Her boyfriend hated her talking to me, and I honored his request at first. I did not want to come between them. But it was obvious she couldn’t stop. She had dark fantasies and like so many women discovered it was difficult finding men serious enough and not afraid to think or do the things she wanted. I surprised her because I have a dark, sadistic side and vivid imagination. Even better, I had actually done these things. Like most women, she didn’t believe me at first, but after seeing a few pictures she had complete faith in what I had done, and what I would do.
Jay was a beautiful young woman. She is a nursing student, working through school, and living with her boyfriend. She is 21 with blonde hair and the typical fit body of a young woman who doesn’t have to work terribly hard to stay thin. If she could fake the right accent she could pass herself off as having Nordic heritage. She found me on a fetish site and we began to chat. It wasn’t unusual for younger women to contact me, but she was different than most I had talked to. She wasn’t exploring, she knew exactly what she wanted. It didn’t take long for her to determine she wanted me to be the one to push her through her ultimate fantasies, and she was serious. The chat’s turned into on-line tasks and demonstrations of what was to come when we met. The only bad thing about Jay was we were not close geographically. Meetings and actual play would take time and coordination to make happen.
She told me about her boyfriend and their relationship, and that they both considered it an open relationship. He had let her play with others, usually with him around. Outside the bedroom their relationship was fine, and I was clear to both of them I had no desire to split them up or steal her from him. I simply wanted to help her with her fantasies, and would let her experience them when we could. Initially, he was okay with us chatting, but that changed when he saw how enamored she became with me. She wanted our first encounter to happen so badly that he became worried and told her she was not to speak with me. She obeyed for a month or two, but she realized she had become depressed at the thought of him taking away or suppressing her fantasies. So she contacted me again, and it was as if we never stopped. The only difference was she now had a sense of empowerment knowing she was doing what she wanted. His young, immature ways had lost out to my distinguished older and experienced confidence.
Our first encounter went off great. She had wanted a CNC type, abduction and torture scenario. I planned things for a month or two and then surprised her. She was not only caught off guard when it happened, but surprised by how intense and realistic I had made it. But that story is for another day. We continued to talk after that first encounter. We spent many chats reliving what had happened, what she liked about it and why. Then we moved into other things and future encounters. There was no doubt it would be rough, extremely rough by most people’s standards. But what happened was going to be a surprise. After she enjoyed the first encounter so much, the idea of being completely in the dark turned her on. She wanted to know nothing. When I had the dates set for my next trip to her area, the planning and scheming began in earnest.
That morning I waited in the suite for her to arrive. She still did not know I was in town, days earlier I had dictated she would make time for me today. I had been sending her tasks to complete much like I had on other days. It had begun at 8:00 AM after her boyfriend left for work. There were a few dummy tasks to keep her from suspecting, but some were for today’s encounter. I demanded she wear a dress and I had her go to a drug store and purchase among other things, a marker and a scarf.
The hotel was next to a park which she had used before for pictures. The online tasks I give her often included pictures for me. Sometimes I play on her fear of exposure and require them to be in public places. The park was a semi-safe area she often used when she was to secretly expose herself in public. I told her today to be at the park at 9:00 AM. She was to write on her thigh with the marker as she had done in the past, “Master Darwin’s Toy.” She would then go to the part of the park near the hotel, and expose that thigh towards the hotel. She gave me updates as required and my excitement grew when I knew she was in the park. I told her that someone, or a few someones, would be watching from the hotel. She would receive a text of a room number and she would go immediately to that room. She was to approach the door and use the scarf to blindfold herself before she knocked.
She was right on time and I saw her walk to within sight distance of the hotel. I had tested it and knew she could not see into the rooms due to the glare on windows this early in the morning. She stood there until 9:00 AM, then looked around and raised the hem of her dress. Her thigh was perfectly exposed. She was a naughty girl and lowered her panties as well. I smiled and texted the room number. She lowered her dress and raised her panties, then reached for her phone. I decided if she was going to be naughty that I would be too. I added another twist, to remove her panties in the elevator. She walked towards the hotel and I could see she was nervous, but she didn’t stop. We had talked in the past about many things such as strangers, whoring her out, and groups of men. I was certain there were many possibilities rolling through her head right now, wondering what was about to happen.
Knowing it would take just a few minutes for her to knock on my door, I made the last preparations. I ensured the camera was set and that the things I would need were near the bed. I grabbed a piece of rope and moved to the door. I heard her outside blindfolding herself and watched through the peephole. As soon as she tied it, she put her hands to her sides and took a deep breath. It was a pretty site. She was trusting me completely and I was going to take advantage of that. We both wanted it that way. She lifted her hand to knock and I quickly swung the door open and grabbed her wrist pulling her in. As I pulled her past me I simply stuck my foot out tripping her. I let her fall to the floor. I shut the door and pounced on her as she was just trying to get up. My body hit hers and my weight pressed her to the floor. I covered her mouth with one hand and held one of her arms with the other.
“It will do you no good to scream, it will simply bring about more pain. I do not intend to hurt you more than you can stand. But I know what you want, and I know you want it to hurt.”
I grabbed her from the floor and threw her up on the bed face down. She struggled a bit but it did not stop me as I pulled her jacket off. The next step was to tie her wrists together. I moved up her body sitting on her upper back. I placed my knees on her biceps to help hold her arms as I tied her wrists together. She struggled and seemed sincerely scared, but I knew she would use her safe-words if she needed to. She may not have recognized my voice yet, but even if she didn’t she trusted me to ensure any man I put her in front of would honor those same words. I suspected she had recognized my voice. I knew she would be focusing on any sound or touch trying to figure out what was happening. That meant the fear she was displaying was due to the surprise and what was happening. Everything was having its desired effect of scaring her.
Once her wrists were bound together I ripped her flimsy sun dress and yanked it off. Weeks ago I had given her a task to try on three different dresses. My favorite of the three hung in the closet having purchased it yesterday. She lay there now, bound, blindfolded and naked beneath me. I pulled my knife and held it to her throat and moved my face next to her ear. “We have discussed many times your virgin ass. You will leave here today with that changed. You know it will hurt and you know I will not be gentle.”
She winced and moaned at hearing my intentions. Many times we discussed her past failed attempts at anal sex. She always stopped when it hurt too much. Sadly, the men she had let try were always too fearful to push on. She wanted it and I knew it. She knew I had been brutal this way before. She knew at this moment it was going to happen.
I moved my free hand underneath her to her crotch.