Philadelphia FemDom Mistress Isadora’s Session Stories

From the archive diary October 2018

Hotel Series: 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.

Philadelphia Dominatrix Mistress Isadora Session Stories

From the archive January 2018

Bondage and Staples

I began by wrapping rope around his arms and torso, then tied the ropes together tightly to make sure he could not slip out. In a standing position, I locked his ankles to a spreader bar and tied everything to the bondage beam above his head. I bound his balls nice and tight, running the rope behind him, pulling his balls and tied them to the side of the bondage beam. Now that he was unable to go any where, I put clothe pins on his cock one by one. Nothing too crazy maybe 10 or 12. I also put a few clothes pins on his nipples as I didn’t want to leave them out. I then just used him like a toy flicking the clothes pins, using the hitachi to make then vibrate, pulling on the rope behind him to stretch his balls further from his body.

Next I locked him to the CBT chair. To make sure he couldn’t close his legs, I tied his thighs tightly to the legs of the chair. I flogged his pathetic little dick to admire the rope job I did on his thighs. I put nipple clamps on him as I ran the violet wand on his crotch.

I do a lot of stapling on this particular slave. I enjoy exploring things with him as he with me. So once I tied him down to the bondage bed, I decided I wanted to give him a mangina. I stapled his foreskin so his dick was unable to pop out. I then wrapped his ball skin around his cock and stapled it down to resemble a vagina. Similar to a sexual reassignment surgery. It looked fantastic. I even had Mistress Rita and Mari come check it out. I almost didn’t want to take the staples out bug I unfortunately could not send him home like that or at least not that day.

Power Exchange and Needle Play

I’ve been seeing one of my slaves regularly for many years now. We have a delightful time as he is a masochist without many boundaries. Even better, he revels in letting go and giving complete control over to me during session which all fuels my sadistic creativity.

We were chatting after session over lunch about fantasies and of the sessions we had in the past. He suggested he would like to try testicle piercing. I do enjoy needle play and he  being my pincushion so this was a step in the right direction. I consistently push his limits, delving further down the rabbit hole. Mistress Rita joined us in a scene a few months prior. Her and I put 57 needles in this pincushion. We even took a selfie with his dick that I posted on Twitter “Most savage selfie”. The 2 of us have the biggest grins on our faces showing off our work. I thought testicle piercing would be a fantastic way to take the needle play to a new level.

He came in for his regular monthly booking with me. Once he came out of the shower, I ordered him to his knees, put a blindfold and a collar on him. I attached a leash to the collar and guided him down the dungeon hallway to the room I chose to session in. I locked him to the St. Andrew’s Cross and tied his thighs to the legs of the cross to make it impossible to close his legs. I warmed him up with a good flogging to his crotch. I put clothes pins all over his cock and balls. I then slowly and playfully used a riding crop to whip ever one of them off.

I put a parachute on his balls then removed him from the cross. I had him lay face down on the bondage bed and with his dick hanging out of the hole cut in the bed. I put him in a hog tie with weights on his ball parachute the was hanging out from the hole in the bed. I decided to then introduce an electro butt plug and a few electrodes to his inner thighs. After increasing the electro intensity and adding more weight to his balls, I freed him, if only to change into a new position.

I’ve been seeing one of my slaves regularly for many years now. We have a delightful time as he is a masochist without many boundaries. Even better, he revels in letting go and giving complete control over to me during session which all fuels my sadistic creativity.

We were chatting after session over lunch about fantasies and of the sessions we had in the past. He suggested he would like to try testicle piercing. I do enjoy needle play and he  being my pincushion so this was a step in the right direction. I consistently push his limits, delving further down the rabbit hole. Mistress Rita joined us in a scene a few months prior. Her and I put 57 needles in this pincushion. We even took a selfie with his dick that I posted on Twitter “Most savage selfie”. The 2 of us have the biggest grins on our faces showing off our work. I thought testicle piercing would be a fantastic way to take the needle play to a new level.

He came in for his regular monthly booking with me. Once he came out of the shower, I ordered him to his knees, put a blindfold and a collar on him. I attached a leash to the collar and guided him down the dungeon hallway to the room I chose to session in. I locked him to the St. Andrew’s Cross and tied his thighs to the legs of the cross to make it impossible to close his legs. I warmed him up with a good flogging to his crotch. I put clothes pins all over his cock and balls. I then slowly and playfully used a riding crop to whip ever one of them off.

