I never really thought about the type of Mistress that I would like or that would fit with my personality because of two things. First, is the scarcity of women that will even consider D/s, and second, is the fact that I am not drawn to or attracted by a person who simply cracks a whip and screams. To me once you agree to be submissive and the Mistress agrees in turn to her role then you have agreed to please the Mistress even if it hurts you or makes you uncomfortable you comply to please the Mistress and in turm her pleasure pleases you. I also have to opinion that true Domming is more than pure sadism, but is more a mental thing. A good Mistress can manipulate a sub and use a sub’s fetishes and weakeness and desires against him to control him.
So when I met Lady Sadiste online and heard she was into cd but not really a sadist, I was intrigued. I thought of my fantasies and some of the things I have done before. I never really tried cd but thought it might be interesting. I am not a closest cd or even remotely close to looking like a women. I had never tried it also because other Dommes I met were never into it. I also probably would not respond to the ultimatum get dressed like a women or I will beat your ass.
Consequently when I first actually met Her, I did not know what to expect, but being in a situation where I had not been able to meet any real Dommes willing to try real time Domination for some time I thought I would give it a try. I was being trained by Her in some fashion via email—in fact much of the training was related to psychological exercises to increase my sense of well being. I did not mind this at all. I sensed that there was a method to the madness and, in any event, what harm could it do?
I knew very little about Her – most from Her profile on alt.com. Blonde hair gray eyes—likes leather clothes. This was not much to go on, but I met her at the resturant and we had a leisurely drink and the she asked if I would join her at her place four a couple of hours. I had enjoyed the conversation and thought what she meant by the word join. Well I will tell you that she had a semi conservative black leather skirt –white silk blouse and high heels—and her mannner was very affectionate. I thought of what I had to do that afternoon for about a split second and quickly blew it off saying I would love to join Her.
She had a well kept utilitarian type of place. She strode briskly in the doorway and suggested I have a seat on the couch. She then sat next to me even closer than I had anticipated or, at that time, was comfortable. Soon I was almost mesmerized by Her lips and Her perfume. I found myself serving Her wine and scurrying around lighting scented candles dimming the lights. I returned to couch and sat down –She smiled a wicked smile and moved closer beginning what was one of the most insanely intense interrogations I have ever witnessed—yet it was so gentle sweet and demure.
I was in a daze so I cannot remember exactly what occurred, but She expertly inquired as to my fantasies, my sexual experience and conduct including prior Mistresses. She had access to a questioniare I filled out on these topics, but probed so much deeper. She began to stroke my hair and touch my with such kindness, that I poured out my whole heart and soul—my deepest darkest thoughts fantasies and emotions. She began slowly to unbutton my shirt – touching my nipples asking how it felt. Soon I had been manipulated to laying in my underwear –my head on her leather lap and Her hand delving into my erogenious zones while She continued to ask how I felt—what are my fetishes ect.. I was very embarassassed by my erection, but what could I do—She knew how to manipulate even that by Her words and touch. It was at this time that she pulled out a large purse or bag which was kept from my direct sight. This is what I best can describe as phase two of the interrogation. “We would’nt want you losing that nice erection and messing up the couch” She said. Like a lemming I nodded “uh Uh.” Soon a device with rather tight leather was in place on my genitals which – I soon found out would accomplish Her desires, and allow Her to proceed with Her inquiry.
By now I was weak and pliable—soon she was testing me as to all types of perverse fetishes. She would have me touch, feel and smell Her panties asking inquiring, “Do you like how the feel?” “mmmm they smell sooo good?” She would the wrap the panties around my erection and stroke slowly causing it to strain against the cock device. Yes there then was nylons and similar kind inquiries requests from her regarding what I thought and how it felt. I remember Her putting the nylons on my cock causing it to strain through the mesh as She slowly tighten the nylons. This was followed by a wide variety of items—leather gloves pressed tightly over my face then against my throbbing penis. Rubber gloves both latex and surgical—all types of Women’s lingerie girdles to garters. She then began asking about how I liked them—She had me stand up and lifted her skirt and let me she how her garters and panties looked on her. She pulled me close with my cock and slipped it between her garter and leg letting me almost hump her leg – I would not do this, but simply moaned with pleasure. Soon we had progressed to her legs and feet and high heels all were similiarly employed to stimulate my mind, my desires and my manhood. Those moments I spent at her feet or with my lips on her panties and my head under her leather skirt will always be remembered. It all seemed so natural so innocent and so much fun. By then end she knew more about me than I think I know sitting here today writing this account.
