The day arrived, one that I had been planning for and hoping for a long time. As a regular visitor to Mistresses to full fill my kinky desires, I had always wanted to try it with a female partner. There was something about the going to the session, discussing, preparing for the session by undressing and the session itself that I felt would be more exciting with a women partner. Even being able to watch a partner being dominated and tortured would be exciting in its own way.
So not having a partner I set out to find one with common interests by placing advertisements in the local online meat market. Now I said I had been planning for a long time, it took 5 years for me to finally make this happen. Over that time there was any number of enquiries from dreamers, males, and even two hopefuls that met for discussion about it, and one that even resulted in and appointment being made but she got cold feet and left me standing at the alter by myself so to speak.
So after all that it finally occurred that someone, let's call her Liz, responded to the advertisement, and we set an appointment, and she actually turned up, and that is what this story is about.
Liz was a mature lady in late 40's and had lived a fairly sheltered life, and after separating from her husband started wondering about what had she been missing out on, so one day as she was browsing on line advertisements she came across mine, and just out of curiosity responded.
We went through a email exchange covering details, expectations, do and don'ts, wants etc, and arranged a meeting. It was just a 10 minute coffee meeting just to make sure that we were comfortable doing this with each other. After all getting naked with a stranger and engaging in sexual activity without the help of alcohol can be daunting to some people.
During the discussion she had talked about wanting to mainly explore the submissive aspects of BDSM, but was open to sampling other delights. But as far as actual penetrative sex she wasn't sure about that and we decided to see how things developed and make a decision later. We talked about how she felt about intimate female contact as this would be occurring in some degree. Liz felt a little hesitant but as she wanted to sample submission she was okay with it in the context of a scene.
I made arrangements for a 2 hour session with my favorite Mistress Jo, now Jo knows me and that I am into Bondage and BDSM and associated activities but that there is not a submissive bone in my body, I am also not that domineering. I enjoy bondage and BDSM for the pleasure, the enjoyment, and as a fetish. She also knows some of my little preferences and requirements of a session.
I met Liz a short distance away from Jo's dungeon, and we while we walked we discussed final arrangements and thoughts. I didn't tell Liz that I had already made some arrangement with Jo that were within her lists of do's and don'ts.
We arrived, I grabbed Liz's hand with mine and knocked on the door and waited for Jo to lets us in, the house was a nondescript house just like any other house in the street nothing out of the ordinary unless you went inside. The door opened and we were shown in by Jo. Introductions were made and Jo gave us our instructions of what was expected and to go to the bathroom and undress, shower and then proceed to the dungeon.
Liz and I walked down the hall past the closed door of what I knew was the dungeon, but Liz had no idea, I ushered her into the bathroom and closed the door. Normally I would have Jo have laid out some paraphernalia for me to place on myself prior to presenting myself to her in the dungeon, and that has ranged from cuffs, but plugs, chains or even women's clothing, the choice is Jo's. However this time I had suggested to Jo something subtle and modesty protective for Liz, being her first time undressing in front of a stranger.
Folded on the bench were two plain white full length gowns, very simple just very wide holes for the head almost like a poncho.
We stripped off our clothes, Liz was a bit nervous and apprehensive about doing this with practically a stranger, and with a bit of shyness stood to one side while I started to shower. I gestured to her to join me and she hesitantly moved toward me, and slowly climbed in. To break the ice I started to wash her back with soap and then offered the soap to her to do mine. She then soaped up her genitals and cleaned them and handed back the soap to me.
I gave her hand another squeeze to try to reassure her that what was going to happen was okay.
We climbed out of the shower and dried off, and in doing so got to see fully for the first time what Liz looked like naked. Although in late 40's she was no youth, but she was certainly better than most ladies her age. She had long dark hair that had started to curl a little where it had got wet from the shower, breasts were certainly more than a handful, (my preference is small, just more than a mouthful so to speak), hips firm with a bit of fat around the sides, and almost a flat belly. A small tuft of hair showed between her legs, finishing off what I would call not a bad picture.
We both pulled on our gowns on to preserve a bit of modesty and with Liz slightly in front of me, we walked down the hall to the dungeon. I was wondering how Liz felt and whether she was going to safeword out before we even started. We entered the dim room and waited in the middle in a respectful pose, waiting for Jo to enter. While we waited I could hear Liz's breathing, short and shallow and I gather she had a degree of nervousness about her.
