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Chapter 34: The Session

  • Writer: Dankerfader
    Dankerfader
  • Sep 4
  • 5 min read

Updated: Oct 15

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After a few months working there, Sara was allowed to bring me in to play one night when it was slow, and I finally got to see the dungeon for myself. It was the upstairs unit in a duplex. A two bedroom with one bathroom.


The living room was very domestic but had a closet filled with props for a cross-dressing session. Women's clothes and wigs. The kitchen was closed off with a heavy curtain. This area was off limits to clients and served as an area for Mistresses awaiting upcoming appointments.


They always painted this illusion there was a whole separate house on the other side of that curtain, but it was actually quite small and not at all exciting.


The first bedroom was dark and every bit the traditional dungeon look you would expect.


The walls were painted black with dark purple curtains covering the window. Chains on the walls. BDSM furniture placed strategically throughout the room. A sex swing with cuffs attached hung from the ceiling.


What really caught my eye was a series of paddles that were organized on one wall. Each was engraved with a different Mistress's name and had a unique element of style. Upon my first time there I looked at the different paddles and fantasized about what each Mistress was like. Not forsaking my girlfriend but a guy is allowed to fantasize.


The second bedroom was designed to look like a medical exam room. It was complete with a medical looking exam table/chair with stirrups in the center. A cabinet with all types of medical equipment and instruments lined the back wall. There was also a number of dildos and anal toys of all shapes and sizes.


Generic medical posters depicting the anatomy and reproductive system were on the bare walls. I already told you I like nurses so it should be pretty obvious this is where we played for the first time.


The dungeon specialized in medical play; Mistress Caroline actually taught classes on the subject at Domination conventions. She even taught an enema class at Bondcon. They were fully equipped with tons of nurse costumes.


Mistress Sara sat me in the medical room and returned ten minutes later in costume and in character. She was wearing a sexy nurse uniform carrying a stethoscope.


Sara told me in a very calm professional voice that my physical exam would begin shortly. She instructed me to remove my clothes, and she would return momentarily.


At first, I was a little hesitant about getting naked but that did not last long. I complied and was a good little patient when my nurse/doctor returned. Mistress Sara told me to have a seat on the exam table. It was propped up like a chair. I sat down and Sara took my hands by the wrist and placed them into padded cuffs attached to the exam chair. I was rock hard. As soon as I was unable to get away or fight back, Sara took out her cell phone and snapped a picture of me.


Sara performed the usual stuff you would see in a legit physical. She checked my heartbeat with a stethoscope. Hit my knee to check my reflexes. Checked my eyes and ears. The usual boring stuff. She kept looking down at my cock and breaking character every so often to give me a slight tug and tease.


"Every day I come to work I always think about how much you would love this" she said.


And I did. I loved every moment of it.


I could hear a familiar noise coming from the nearby table. Sara’s phone’s ringtone. It was her boss Mistress Caroline on the phone.

Another Mistress by the name of Mistress Octavia had received a last minute high paying appointment with a client and would be having a session with a client in the other playroom.


Mistress Octavia's client would be showing up any moment and Mistress Caroline requested Sara greet the client and seat him in the other playroom to wait for Mistress Octavia who was often running late. She promised we could have free playtime another night.


Sara apologized and explained her situation. She told me I had to remain very quiet to maintain the illusion that another session was not taking place. Sara put a ball gag in my mouth and a blind fold over my eyes.

"Maybe you will get to meet Octavia afterwards so it will not be so bad!" she said as she left the room.


A few moments passed and I could hear murmurs outside the room. I was still restrained to the exam table in a very compromising position and could not do much but wait. Suddenly I heard the door open and the familiar click of heels entering the room.


"What ese these? You get the show start without me?" I heard a voice with a Russian accent.


My first thought was the whole phone call must have been a joke. Sara is doing a Russian character. Her accent was getting better. This is super-hot I am going to play along.


"I am sorry Mistress" I said behind the ball gag.


"You vill be" she said.


"I vill use our old comrade" she whispered as she removed something from the medical cabinet.


I could see nothing only hear the movement of the doors and drawers and her clicking of heels. She stopped in front of me and removed my blindfold.


The woman standing in front of me was not Sara and she was holding a giant butt plug.


"Holy shit!" I screamed behind the gag.


"Nonsense you have taken bigger!" She retorted.


I began to panic. This was one of my hard limits.


This was the other Mistress. She went in the wrong room and thinks I am her client. I tried to tell her, but she could not understand me behind the gag.


To my relief, Sara burst through the door.


"Mistress Octavia stop scaring my boyfriend, your client is in the other room. He has been waiting forever."


My racing heart skipped a beat and slowly returned to a more normal rhythm.


"How can you like man who enjoys dick in butt?" she said as she clicked out the room.


Looking back part of me wonders if that whole encounter was planned as a joke between Sara and Octavia.


It took a while before Octavia, and her client were finished and by then it was too late to conclude our playtime. We smoked a bong rip or two after everyone left and headed home ourselves.


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