I put a parachute on his balls then removed him from the cross. I had him lay face down on the bondage bed and with his dick hanging out of the hole cut in the bed. I put him in a hog tie with weights on his ball parachute the was hanging out from the hole in the bed. I decided to then introduce an electro butt plug and a few electrodes to his inner thighs. After increasing the electro intensity and adding more weight to his balls, I freed him, if only to change into a new position.

I would need to immobilize him, so I put him in a chest harness of rope and attached it to his arms making him unable to move them. I had him lay on his back and tied him further to the hooks on the bondage bed. I also tied his legs to a spreader bar attached to the bed. I tied his balls up nice and tight. There they were, his vulnerable testicles just waiting to be pierced. I cleaned his balls off and prepared for the needle play. I took a short, thin gauge needle and steadily inserted into one side of the sack and ball. It was a bit more pressure than to just pierce the skin but not difficult at all. He seemed to be intrigued by the new sensation as was I with putting a needle in his testicle, so I went for another. Don’t wanna be lopsided. After the second needle, I did a few more. Then I poked a few more holes with a slightly larger gauge and length needle up his shaft to the head of his cock. I  took a photo to relish at my work. Of course he was a happy little sub. He contacted me later that week to let me know his balls were great and there was minimum recovery. I used his credit card to purchase a lovely pair of snow boots as a reward to me for such a great session.

Couple’s Kink

From time to time I get to session with kinky couples. This is something I really enjoy. I recently had a great time with a couple. I revel in the sadistic fem dom realm however, I take pleasure in many fetish scenes. This couple had a fetish for wedgies and diapers.

They were an attractive couple. The husband loved the sensation of being wrapped tightly in a diaper. He also loves his hot wife’s ass especially when she has a wedgie. Her and I put him in a diaper which we wrapped extremely tight. Then a cotton onesie that snapped at the crotch.  I then cuffed him to the CBT chair. I wanted us to have access to his diaper covered cock.  The wife and I both had on leotards for easy wedgie access. The wife was looking amazing in a black leotard, I could not help caressing her which she reciprocated. When my hands got to her hip I began pulling up the legs of the leotard. She did the same to me and we started laughing. We turned to her husband and he was definitely enjoying the view though he was being tormented by us all tied up and in a diaper. I told her to go rub her ass on his diaper. As she was doing this I went over to her and pulled up her wedgie.

We uncuffed him and had him lay on his stomach on the bondage bed. He began humping the bed as he could not control himself after staring at her and I with our wedgies. This naughty diaper boy needed to be punished. We each took a paddle and began paddling his diapered behind. After that we took turns spanking him as he humped the bondage bed. He begged his wife to come over so he could give her a wedgie. He then begged to give me a wedgie. I was having so much fun I allowed it. My juicy booty looks fantastic with a leotard wedged up my butt cheeks. At this point we put a second diaper on him and allowed him to lay there and hump. It was at this point I began showing off my ass shaking and popping skills. I gave the wife a tutorial which I am sure the wedgie and diaper fetishist is enjoying watching her practice at home. Before we ended the session, he took his diaper off so he was only wearing his cotton onesie. I let him know since he gave me a wedgie, and his wife and I were giving each other wedgies, it was his turn. His wife and I both took turns giving him wedgies before we let him put his pants back on.

Philadelphia FemDom Session Stories

From the diary of Mistress Isadora August 2017

Another happy patient

Submissive perspective.

Sessioning with Mistress Isadora is a sublime experience, pleasure bourne of giving over control to a supremely beautiful woman. She greeted me in her skin tight latex top, unzipped to expose her milky white, soft as silk breasts. Thigh high boots and tights completed the outfit. Her make-up was runway ready.Into the stirrups of the exam table I lay naked, entirely exposed and vulnerable as she examined me. My excitement was more than evident as our medical session began. She worked my cock through an entire series of large and then larger sounds. Fucking my pathetic dick, stretching my hole like a little pussy. She then inserted a good sized butt plug into me and before I could adjust to its girth its electric pulses began and continued as she returned with even larger sounds. My entire nether region was dancing in her hands. Intermittently, she would edge me with her Hitachi wand and then stop just seconds before I could ejaculate. More sounds, more edging, then an electro sound….she was relentless. Her touch is masterful, or better said “Mistress-ful”Mistress Isadora tunes her sessions to the needs of her subs, I didn’t need a safe word as she was so deep inside my head (and everywhere else).  I’m already looking forward to my next visit.puppy boy

Diary of Mistress Isadora: Philadelphia BDSM, fetish and fem dom

Session Stories June 2017

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.