Next –I guess you might call it phase three. I somehow remember being manipulated into her bathroom coaxed to take a nice warm bath. Soon I was naked soaking in sweet smelling water with with soft music playing and scented candles burning in a dimly lit room. She appeared in a white satin robe still wearing her white bra and panties garter and nylons underneath. “How are we doing here?” She asked—”um ok” I managed—had I fallen asleep—was this dream –how did I arrive here? She took off here robe and knelt down to bathe me—I somehow felt juviniele and embarrassed –probably because no woman had ever bathe me except when I was a boy.
Well I was gently washed and very relaxed despite the cock holding device which strained against my penis. I soon was standing and allowing some sweet smelly lotion to be applied. I was kindly told it would make my skin smooth and soft—I did not give that much thought but stood obediantly and stared and Her thinking of how I loved to hear her happy voice squeel little nicieties things like “oooh I am soo excited you like sthe mell of my panties” “we’ll make sure you get a lot of that fragrance”
I raised my arms over my head at her request and soon found them bound to the solid steel shower rod and she out of the mist appeared with razor and cream to eliminate the balance of my pubic hair—it was then I noticed that all other body hair was floating in the tub. I remember her gentle touch against my now shaven scrotum the smooth erotic scratching of her luscious finger nails. Well there was more washing and rinsing an new tub was drawned and I soaked in a daze for a while longer. She broke the haze of fogginess with her gentle yet firm instruction to move down into the tub more. I complied and then notice her latex medical gloved and a large enema bag. Yes I was relaxed but still resisted the probing violation of my backside. With some coaxing I lay there on my back, belly bloating taking the solution. “like a good boy” She said as she massaged my stomach and played with my hairless penis. I soon went through the inevitable process and was once again relaxing feeling much better in the tub—well I was certainly clean. I was helped out slowly and purposely tried not to look in the mirror to see my hairless self, but caught a glimpse and started to panic, but soon realized she was drying me and I need to urinate. Thank God for some urges. I asked if she would leave to let me take care of business. “nonsense !” was her reply “I will assist you” Well she did. She quickly undid the cock strap held my penis and ordered me to go. Had I not really had to go badly, I would have not been able to muster even a squirt, but soon I was going as instructed. She deftly stopped the flow midway through and had me sit and the directed my boner downward to complete its task.
She then had me stand up and she took my place and she pulled me close by my hairless prick as if to make me look at her while she peed too. Soon I was wiping her while on my knees and a new cock device was being snapped into place. I somehow found this last toilet sequence to be a singularly erotic experience without explanation.
I suppose I should have suspect what was in store for me, but I dumbly slipped on the women’s satin robe as it was handed to me with much thought. I did not think of the gender of the garment, but only of how soft it felt on my body. I was led to her bedroom.
I wish I could explain in some logical fashion how from point A to point B I had traveled, but like so many things in nature it just can’t be explained. I was seated on the couch fully clothed and now I am bound on her bed with a wonderfully tight girdle and panty hose on with specially designed holes for my cock and balls to protrude and for access to my hairless anus. I t was not that
I felt less of a man, but more of a widening of experience. Yes I reveled in the gleam in her eyes when she told me how nice I looked in the under garments or how proud she was that I was taking a larger butt plug or dildoe. I made her happy to be her sub, slave or whatever you might call it. It was all done with gentle teasing she had me there and used me for her pleasure gently causing me to endure more and more –the reward her happiness and perhaps some more stimulation.
