Simon says
Simon says
This is a true story but the names have been changed and for those out there, lessons can be learned.
Also, I don't remember all the details precisely here as it has been well over a decade.
This story actually started here on zity over a decade ago when someone sent me a message with certain similar interests one day. A few messages back and forth, phone numbers and conversations, and I met the woman I was conversing with and her husband at a high end Greek run diner. Over dinner we discussed many things with the experiences with so called Dommes who they had doubts about. After what they told me I echoed my issues with them and why. This occurred on a Friday in winter and during dinner it was decided that we would meet at there house to do some play that night. I went by the grocery store to get some fresh ginger and then home to grab my toy bag, I loaded up my toy bag as I planned the evening in my head on how to proceed. The plan was to teach her husband by example how to dominate his wife and how to safely do the things that she wanted done to her.
When we arrived we went downstairs to a spare bedroom that was nicely heated which would not give her a chill being naked. A bathroom was adjacent and the room itself was spacious enough that you didn't feel closed in feeling. Soft and warm carpeting was a plus too. The husband decided to relax and watch from the queen size four poster bed. After surveying the layout and deciding where I am going to start this, unpacking some items from the toy bag, and grabbing a small table with a glasses of water on it to have handy and I was ready to start.
Before we get to where things actually happen, during the time we left the diner and my arrival I was going over in my head how I was going to do this. This woman had certain desires, was she really submissive? How submissive? Going the route of her calling me Master won't work due to her husband. Going through my head about what I learned from Jay Wiseman in his book, SM101: A realistic introduction which by the way is a good book for beginners. I had to think outside the box because we didn't have time to discuss this aspect and what she knew and understood about BDSM. How to get her into the mental space she needed to be for me to do what I needed to do. A side note, those who think dominants and Masters have it easy as they just give orders have no idea the work it takes. What I came up with is the solution of doing the childhood game of Simon Says.
I started by positioning her where I wanted her in the room and looked her in her eyes and asked her if she was ready and she replied yes with her head nodding. I explained to her we are going to do a game of Simon Says, and she said okay with a smile on her face. I should pause a bit here and let you in on her name is Jill and her husband is Fred. I didn't have much dialogue during this with Fred as my attention was focused on Jill. Anyone you play with for the first time can be the hardest, reading verbal and body language clues can be hard since you don't know the person well enough of what to expect.
Simon says, spread your feet shoulder width apart, hands behind your head with your fingers interlaced and head up looking forward. I don't know if I had to touch her to make adjustments or not, and she was a bit nervous which was expected. I asked her, why are you here?, as I wanted to see her response and to continue to set the tone. I could see her struggling with an answer and don't recall if she actually said anything. I said to her that she is here to serve me and she reply with to serve me. I maintained eye contact during all this and said very good.
Now I explained to her the next set of instructions carefully, when I say Simon says, Now you will do the following. You will completely strip nude, bra, panties, etc. including any jewelry, earrings that can get in the way. You will have 30 seconds to complete this task and be in the same position you are now currently standing in. I also said for each second you go past the 30 there will be penalty strokes. I saw a slight nod of understanding. There was a analog clock on the wall with a seconds hand going around and I waited for the hit the top when I said Simon says now. I watched her undress stripping all her clothing off in a hurry, watch, jewelry, don't remember if earrings needed to come off or not. She was not quite in the proper position when done and had to remind her and by this time it was like 38 seconds. So she was going to get 8 with the riding crop which I was hoping she would fail.
I slowly walked around her to inspect her and noticed a bit of trembling which was of no surprise as this was totally new to Jill. Then I pulled the wrist and ankle cuffs from the toy bag and applied them to her wrists and ankles. I walked again around her as she was skinny woman a bit older than me, pretty face, small breasted, shaved cleanly under the arm pits and her pubic region was completely waxed. I then picked up the riding crop from the toy bag and said to her, remember you went over the 30 seconds that was set to undress, that will be 8 strokes. Then I said, Simon says, bend over and keep your hands where they are. There was a slight hesitation, I could only imagine what was going through her head, the reality of this is really happening to her. She bent over and I rubbed the crop along her buttocks so she could feel it in part to prepare her for the strike and build a bit of connection. I then applied the 8 strokes at a measured pace as I needed to gauge her reactions and I didn't hit real hard, just hard enough that it gets one's attention but not overly painful.