FemDom Philadelphia Session Stories

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.

Philadelphia FemDom:Mistress Isadora’s Session Stories

Archived blog posts from April 2017

Sexual Psychodrama

I have a penchant for the taboo. I enjoy imaginative role-play. When potential slaves come to me with what some may say are bizarre scenarios, I thrive. I have had fantasies play out both on calls and in person.

A particularly memorable call came in a few weeks ago. His scene involved the 2 of us to be cat burglars. I sneak into a neighbour’s apartment while she is asleep. I then begin kissing and caressing her. Since she recognises me and has had a crush on me, she finds this fantastic. Then my cat burglar partner comes in with the rope. Our neighbour still says nothing and seems to be completely into this surprise visit. My fellow burglar quietly sits at the edge of the bed and watches us. I take my clothes off and she hers. I straddle her then, I tie her wrists to the head board. I kiss her as I slowly wrap my hands around her neck. I squeeze her neck tighter and tighter. As she begins to squirm, I rub my pussy on her. I stop and allow her to breath. We are all so turned on I do it again but this time is different. I get too carried away, I strangle her with my bare hands.

I really enjoyed how this taboo fantasy played out between the two of us during the call. It felt quite realistic, he and I talking while he was sitting on the edge of the bed as I strangled her. Letting our imagination run wild.

Another recent scenario presented itself as an in person session. We were brother and sister who were getting together to catch up. My brother told me how he missed coming to see myself as well as my husband because he loved looking at his big cock. We reminisced on the sex parties I invited him to that involved the members of our church group. We would all fuck in my large mansion on the beach, including some of the clergy.   We chatted about all the sexual acts we engaged in and what we saw others do. This was quite the taboo role-play and immensely imaginative. We went quite out there on the edge. I found it very satisfying.

Philadelphia FemDom Session Stories

Session stories of Philly Dominatrix Mistress Isadora. These are from November 2016

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.

Trampling Double

I had a fantastic time teaming up with Skyler Grey for a double session recently. I haven’t had trampling session in a bit so I was excited about this session for many reasons.

We had him lie on the floor, no bondage as that really wasn’t his thing. We began running our soft pedicured feet all over his body, alternating giving him a taste of our delicious toes. Skyler is a tall red head with larger feet and I am a petite platinum blonde with smaller feet. This foot fetishist got to enjoy the best of both worlds.

He could take much more than I have seen in some time which was just wonderful. We  walked all over his stomach and chest, both of us at the same time. Skyler would trample his stomach as I stood on his chest putting my foot in his mouth. She would sit her beautiful ass on his face as I would jump up and down on his chest. He would struggle a bit to breath into her ass as I jumped.

We were dancing on him and doing yoga. We had such a great time. I thoroughly enjoyed standing on his chest with one foot and using my other foot to step on his neck . He wasn’t into edge play per say, just the amazing feeling of being crushed by beautiful women. At some points I sat on his face as Skyler jumped around on his chest. At another point I stood on his face and at another Skyler and I both had a foot standing on his face and chest. We both of course had to step on his cock a bit and shove our feet down his throat. We also would sit our asses on his neck. He got a great view and smell of our luscious asses this way as the other would trample his stomach and chest.

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.

Virgin Golden Shower

I recently had a session with my youngest twink yet. Freshly 18 years old. He wasn’t sure if he wanted to explore too much but he had a few definite interests. I was thrilled he was trusting me with his first experience.

What a sweet little twink he was. When I opened the dungeon door, there he was standing there naked. After putting on some music, I turned to him and began the first bit of training. I had him get on his knees, head down ass up. I put my platform boot on the back of his head and informed him to memorise this position.

I put cuffs on his wrists and ankles. With a spreader bar, I tied his legs and arms to either end of the suspension frame . I then placed my ass right above his face. I teased and taunted him dropping my ass on his face then bringing it back up. I finally sat on his face, smothering him. After a while he began to struggle and I could feel him attempting to breath in my ass as I moved around to keep him from taking any deep breathes. I laughed as he struggled more, then I sat up. He was tried desperately to catch his breath and when he did he was smiling. What a little pervert. Just what I like. I just kept sitting on his face for a longer about of time. I so enjoy listening to slaves struggle to breath in my ass.