I dutifully accepted the penis gag with protuding dildoe and she rode my face to near exhustion. She tempted teased and cajoled until I hand on more women’s lingerie. I was not allowed to orgasm because of her cock device. So when she released it and held me gently and stroked I exploded in her hand like I never did before. It was not some earth shattering hanging from the ceiling orgasm but a profoundly lovely simply gentle and imensly intimate one. There I was hairless in sexy panties bra and garters the smooth nylons ran up my legs She stroked my cock gently as I spasmed. I looked in the mirror and saw not a pitiful sight but one that was strikingly beautiful scene. I wanted to be her pantyboy slave and please her. I would soon find out how to serve her and her female friends in many more ways. I could not wait to find out what things she had in store for me. Serving at a party, a photo shoot, latex leather, bondage, shopping, ect…
I awoke dressed as before laying on Her sweet smelling bed to her gentle laugh teasing me, “Wake up sleepy head”. My eyes opened and and I slowly peered over the cock device holding my now once again erect penis perpendicular to my prone body. I saw and felt a cool white latex gloved hand spread my cheeks and slip into my anus. “Relax Honey,” she said I took a deep breath resigned to accept it –in fact excited to please her—focusing on her lovely face and teeth as she proceeded to probe me –first with one then two fingers and when it begin to hurt or tighten, she wuold use her other hand to stroke my cock to take my mind off of it. Soon I was humping her hand like some deranged nympho in a porno movie and grunting trying to cum. That’s it that’s it she said and then with great alacrity replaced her hand with what I found out to be an inflatable vibrating butt plug. “oh Daddy is going to fuck you real good” she said. I did not even think what that comment meant being distracted be the inflation and her testing the vibrating effect to my dismay. She was happy it worked and had the desired effect. I knew I had a submissive nature but she said she wanted to bring out my feminine side—I thought that an ex-jock is not going to make a pretty woman, but part of the process is not that per se, but of accepting and letting her do theses things to me for her happiness. Maybe this is how I view subbing also.
I liked accepting her sweet tortures—they turned me on—they energized me and stimulated my sex drive. Had I not been under her diligent supervision –I would have had a legnthly jerk off session, but with the cock controller I could not cum and knew that it was for her to control. I did not mind this—some people think that males or sub males will not give up there lonely fun in lieu of having a true Mistress control their cock and balls. Not me I was happy, more happy than I I had been in a long time and had no problem allowing her to take control—
While I enjoy certain cbt and like the Mistress to do to me while I accept her evil plans—I have also served like a slave getting wine, baths , massages ect. She also knew I worked a sues chef at a five star resturant, so when she said she was having a party and would really like it if I would cook and get to meet some of her friends, I agreed. Little did I know the circumstances of the dinner party.
She was so happy I agreed she released my cock and quickly stroked it while grabbing my balls and gently squeezing—this combined with the plug caused me to cum very quickly—she just gave me a partly evil –partly amused grin and cleaned me up and rebound my cock after harding it again. I told her I would cook whatever she wanted. She told me I have to get dressed first. I looked for my clothes while sitting on the edge of the bed. She returned with new gloves and what appeared to be some medical instruments. She knelt between my legs and stimulated my penis again playfully—then soon I saw her gently force the sound or dilation device down my penis head until it almost disappeared—first there was the discomfort, then the felling of having to urinate. She quickly taped it in placeso just the tip was secured to my cockhead. I lost my thoguht of looking for my clothes and soon found myself accepting a ballgag in my mouth and being led to the bathroom. I knelt as requested by the toilet and once again watched her sit and begin to urinate. I was mesmerrized looking at the parting of her lips. She must have saw that and soon stopped the flow and ushered me quickly to the tub where I lay in lingerie and all my orifices plugged. She smiled sweetly and then released the balance of her bladder to my surprise all over my prone body moving the spray to ensure good coverage. When completed I sat up and wiped my face –she knelt down the stroked my cheek—saying “there there that is what you wanted—isn’t it. I nodded—she always knew what I wanted.
Well I was stripped out of my wet clothes and we showered together and soon was in her vanity chair “being made up” or perhaps I should say “maid” up for the party. Yes I was still gagged and she flitted around me –so nice so feminine I just relaxed and enjoyed her attentions.
Now I had never liked or had a maid fetish no did I think the costumes were that sexy, but she had a special one for me. My mind reeled full of thoughts—what would I cook , who would attend the party, what would take place? I hoped she would tell me, but was in no position to ask.
I hoped some of her friends were Mistresses as I have always thought that 2 or more Dommes when they get together are very creatively more cruel than one. It has been a fantasy of mine too. Now what new sissy costume would she put me in?
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