Hotel Series: The Extended Session

For this session since it was my longtime slave’s birthday he booked a large suite in Center City.  Since we were to be doing a 9 hour session, I wanted to get more creative than usual and use multiple spaces, even some public play.

We began at The Chambers. After having him strip naked and shower, I put a collar on him. With leash attached, I led him to the play room. I cuffed him to the cross and began fogging him with various floggers. Then I worked my way to a fun double tailed whip I adore, then a dragon tail and finally my single tail. When I was finished, I caressed his back and ass with vampire gloves. Now he was nicely marked and reddened up, I gave him a treat and allowed him to lick my boots. I had him fetch me the water and snack bars I had him bring for me. Beating men takes energy, so I had him rub my feet as I ate and drank because hydration is important.

Next, I bent him over the bench. I cuffed his ankles and wrists to it, his thighs and waist I tied down to the bench. I don’t like much wiggling. I used one of my favorite toys, a humbler to get him just where I want him which is by the balls. I flicked those tight balls with my finger then used an electric toothbrush on them. Played with the violet wand using a few different attachments for different sensations all over his body.

I bound him to the bondage bed. I brought over a metal tray with a few syringes, needles and a bag of saline. I began filling up one of the syringes with saline , then poked him in the balls with it. I must say its a bit intoxicating. I did that about 7 or 8 more times and noticed his balls were inflating. I then did about the same amount in his dick, watching the skin stretch a bit. Now that his cock and balls were looking even more pathetic than usual, I thought it a great time for public play. After getting him out of bondage, I put a remote control cock shocker on his odd looking crotch before I had him put his clothes back on.

We went to lunch. As I snacked on lobster and escargot, I shocked his dick with the remote. We were dining al fresco so the thought of getting him caught was a delicous mind fuck. When I was finished, we made our way to his hotel room and he brought up my huge suitcase of gear. I had a friend joining us so when she arrived I got changed into something more comfortable: PVC ensemble with fishnets and boots.  I was ecstatic to break in my new leather sleep sack. I zipped him in it and laced it up leaving his cock and balls out ready to be tormented. I put him in a sensory deprivation hood also. I bound his little parts and set up all my new electro toys. I used pads on his balls, a fun head shocker with a urethra attachment and what I like to call the little lasso. With all this going on and him completely deprived of all of his senses except for the feelings of electrocution running through his cock, I took the time to catch up with my girl. We would laugh when he would sorta moan and shake when the electro machine would run through another setting.

When I let him out of the sack, I gave him a short break after all that electro. By break I mean I had him assemble the bed bondage. I attached him to it, spread eagle. I brought the rest of the bag of saline to finish off. Now I know when doing saline inflation, an IV is easiest but there is just something about poking holes in flesh I find exhilarating. Our voyeur is a vet tech and she also suggested that but agreed watching me administer those injections of saline was entertaining. When his cock and balls were about 2 times their normal size, I stopped for a bit to whip and flog them. I then used sounds on him which was not only odd to do with his inflated cock but he said felt even stranger. I proceeded to inject more. When we were finished I put 700ml in his cock and balls. I just slapped them around and played with the ridiculous looking gummy thing that was his crotch. My girlfriend just sat there laughing the entire time. I made him walk around the hotel room and jump up and down with his huge inflated balls. As he was doing this my friend and I laughed, drank champagne and ate chocolate. Such fun girl bonding that day.

 

Used

I grabbed him and pushed him down to his knees. I pulled his head back by his hair and threw his head to the ground. I put my boot on the back of his head for a moment as I laughed. I informed him he was my play thing for me to do as I pleased. I examined this pathetic specimen as I ran my claws up and down his back. Sometimes I like to get things warmed up with a little spanking, so that’s just what I did.

I told him to get up. Of course his little wiener was at attention, so I tied it up. I put on wrist and ankle cuffs, then attached him to the St. Andrew’s Cross. I like this position because I enjoy pulling hair. A reminder I own them, much like the marks I left on his ass after I flogged and whipped him for a bit. I uncuffed him and had him turn around against the cross. Again wiener at attention, so I slapped him across the face a few times then spit in it. A pathetic man who constantly has a hard on. I decided I was going to torment this swine by zapping his cock with a violet wand. I went back and forth between using the wand on his dick until he almost tapped out, to then rubbing my shiney catsuit clad ass on his pitiful penis.

I took him off the cross and ordered him to his knees. I gave him a bit of a beat down slapping his face, spitting on him, pushing him and kicking him. I degraded him for his small cock and stature in life as a meager male with a constant erection who likes to suck beautiful women’s cocks. Which is when I pulled out my strap on. A nice big dick for him to really show me what he’s got. He was lazy at first which is when I had to tell him if he’s gonna suck dick, he must also use his hands. I informed him that I know he has had a blow job before so he needs to quit acting like he doesn’t know how to give decent head. I grabbed his head and rammed my cock in his mouth. That’s when he was ready for business. Hands, spit, deep throating. I took him by the hair, pushing his head down to my balls, thrusting my crotch into his face.

I bent him over a horse and attached a spreader bar at his ankles. I made his mussy mine. Treated him like a little slut, spanking his ass and pulling his hair. When I felt I was through with his man pussy, I had him suck me off to further degrade him only to then spit in his face. Such joy in being a humiliatrix.

 

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.

 

Strap on fun

A slave who I have been seeing for a few years recently booked a session. It had been awhile. He had been seeing me since he was 20 and now he was a 23 year old cock sucker. He told me how much he missed our sessions as they had helped him grow. He was now exploring his bisexuality regularly.  Cock sucking all over town. He really wanted to come in and take my dick.