I then decided to change it up and wrap him in plastic. I ripped open the area of the plastic by his crotch and pulled his cock out of the plastic. I began to use a vibrator on him to take the torture up a bit. I sat on his face and held him don tight as I also used the vibrate on his pathetic dick. Virgins are just so fun. I wrapped my thighs around his head in scissored him rubbing my ass right in his face. I began spitting in his face and in his mouth. I stepped all over his pathetic little cock to then make him lick the taste of his dick off my feet.

He had mentioned he was thinking of trying a golden shower. I absolutely delight in pissing down the throat of my pets. Giving them their first taste of the nectar of a goddess especially. I stood over him and began pissing right down his throat. I was well hydrated so this virgin definitely got the most amazing first shower. Lucky boy.

Philadelphia Dominatrix Mistress Isadora’s Session Stories

These entries are from a blog August 2016

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…

Philly FemDom Blog

From the archive of Philly femdom Mistress Isadora. June 2016

Session with my vanilla friend

I recently had a session with a long time slave and one of my vanilla friends. When my slave asked if I had any friends who would like to watch as I tortured him I immediately thought of Laura.

I decided on doing some of my favourite activities as well as things I haven’t tried. I always want to do at least one new thing everytime we session. Whether it’s a a different bondage position or a new toy. We like to experiment.

I began by tying him to a CBT chair. I wanted to show her some furniture that had a specific use. I remember the first time I saw a CBT chair and how enamored I was with it. I was hoping she would feel the same and she did. I began to flog his cock as I pointed out how you must be sure their thighs are bound to the chair since they will try to close their legs or will keep moving and it’s more difficult to hit a moving target. I then showed her how clothes pins can be easily turned into a torturous CBT toy. She watched and laughed as I used a riding crop to knock all those clothes pins off his cock.

I wanted to try a bit of new bondage so I bound him with rope to a bench. I had tied rope around the head of his cock which I then tied to a beam. I took the rope I tied to his balls and tied to another beam. He is now bent over a bench with his cock being pulled one direction and his balls another. I had Lauren pull on one rope and I the other. After that fun I attached the Tens to his balls and her and I chatted as I tortured his balls. All the pulling and electro got to him so he tapped out to which I just changed his position. I put him on his back on the bonged bed. I then tied the rope that was around his balls to the beam in the ceiling. I tugged on that and put clamps on his nipples. I brought out an Eros cock ring to show my friend another type of electro device. I have to say it was alot of fun to play with both of them. I think we will play together again. And who knows maybe my friend Laura and I will be offering more vanilla voyeur sessions in the future. I love my friends supporting me torturing and breaking the male ego.

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.

Philly FemDom Blog

From the archive diary of Philly FemDom Mistress Isadora

A slave’s story

I have seen mistress a handful of times and she is incredible. I go into a session with no safeword because I want her to push my limits and I completly trust her. I love cbt. Some highlights of our sessions is when she puts me in a humbler and starts to whip my balls. I fall to the floor because I lose all my strength from the pain. As I lay there helpless with my balls totally exposed, she continues to hit my balls as I moan in pain. When I get my strength back I pick myself up only to have her hit my balls again and again and I fall right back to the floor. Another highlight is the kalis teeth. I never knew what a kalis teeth was until she put it on me. At first I was soft and I didnt feel anything. I wasnt sure why she put it on. Then with a vibrator she got me hard and omg. The pain was absolutely incredible. Mistress had to use a ball gag to keep me quiet. I got soft again and the pain wemt away but she used the vibrator again to get me hard and the teeth started biting my cock again and the pain was so intense. This has become my favorite cbt device. The best highlight is at the end…the golden shower. This is a mystery to me. Her beauty and personality Is so powerful that I want to be her human toilet. She tells me to lay on my back. She then puts the toilet seat above my face. I am so excited by this. It is also humiliating. I wait with anticipation for her to sit down. However first she puts a ball crusher on me. This so adds to the scene because now my balls are in pain and then she sits down. I am so horny and I kust cant wait for her to empty her bladder on my face. Once she told me she was going to pee down my throat. She started peeing into my mouth and then stopped. I swallowed and then gagged. Pee doesnt taste very good but I wanted more. So she peed again all over my face and filled my mouth again. I swallowed. This went on until she was done. She let me lay there a couple minutes in her pee. It was so humiliating and exciting that now thats all I think about. Does that make me a pathetic slave? I dont care. I enjoy being her toilet.

A 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.”