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.

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Play all day

I 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.

Latex

I have a thing for latex that is shared with some of my slaves of course. I have one in particular who has some amazing gear. I was thrilled when he asked me to pick a catsuit and thigh high boots for our next session. We have similar taste .

We each changed into our latex in separate room. When I came into his room there he was in a black latex catsuit with the same thigh high boots he had gotten me. I allowed him to clean, polish and shine my latex. I enjoy the ritual. he then shined my new boots with his tongue.

I locked him to the St. Andrew’s Cross. I unzipped the croth of his catsuit and pulled out his cock and balls. I rubbed my shiney latex ass all over his cock. I then turned around, grabbed it and twisted it. He moaned and I laughed. I love the feeling of twisting a cock in my hand. I made him eat what drips out of his pathetic cock. I used the vibrating toothbrush on the head of his dick. The CBT continued with cloths pins and a vibrator on the head of his cock. I so enjoy watching slaves squirm, alternating pain and pleasure.

I ordered him to the bondage bed and hogtied him. I slid my dick in his ass and trusted slowly at first. When he begged me to fuck him harder I pounded his hogtied ass faster and harder. I love hearing him squeal. I banged him so hard in all this latex I thoroughly broke a sweat. Before I let him out of the bondage, I let him sit up a bit and lick the sweat off my chest then lick my cock clean.

Next, I tied him down to the bondage bed, legs spread. I hooked this electric slut up to a cock ring and a loop around the head of his dick. I then sat my latex clad ass right on his face. Feeling him try to breath as I move my ass around. Love how it just slide back and forth on his face. I enjoy over stimulating my whores and used a vibrator and I was sitting on his face. His pathetic dick was so hard and purple when he finally came on his latex.

Double Strap On

I had a fantastic double with Skyler Grey a few weeks back. We are both Scorpios so of course we have amazing chemistry together. It just so happened that this slave was into astrology and that was one of the reasons he wanted to book a double strap on, role-play session with the two of us.

We met him at the bar and hit it off so we decided to bring him back to our place. We chatted to get him loosened up and to get his guard down. We toyed with him, using our lady parts against him. No man can resist.  We then convinced him to let us cuff him to the cross. We each took an arm and a leg. When we met at the bar he was not expecting to be used for our entertainment. We pulled down his boxers to reveal his cock, hard of course. Even though he said he didn’t want it Skyler and I knew he did. Like with all men, we know how to get what we want from you. We rubbed our beautiful asses on his dick only to then torture him with a mechanical toothbrush. I began twisting  his cock slowly, as Skyler twisted his balls in the other direction. We laughed as he yelled out in pain. He obviously wanted to give up all his power to us, as we were going to have our way with him whether he liked it or not.

We uncuffed him and had him get on his knees as we slipped into our strap ons. I grabbed him by the hair as Skyler slapped him in the face with her cock. He confessed he wanted nothing more than to suck both of our cocks. So we gave it to him. He became a total whore for our dicks. Deep throating, getting slapped with our huge cocks and skull fucked. I told him he was our cum dumpster for the taking.

After working his mouth out, I suggested we stuff more of his holes. Skyler sat on the bondage bed and told him to come hither while jerking off her strap on. He went over to her and bent over to wrap his lips around her cock. I decided his mussy was mine for the taking. I slowly thrust my cock into him at first. I laughed seeing this slut wince. I highly doubt this was his first time at the rodeo. The faster I went, pushing harder into his ass, the faster this whore’s mouth rode Skyler’s dick. He couldn’t get enough of our cocks filling his holes. I grabbed him by the hair on the back of his head as I thrust my cock in his mussy making him call me Daddy. Another highlight of this strap on fest was Skyler and I joining hands to “Eiffel Tower” his ass. Skyler and I love Paris. He kept saying he was going to cum so as I pounded him, Skyler instructed him to jerk off in his hand and eat it. So he did. We all had quite a time that afternoon.

Mistress Isadora visiting New Orleans 7/27-31

I have a love for travel. One of the many wonderful things about being a pro domme is playing in different cities. I am traveling to New Orleans July 27-31, taking sessions at Mistress Genevieve’s fully equipped dungeon. To book, contact me via email with your interests, hard limits, level of experience and the names of the pro dommes you have served. If it is your first time do not fret, I enjoy popping cherries. Do read my website in it’s entirety prior to contacting me. If your kink is not on my list of interests you may politely inquire unless of course it is already listed as a hard limit of mine. If you are unable to meet with me but would like to contribute to my domme travels, Gift Rocket and Amazon Gift Cards are my preferred tribute.

www.mistressisadora.net

mistressisadora@yahoo.com

Gifts:

www.giftrocket.com

address Gift Cards to mistressisadora@yahoo.com

 

My newest chastity slave

This slave was traveling about 2 hours  for a first time session with me. He told me he put himself in chastity about a month prior in the hopes of seeing me. He contacted me about an hour before  our session to say he was going to be late as his tire had popped and he was waiting for AAA. As he waited for them he text me that he wasn’t anticipating it being as hot out as it was and how the chastity device was really irritating him. Of course I found this hilarious. He ended up being an hour late for our session due to traffic and a flat tire. A 2 hour journey turned into 4 hours. He didn’t cancel and turn around but I think that he was more so thinking about being out of that chastity device. As usual a man thinking with his dick.

