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.

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