came down from the first orgasm and began to catch her breath I said, "Another. Now."
"Yes, sir," she said sounding determined. She kept rubbing her clit with one hand but brought the other to her mouth, sucking her juices from her fingers and then putting it back to finger her pussy some more. Her second orgasm washed over her just as I pulled onto my street and was coming down from it as I pulled into my driveway. As I put the vehicle in park I congratulated her and let her know how happy I was with my new pet. "Thank you, sir," she said, almost sounding meek. I told her not to move while I got out. I went around to open her door and offered her my hand to help her out of the car. Once she was out of the car and I had closed the door, she started toward the front door of the house, but my hand holding hers stopped her. She turned and looked at me, the curiosity clear on her face.
"Strip," I said casually. "Here. Now." She hesitated, looking around at the area. Our house is reasonably remote but we do have some neighbors and the house across the street has a direct view of our driveway. What she didn't know was that no one was home. The owner lived alone and was on vacation. "NOW," I emphasized to let her know I was not pleased with her hesitation in obeying a command.
She dropped her head a bit, as if to show guilt, and said, "Yes, sir." She pulled her dress off over her head and was naked beneath it. She held the dress until I put my hand out and she handed it to me. We stood for a moment, her totally naked in my driveway except for her heels and me enjoying the opportunity to view her sensuality for a few moments. I wasn't being cruel but I was intentionally trying to remind her, albeit not subtly, that she was mind to do with as I saw fit within our previously discussed limits. She could always use her safe word if she found something intolerable. As she saw the appreciative look on my face while I looked at her, she raised her head with an apparent sense of pride and smiled.
"Very nice," I said to her. "Follow me," I added on, pulling her along by her hand. At the front door she stood naked for a moment while I unlocked the door and led her in. She stood and waited as I emptied my pockets at the front hall table, just like I always did. Then I turned to her and asked, "Do you need to use the bathroom?"
"Yes, please, sir," she replied. I pointed at the powder room door and she stepped in. While she tended to that business, I went into the kitchen to gather a few things I knew I'd need to complete the plan I had formed while hoping the evening would proceed this way. I heard the toilet flush and stopped what I was doing to meet her as she exited the bathroom. Taking her by the hand, I led her to the basement door and preceded her down the stairs to turn on the lights.
In my basement is an i-beam that goes all the way across, supporting the first floor. It's exposed and I had used it in the past to tie up a playmate who enjoyed such treatment. I already had the straps and rope ready and led her over to the appropriate spot. The bare cement floor had several layers of beach towels on it so she wouldn't have to stand on the cold cement. Directing her to stand on the towels, under the i-beam, I said, "Hands." She put her hands out in front of her. With a short length of very soft cotton and silk blend rope I bound her wrists together, making sure not to tie them so tight as to cause any abrasion. With her hands tied properly, I hooked a D-ring around the rope and then hooked it into another length of rope. This rope was less comfortable but far stronger. It was rated to 500 pounds and made of braided nylon. It was already thrown over the i-beam and I would use it to hold her hands above her head.
As she stood without a word, I pulled the rope so her hands were up over her head but not secured yet. "Spread your legs as far as you comfortably can," I ordered her.
"Yes, sir," she said, as she began to do so. I was impressed how far she spread her feet, opening her thighs and exposing her pussy. With her thus spread, I pulled the rope over her head taught and tied it.
"Are you comfortable for now?" I asked her. She nodded but didn't answer me. I nodded, sighed and reached out to her left breast, pinching her nipple hard. Her response was a mix of moan and discomfort. "You will verbally answer every question I ask you. Do you understand?"