When I was done, I told her to stay in that position as I was going to do something else. I took out 2 glycerin soap sticks that I cast myself with my pharmacist molds. I took a tissue and put the end of the suppository between the tissue and dipped the tip in the glass of water. I spread her cheeks enough for access to her anus and told her to clench her anus. When she clenched her anus I inserted the suppository quickly and it disappeared fast as the clenching with the slippery soap sucked up past the the sphincter muscles into the rectum. I took a second one and did the same thing with the same results and then I told her to stand up. There wasn't really any shock on her face and suppositories was something we had discussed in the weeks leading up to this. It was more of her processing what I just did and the sensations that were starting to build.
I walk around the front to face her and holding the tip in my left hand and the handle in my right, I place the crop horizontally at the upper area of her chest. I work it from side to side and slowly come down her breasts and making sure she feels the roughness on her nipples. I make sure I tease her nipples as they grow before working my way down underneath the breasts and down her chest to her stomach stopping above her slit. I walk around to her left side and drag the tip up the back side of the leg and when I get to her buttocks, I do a bit of the seesaw action across her bottom and the go down the right leg. I come back the the front and use the tip to trace from the ankle of the left leg and work my way up the inside of her leg then crossing over avoiding her crotch and down her right leg. Now I stick the crop between her legs and draw it towards me on one side of her mons and then repeat on the other side. Then I place the shaft right on top of her slit at the top and like I am light sawing as I don't want the lips to part there, I run the crop down and around to her butt crack. Pulling back through the same way I turn so the end of the crop tip is sideways so the edge of the leather drags across the lips. I see her breath deeply and moves just enough to tell me she really likes it and turning her on. I take the crop and hit the mons right over where the clit is hard but not to hurt to see her reaction. She likes it, I do it again twice more and I bring the crop up to her face and touch the shaft horizontally to her lips and she kisses it.
I take my left index finger dragging it under her chin to her lips, she opens her mouth to take my finger into her mouth and begins sucking taking deep inside. I smile as this is solid clue to her submissiveness and I let her do this for like a minute. My attention has been completely on Jill and I have not looked at Fred but I kinda have the feeling he is enjoying this but I have blocked him out during this as I have been so focused on reading all possible clues to make this a good first experience. I see she is really turned on and her focus has been on me, and I think she is so into what I am doing that she isn't thinking about her husband. She moves around a little bit, kinda bit of the motion of someone needing to use the bathroom. So I ask her does she need to go, and she says yes, so I give her permission to go use the the toilet as I know the suppositories have been doing there job. I knew this was something she wanted to experience and she was going to get an enema to wash out the remnants of the suppositories.
While she was in the bathroom expelling and cleaning up, I was busy unpacking the enema equipment and preparing when she returns. When she returned I went into the bathroom to get a towel to lay on the bed and had her lay on the towel laying face down. You have probably noticed I don't need to do the Simon says anymore as she is so cooperative. Since I don't know if she has done enemas before, I am only doing a warm water enema, so off to the bathroom to fill up the enema bag. I return and with some small cord I tie the bag to one of the posts on the bed. I lube the nozzle with some hand lotion and tell her to get on all fours to make access easier. I slowly insert my homemade Delrin nozzle like the silver bullet one all the way in, and seeing that she is comfortable with it at this point I tell her to lay down. I let her get comfortable with her head on the pillow and ask her if she is ready. She adjusts herself, and says yes, and I open the clamp. I use two clamps on the hose, one for letting the water flow and another adjustable one that controls the flow of water which I preset for slow fill as I like to hang the bags high but not fill to rapidly.
I monitor her closely as the water is flowing and ask her if she is doing alright and let me know if I need to stop, and she nods. After a few minutes I stop the flow by pinching the hose as I see her moving like she is bit uncomfortable. I wait like a minute and start the flow again as she has adjusted to the amount inside her. I manage to get about almost a quart inside her when she says stop, and I close the clamp. I let her lay there a bit, and ask her is she able to take more or does she need to use the toilet, and she says the toilet. I slowly pull the nozzle out and let her make the dash for the bathroom. When she returns, I continue with filling her again and she finishes off the remaining warm water in the bag, and goes empties herself. While she is in the bathroom I put the enema equipment to the side and pull out rope and the ginger I had prepared which was in a plastic bag already peeled ready for insertion along with slivers to be used also.
When she return I had her lay on the bed, positioned her a bit as I ran the ropes to her wrist cuffs and ankle cuffs but left it loose enough as I was going to want her on all fours when I used the ginger. Now with the ropes were wrapped around the posts to have her tied spread eagle, I told her to get on all fours. I pulled out the ginger root fig and carefully worked it into her anus and then taking the slivers, I spread her pussy lips and applied to her clit and some further down. Then I order her to lay down and then I tightened the ropes to spread her out but not to taught so she has some movement and not be uncomfortable. As the ginger started to warm her up she moved a bit as the sensations were new to her and I was smiling inside as I knew this was going to be quite the ride for her. As time progressed, I played a bit with the ginger root in her bottom to intensify the effects and she showed signs of being very wet. She was enjoying this a lot. I stuck my finger in her wet pussy and she responded positive to this and she don't stop.