When he finally arrived, I had him go straight to the room we were to be in and strip. He brought with him a few leotards and stockings. He informed me he enjoys wearing the leotards under his work clothes. I had him put a green leotard. I put a collar on him and told this bitch to get on his knees. I had him lick my stilettos clean. He was just so pathetic looking in his outfit and  I already knew he was uncomfortable from sitting in a hot car in a chastity device for 4 hours, so I must now give him wedgies. He’s a whiner so after he whined about the wedgie I spit in his face. What a pathetic site, a sweaty man in a leotard with a wedgie covered in spit. At this point I decided to treat him like the dog he was and have him play fetch with me. I figured this beast was thirsty after all of this so I got a dog bowl out for him. I began by spitting in it, then I pissed in in. I told him to crawl over and lick up the contents of the bowl. He lapped it up in record time.

I again had him strip then change into a pair of shiny nude pantyhose. I put on my strap on had shoved my big cock down his throat. When I was finished skull fucking him, I bound him to the St. Andrew’s cross. Since the chastity device was bothering him, I decided to use a vibrator on him. I can not express how delighted I was to see how much all of this was getting to him. When I was kind enough to let him out of chastity, I had him get on his knees and face the wall. It took about 15 seconds for this pathetic excuse to cum not only on the floor but on the wall. I told him he was an absolute idiot to do something so thoughtless. I slapped him across the face and made him lick all his cum from the floor and the wall. I also made him clean the wall before allowed him to get dressed.

He later wrote me about the amazing time he had and how he wants to serve me. He asked if I would oversee him the next weekend via text and phone as he was going to stay in his basement, chained to the floor in chastity and a leotard. I agreed and what a ridiculous 2 days it was. I had him send me pictures of himself through out. when he asked for permission to use the bathroom I told him to go out in the yard. Fearing he would be seen by a neighbour, I informed him his only other option was to piss himself which he did. He is a whiner so of course he kept saying that the basement floor was cold to sleep on and how he smelled terrible. I am glad I wasn’t there to smell him after 2 days of no shower and pissing himself in a leotard and pantyhose.

From the slave’s perspective

This is another one of my slave’s sharing our session from his perspective.

Footboy’s Story of Humiliation:

“I have had the pleasure of serving Mistress Isadora a few times now. Each time gets better than the previous session which is why I keep coming back for more (I have told her she has become like an addiction for me).
Upon contacting Mistress for the first timjust outlined a few of my interests, mainly humiliation and an insatiable foot fetish. Mistress did not disappoint with just those few details I provided.
Mistress was so warm and welcoming when I entered the dungeon for the first time. After some small talk, she had me strip naked and get all on all fours, she informed me going forward that she expects someone as pathetic as me to greet her in that way all times going forward.
The verbal assault and physical humiliation took off from there. She called me every name in the book (bitch, slut, etc). all while teasing me with her feet. After a while of forcing me to clean her boots (with my tongue of course) she finally allowed me to remove her boots and start kissing and licking those beautiful bare feet. She could sense that I was getting too excited but told me she was not done with me. She walked me on my leash into the bathroom and told me to enter the tub. Mistress then proceeded to put these ridiculous bunny ears on me and urinated all over my pathetic body. She informed me I could finally release and needless to say it took a matter of seconds after one if the most incredible times I had ever had.
I have seen Mistress many more times since then like I said. She just keeps getting more creative each time. A few additional highlights have been surrounding food play. She has had me being cupcakes and then proceeded to shove them in my ass. Of course I have been made to eat them after pulling them out. She has also made me cum on them and the consume every last drop. All the while the verbal assaults just keep getting better, one of my all time favorites was “how pathetic…you need my toes in your mouth to cum.” Just the way Mistress said it, pushed me over the edge.
Mistress has also taken me in public a few times which takes it to another level. She has forced me to rub her feet in a restaurant while chewing her food then spitting it into my drink which then I was required to drink. We have been on shopping trips as well where I am expected to buy Mistress some items her gear desires which if course I would never say no to. However, she of course requires me to carry all the bags as well as her purse! I definitely feel shame as I know people think I’m a loser but like I said Mistress us an addiction so I’m more than happy to do anything she asks me to do.
After writing this, I feel the urge to schedule another session soon to see what other creative ways beautiful Mistress Isadora has come up with to further humiliate me.”