Rochelle: Prize Winning Sissy

Just last month I was fortunate enough to be able to participate in the Sissy maid competition held at SK. And thanks to Mistress Ruben's expertise in transformation, I was even more fortunate to win.

Not only was I very proud at winning, I was also delighted about the fact that I had won myself a free session worth $400 at SK. Since then, I had been thinking about how to make best use of my reward. This decision was made very easy when Mistress Ruben and Mistress Devonia announced the Double Mistress Saturday specials. I immediately discussed this with Mistress Ruben and reserved my spot for a Double Mistress session.

I arrived on time and on this occasion, did not forget to confirm my session earlier in the day. Mistress Ruben sent me in for a shower and then asked me to wait for her in the "Masters Room". As she entered the room, she brought with her my outfit for the day. First she helped me into a snug, lacey white corset, then padded the breast cups with two layers of breast forms. This gave me a very busty chest which I like. Next, she helped me slip into a pair of lace top white stockings. A matching white suspender belt followed, topped up with a very sexy pair of sheer lace panties.

Now that my underwear was all set, it was time to get into the rest of the outfit. I noticed a sparkly gold dress and bright pink wig lying on the bed. Initially, I thought this was a bit over the top, however as it wasn't my place to question the Mistresses' choice I surrendered to Mistress Ruben's whims.

Mistress Ruben helped me into that shimmery, tight dress and zipped it up the back. After placing the wig into position on my head, she asked me to lie down and she proceeded to transform my look using an assortment of girly make-up tools from her vast collection. She was very thorough and took her time to make sure it would be perfect. When she was done she had me get up and look myself in the mirror.

I loved the look, the gold dress with a pink wig, blue eye shadow with black eyeliner made for a very raunchy look indeed! I should have never doubted her choice I enjoyed feeling incredibly sexy for a change. Usually my look is sweet and demure as a sissy maid should be.

Mistress Ruben loved my transformation, and not satisfied with merely having me look like a perfect hussy she needed me to explore that side of myself. She wanted me to play the part and suggested I put on a show for her and Mistress Devonia. This made me very nervous and instantly a little fear set in. I am a terrible dancer as a male and could not imagine what I would look like dancing as a female.

Mistress Ruben realized this and gave me a few fundamental tips on how to move like a girl who knows what she is doing. She then chose some inspiring music and left me alone in the room to practice. I got straight to it as I needed all the practice I could get, I watched my positioning in the mirror at all times while I practiced and my movement evolved at a relatively fast rate. Mistress Ruben's tips were quite helpful, as I was picking it up quite well. Soon, I was really getting into it and moving naturally seductively in a feminine way. I was surprised by how much I was enjoying this.

I was interrupted by Mistress Ruben and Mistress Devonia walking in, strap-ons firmly attached in an intimidating manner. They told me that I would have to put on a good show and seduce them successfully in order to be given the privilege of worshipping their appendages!

I proceeded to give them the best of me, dancing to please and entice. I got into it straight away. The little practice time really helped and I could see that the Mistresses were really enjoying my show. Eventually, the Mistresses agreed that I was now worthy of worshipping their strap-ons and so, under their direction I did so with relish.

I was made to lie on the bed and Mistress Devonia offered her strap-on to me orally. I started sucking on it straight away. Mistress Ruben got to work on my behind. As I am quite tight back there, Mistress Ruben was kind enough to take it slow. This has been a fantasy that I wanted to fulfill for a long time and I was really enjoying it.

After having fucked me from both ends, Mistresses decided they would like another show from me. However, this time I would do it with a vibrator inside me. They had me spread eagled and inserted a little vibrating egg. The vibrator felt nice and relaxing. This time the Mistresses joined in my dance. I loved dancing with them, felt like a girls night out. As I was dancing, I was ordered to go down on them together , so ,I did as I was told taking both strap-ons in my mouth at the same time. At times I would focus on one ,then the other. This session was just getting better and better.

After having danced our hearts out, the Mistresses took me to the bathroom to deliver a Golden Shower. I stripped down to my panties for them then lay on my back in the shower.

Mistress Devonia ordered me to maintain my level of excitement which happened naturally under the circumstances. One by one the Mistresses showered me with their warm nectar.

It was absolutely wonderful to feel the warm shower on my skin! Once they were done, they left me in there to shower and remove my makeup.

After having showered and changed I was shown out the door by the receptionist. I walked out of SK with a huge smile on my face.

Thank You Mistress Ruben and Mistress Devonia!