Jo then entered and walked around us, examining with her eyes, checking how respectful we acted, actually her eyes almost challenged us to try to do something to get punished. In keeping with Liz's inexperienced status Jo had dressed in a more matronly manner than a dominatrix, still in leather pants but with a white blouse instead of a more severe top.
In a soft firm voice Jo instructed Liz to, "Drop the gown," and watched while Liz hesitantly pushed the gown over her shoulders and let it drop to the floor. Liz stood there in her nakedness, and was trying to move her arms to cover herself when Jo spoke, "Arms by your side". She dropped her arms and stood up straight. Jo came over and slowly examined Liz again this time paying more attention to her body, much to Liz's discomfort.
Again in a soft firm voice Jo asked, "Does this slave offer up her body to me today, for me to use within the limits agreed earlier, and does this slave understand that to use the safeword stops the session completely. If you agree say the following,
this slave offers up her body to you, to do as you see fit, and to use in any way you want, within the limits agreed, my body is yours for your enjoyment. I am free to use the safeword to regain my body but once used it cannot be unused and my body is mine again, and this session is over."
As Liz started to mouth the words, her face stared to light up, and she started to speak the words with confidence, I think it had started to turn her on a bit, giving up rights to her body.
Jo turned to me simply stated, "Drop your gown," and to Liz she instructed, "On the shelf over there bring me back the stainless steel item that is laying there." Liz walked over and came back with a stainless steel chastity device. Jo took it from her and placed it on my semi erect penis before I could get any harder. Jo turned to face Liz and said, "that is to respect your limits of no penetrative sex, it stays on until the end, or unless you change your mind, then it comes off. But if you do change your mind about penetrative sex, it won't be love making like you are used to in a soft bed." "Now," said Jo, "We need to dress you to look the part of a slave, particularly a sex slave, I think first a collar, and then I think a leather body harness." She took from the shelf a small leather collar and fastened it around Liz's neck and nuzzled into her neck and playfully bit her earlobe and softly said, "Now you are mine."
"Slave," barked Jo to me, "bring that bundle of leather form there, and straighten it out, and help me get it fastened on her." I walked to the shelves, the weight of the chastity device pulling down of my cock, the weighty feeling was itself a turn on. I grabbed the bundle of leather and as I walked back I started straightening it out. I draped it over Liz's head and Jo and I started to fasten it on. I maneuvered the breast straps around Liz's breasts taking deliberate care to make sure I brushed her erect nipples. Jo made sure I fastened the straps nice a tight. Jo instructed me to leave the crotch strap undone at this stage as she had other plans.
Jo selected from a draw a medium sized dildo that instead of balls on the end had a flat base instead, she passed this to Liz and said "Make it wet." Liz started to put it in her mouth and Jo barked at her "Not that hole, use that one down there," as she pointed to the opening between Liz's legs.
Liz apprehensively took the dildo and slowly run the tip and the shaft along the fold of her cunt, making both the dildo and her cunt wet as instructed.
Jo took the dildo from Liz, and while nibbling on her nipple took the dildo and slowly inserted it into her now wet cunt. Instead of one thrust though she worked it in out almost in time to Liz's soft moans of pleasure, to get it firmly embedded. Jo quickly then grabbed the crotch straps of the harness and fastened them, ensuring the dildo was firmly embedded.
Jo signaled for me to come over and stand in front of Liz, and I moved in front of Liz and saw in her eyes a look of enjoyment and enthrallment, I was glad she seemed to be enjoying herself. Jo walked over with two sets of nipple clamps connected by chains. She rolled one of Liz's nipples between her fingers and firmly fitted a clamp to it she repeated the action and fitted the one to the other nipple. She then fitted the ends to my nipples so that we were connected to each other. The chains crossing each other in the middle between us.
Jo walked over and grabbed a set of weights and attached one to where the chains crossed, and holding the weight in her hand she spoke to Liz, "This is a test, you are warned don't fail me," and with that she let the weight drop.
A gasp broke form both our lips as the weight was borne by our nipples.
