From the diary of Mistress Isadora. Entries are from May 2017
Sissy Maid
He arrived in a grey suit to which he told me he was wearing panties and stocking underneath. He apparently does this look often. I’m into it. I made him strip out of the suit. I want to see what I’m working with. The suit removal did in fact reveal pink lace panties and pink thigh highs. I ordered her to dance for me after all her job is to keep me entertained. She brought with her an adorable maid’s outfit and black pumps. I had her put them on. The transformation into my sissy maid had begun. First order of business was to clean and shine my boots with her tongue. I then removed my boots and allowed her to worship my feet. I am always in the mood for a foot massage. I will say she did not disappoint with the foot rub. I then handed her a pink feather duster and go around the room and dust the shelving and the toys. She did a good job of that as well. It’s always nice when a sissy maid takes their job seriously.
After the cleaning and foot worship I wanted to reward my maid. I tied her to the bondage bed, lifted up her skirt and shoved in a butt plug. I decided I wanted to use a bit of electro on her clit. Once the pads were attached, I sat on the maid’s face. As I cranked up the electro I began smothering her with my ass. I enjoy turning up the potency of the electro while sitting my ass more firmly on their face causing more suffocation.
I put on my strap on on and let this bitch out of bondage. This maid loves cock so I had her suck mine of course. I picked a cock similar to the one I sucked that morning which was pretty substantial. I told her this and that she would now need to impress me. This slave again did a very good job, particularly the skull fucking and licking my balls. From here I bent her over the bondage bed and began the pegging and hair pulling. After a fierce round of who’s your daddy, I made her get on her knees. I allowed the slave to touch her clit as she sucked my dick. When she came I made her rub the cum on my cock and suck every last drop off.
Naughty Thoughts
A potential slave contacted me to be punished. He stated he was having inappropriate thoughts about me. His fantasies included fucking me as well as other depravities, thoughts he was now regretting. He felt he disrespected me and needed atonement for his disobedience. I was extremely pleased he was aware of his vile nature and was now ready to take his punishment.
When he arrived he told me how beautiful I was and how utterly terrible he felt for having these fantasies about me. I had him take all of his clothing off then kneel at my feet to lick my boots. This was where he belonged at my feet under my control. My boots would be the only thing he would be licking. I ordered him to the CBT chair where is sat spread eagle. I locked his wrists and ankles to the chair. I began playfully kicking his cock and balls. I put clamps on his nipples. I picked up a flogger and flogged his inner thighs, dick and balls. Once he was nice and red I moved on to my single tail. Nice cracking sounds leaving welts and red lines all over his cock and stomach. I told him this is what he deserved for having such thoughts about me. I would never allow him to fuck me as he is beneath me. He would now only be able to suffer for me to be in my presence. I tied his dick up and began adding clothes pins. When I was finished there were clothespins around the head of his dick, up and down the sides of his cock and a few on each of his ball sacks. This is when I like to take the vibrator to the head of their dick. It’s quite an intense feeling I have been told and was again told that on this occasion. I alternated between this and pulling on the chain of the nipple clamps he was wearing. When I finally tired of listening to his screams from this I moved on to removing the clothes pins from his dick. I did this with a riding crop. Some came off easily, others not so much. When they were all off I removed the nipple clamps one at a time. After removing one clamp, I slapped his nipple with the riding crop.
I then put him in a standing bondage position. His wrists chained to the beam above him , his legs shackled to a spreader bar. I tied his sad little dick up. I then flicked it with my fingers. such a small yet intense sensation when the area is bound like that. I put a parachute on his balls. Slowly I began adding weight. I would stop only to push the weighted parachute back and forth between his legs. I put quite a bit of weight on his balls before he began sweating profusely and needed to tap out. I told him that I don’t like when men tap out early . He could never pleas me. but he knew that. He has an insatiable need to fantasies about fucking me so he will be in on a regular basis for his punishment.
Play all day
had a delightful 6 hour session a few weeks back. I quite enjoyed it because it enables me to not feel rushed since he has an array of interests that I can play with which makes me feel my most creative. We usually get together for an extended period but now since we had more time we could also incorporate some public play.
This particular slave is a masochist whose compulsion is ball torture. Hard, thudding, wacks to the nuts. Of course he enjoys a good cock beating as well, but the balls being crushed and stretched is when I get to hear his cries. I tie him in multiple positions. Legs locked to a spreader bar with his arms tied above him. I put a parachute on his balls and begin to add more and more weight. I tie the head of his cock up with rope and tie the ended of that rope to his wrists. When he moves his wrists, his cock bondage pulls. Fun predicament especially when I add more weights.
I strap him to the bondage bed so he is pretty much immobile. I slowly flatten out his balls with a ball crusher. I add tens pads to his dick head and with every turn of the crusher, I increase the intensity of the electro.
After changing bondage positions I order him to get dressed. I put electro pads on his balls and put the unit in his pocket. When we get settled and I order my food, I take the unit out of his pocket. As he tells me about himself, I crank up the frequency and intensity of the electro. He stops talking. He then quietly begins his cries of “Mistress, Mistress”. I do like bringing a slave to this sort of sub space in public. It’s quite entertaining telling them to hold it together while utterly torturing them.
After some noshing, I brought him back to the dungeon. I tied him up on the floor, with his balls tied to a chair and his nipples attached to the rope bondage on his wrists. I have ice cubes made from my urine as a special decadent dessert for him. With each cube, I smack him in the balls. When the cubes are finished I just wail on his balls till he screams for mercy. Feeling the need to pee, I piss on his pathetic dick a bit. Being the pervert I am , I let one of his arms loose on the condition that when he finished he eats his cum. Jerking off in my piss, I stand over his face and order him to drink every last drop of my piss. Once I am done, he takes the cum from his hand and injects that as well. He has a long ride home so he throws his clothes on a leaves, covered in his own cum and my golden nectar.
I really enjoyed pushing his limits of ball torture and humiliation during this session. I love being imaginative and creating scenes that we can both explore.