I like to get him real slutty. I put this little sissy in a long red wig, red lipstick and burgundy panties. I so enjoy watching my sluts flaunt their sissy self and he is just fantastic. He loves to shake his ass and beg me to let him be my cum guzzling slut.

After his performance, I had him get on his knees. I shoved my cock down the throat of this cum dumpster. I must say he is amazing at deep throating . Loves to get slapped across his face with my cock and rub it along his lips.

I bent him over and began getting his mussy ready. I put in a butt plug to make sure his ass stayed nice and stretched for me before I shove my cock in there. I had him suck my dick a little while longer simply because he is such a slut about it. I bent him over again, removed the butt plug and inserted my cock. It wasn’t huge because he is more of a regular cock sucker not always getting pounded. Though this day he got the pounding he so desperately needed. After getting his ass warmed up, I gripped his hips and moved them back and forth on my cock. I pulled her hair, slapped her ass as I pounded this sluts mussy. She screamed in pleasure and I went harder.

When I finally took my dick out of her she got right on her knees and begged to suck my cock. I am one to never resist a little ass to mouth so I grabbed her head and thrust my cock deep in her mouth giving her every last drop of her ass in her mouth.

Our usual and frankly one of my favorite rituals with a slave is when she jerks her clitty off and cums right in her mouth. So entertaining.

Pantyhose fetishist

I have embraced my recent pantyhose fetish and it seems to have not gone unnoticed. I’ve been making pantyhose and nylon encasement clips in addition to getting requests for customs and live sessions with a pantyhose or encasement fetish incorporated.

This fetishist arrived at the door he was dressed in a nice in a suit. I do like that. When I went into the room to start the session there he was, sans suit wearing only grey pantyhose that matched his suit. I order him to stand against the St. Andrew’s cross. When I locked his arms and legs to the cross I noticed his dick getting hard through those pantyhose. I ran my fingers from his shoulder, down his stomach right to his encased dick. I scratched it as I said to him “You were wearing those pantyhose all the way here under your suit weren’t you?” His shook and answered “yes. ” I pulled his pantyhose down exposing his cock. I took my mechanical toothbrush and ran it on the head of his dick. As I did that I spoke about how it must be difficult working in an office environment with all those pantyhose clad female executives. I stopped the tooth brush , grabbed his cock and began to twist it slowly, pushing him to his edge. I rubbed my pantyhose clad ass on his crotch making him moan. Of course I reminded him he would never have a woman of my caliber. I enjoyed bouncing my ass hard on his dick. To me it reminds him that he must be carful what he wishes for. Yes, he  wants my pantyhose encased ass on his cock but he knows he will have to endure a bit of torture.

 

Whipping post

I made him strip and locked him to the St. Andrew’s Cross. I bound his thighs with rope to the cross as well. I began by spanking him to get a feel for him. It was our first session and though he said he had a high pain tolerance, you never now. I began with a leather flogger and hit him hard, then harder, rhythmically until he started turning red. I picked a nice nine tail with rose like buds. I whipped him with that for a bit, watching as I started leaving my mark. After finding my warm up I started with the single tail. The snap really makes my panties go ping and then the lovely mark. It’s my art and his ass was my canvas.

Since he was standing for quite a bit, I had him lay down. I tied his arms down and his legs in a spreader bar tied to the bondage bed. He looked so helpless as well as thirsty so I spit in his mouth. I always know what my slaves want. This one was waiting for me to stretch his cock hole. I lubed up his head and began inserting sounds using them like a cock fucking a hole. I then moved on the one of my favourites, electro. I put electrodes on his balls, shaft and head. I turned them up and watched him squirm. Keeping that electro cranked up, I move to his nipples. Pinching his nips between my nails then applying the multi teeth clamps. I stood above him and every time he moaned from the electro or me pulling on his nipple clamps, I spit in his face.

I moved him and locked him to the bondage bed face down, legs spread. I can really go to town with my pain sluts in this position. I left him bloody with beautiful art work on his body.  He knew he now belonged to me. He came back a little over a week later and there were still remnants from our prior session. I’m sure when I see him again we will keep building with what is left on his body from the last session.

 

She likes to entertain

I session out of a fully equipped dungeon but I do like when slaves bring their favourite toys. It is a new experience for both of us. This sissy brought a few of his own outfits. I always find this hilarious because I know this bitch has been wearing this outfit around the house or these lingerie pieces under his day to day clothing. His particular outfit of choice is a leopard triangle bra top with a matching thong and sarong. The sarong has coins on it like a belly dancer.

As I sit there and have her explain her ensemble to me, she can not resist touching herself and showing herself off. What a whore. Just what I like and so perfect to have entertain me. I had this slut slip into a pair of black heels. I put on some belly dance music. I told her to show me how she was going to win my attention. She started swaying her hips, touching herself. That little whore’s clitty got harder every time I threatened to use her every orifice as a cum dumpster. I needed to slap her hands from rubbing her clit. As she sway her hips I got behind her and thrust my hips up on her ass. I lifted her short skirt and spanked her.

She brought knee pads with her so of course we are going to use those. One they were on I also put her in a collar with a leash. I made her crawl to the bathroom as I led her on the leash. I ordered her to lick the toilet like the piggy bitch she is. She went to town licking the entire bowl,  lid, and enjoyed a bit of fresh toilet water as to not dehydrate. As I led this pig back to the room I yelled “swine” and flogged her. I though it similar to to “shame” for you GOT fans.

When I got her back I pulled her thong to the side and plugged up her mussy. I then put on my strap on. I bent her over the horse and locked my piggy down. I shoved my big cock down her throat. You know where this goes and that’s only a taste…

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.