I was a bit surprised at this request but I continued, I got my middle finger deep inside and started to feel around inside her vagina. There was the soft silky area and then a kinda hard rough area to the frontal anterior, a very defined spot. I started rubbing this area in back and forth and then a figure eight pattern and she said don't stop. I continued to do this, I used my thumb to massage the clit a bit while I was doing this and she was really enjoying this. Next thing I know she has an intense orgasm, when it subsides, and she catches her breath she asks me to do it again. I figure why not, so I do it again and she has another intense orgasm. This was the first time for me to massage the G-spot on a woman and have her orgasm. I know my focus and energy level has been dropping a bit but I keep pushing on. After the second orgasm I hear her say, will someone fuck me, I don't care who. I was surprised at this, and my brain is scrambling, okay, um, this is not something we discussed. I am certainly not going to fuck Jill with Fred there right next to her on the bed. So I loosened the ropes enough so that it would make intercourse easier for Jill and Fred. Then I picked up the enema gear and headed to the bathroom to clean that up and get my erection down. As I got off the bed I saw Fred was erect and was working his way over to her to fuck her.
I took my time in the bathroom til I figured they were done, and when I came out they were still at it but almost finished. I started putting stuff away with my back to them, and then they were done and as they regained composure. I got back onto the bed to remove the ginger root and the slivers from her clit. Then completely undid the ropes, coiled and put away, then I removed the wrist and ankle cuffs from her and packed them away. She had such a smile on her face, more than the normal just fucked look, but one of huge satisfaction. She said she has never had an orgasm before, and my brain is going, WTF and I think my face had a bit of shock on it. Jill got wrapped up in a blanket and Fred got his pants back on, and she expressed her appreciation. As I finished packing everything and we all headed upstairs, as it must have been around 4:30 or 5:00 AM as I was running on empty and needed rest. Fred thanked me for doing this for his wife and then said something that stuck me as odd, Fred said, now I know what to do the next time she gets this way or something to that effect. It was the way he said it and the tone of it, and at this point, my brain and body is exhausted, but the mind still records this. Jill asked for a hug but said she wasn't sure of the protocol, and I did give her a bit of hug with Fred's approval.
I headed home and thankfully it was a short drive, and crashed into bed as I was done. Thankfully, I could sleep in to like noon as my brain needed down time. I checked in with her in PM's on zity, and asked her about Fred as his comment struck me as odd, as my brain processed the events. The way Fred said it, it was like this was not just a favor, but chore as he wasn't really interested in this. Well, Fred was not interested in it but was doing it for her sake. She finally opened up about the marriage, Fred wanting to do swing with other couples, she was the trophy wife and bait. She wasn't into swinging, she was flat chested and had breast implants, and so on. I started to put the pieces of the puzzle together as I probed and she opened up. How he treated her kids, as he was a stepfather to them, how he treated her, and so on. I slowly realized he is a psychopath and I finally laid out all the clues to her for my conclusion. I have studied domestic violence and knew this marriage was basically over, and I also know how long it takes a woman to finally reach the point of walking out on the abuser. Now he wasn't the type that would batter her, but mentally abuse and manipulate her. You can't put a time on it, as I learned the reasons why they stay in a relationship, you have to wait for them to want to leave. I also knew one of the big reasons why woman don't leave when they should is financial. He like controlling money and she was just getting along in her career where she was earning enough to be self sufficient. I talked her into building a support network and open a safe deposit box with her sister's name also on it. To set aside money in the box to cover moving expenses, rental deposit, and other expenses when she does leave him and so he doesn't know and freeze or take money out of any of her accounts.
It happened probably 5 years later, she has a good paying job, the divorce was messy to say the least as he was blaming her for the failure of the marriage. At one point Fred was trying to drag me into the proceedings as she called to warn me. I told her I was not afraid and Fred's lawyer didn't want me deposed as I would damage his claims against her. I reminded her that Fred got an STD from someone, treated and Jill didn't have any STD's, his wanting to swing. Before I even met Jill, she told me she was in counseling with a clinical psychologist and from the conversations with Jill, I was not impressed. And no, she did not lie about never having a G-spot orgasm. I learned later that she was treat for Post-traumatic stress disorder and is doing much better and she now has a successful career.