Back to Diana's

I had promised to go back to Diana's to have my hair removed and some 'fine tuning' in exchange for an orgasm. Now it was time for me to pay on my side of that bargain. Helen dropped me off outside the shopping arcade with a reminder of the rules that as a sissy cuckold I am not permitted to speak within Diana's shop. She also informed me that Diana would probably want to play with me whilst I was there, so it was with a sense of quiet anticipation and submissiveness that I approach the shop.

Diana meets me at the door, and I am awestruck. She is definitely dressed to impress, in a sexy leather outfit, and looked every inch a mistress ready to feminise me. She opened the door wider and I stepped in and stripped when instructed. Diana walks ahead towards a door at the back. I am lusting admiring her perfectly formed ass, making sure I am not caught looking, and obediently follow without the need for instruction. As I enter the next room, I see a bland white walled room, containing what looks like a dentist's chair, a massage table and a very sexy blond women dressed in purple latex. "This is Julia. She will look after you" and with that Diana was spins and exits back out the door, without even glancing at me. I am disappointed I won't be sending my time with this sexy lady, but then I turn my attention to Julia, a slim blonde with beautiful long hair and large tits and think this won't be too bad, with a internal smile.

"Good Morning. Sit down" Julia motioned to the chair and I sit. Pulling out some foot stirrups from the base of the chair she instructs me to rest my feet on them. This has the effect of spreading my feet wide and forcing me to slide down into the chair to get a comfortable position.

"That's good, now just relax" I feel a cold sensation on my ass, and I realised Julia is lubing up the entrance to my ass. The feeling is delightful, my senses elevated due to nerves and anticipation. The idea that Julia is going to play with me is an unexpected treat and one I am looking forward to. Once finished, I feel her slide a long slim object into me. It fills my ass with only a slight pain, and feels perfectly shaped to my insides. I assume it is a vibe and Julia is going to play with my ass, so I watch slightly mystified as Julia turns and walks over to a nearby console.

"That's good, Now..." Julia presses the button on the console. All of a sudden the object in my ass enlarges at the base forming a seal that is both verging on painful due to size, and also, I realise instinctively, meant to secure me to the chair through my ass, in this helpless position. I both amazed at the simple cunning of this, and contemplating the implications, all whilst looking at Julia's satisfied expression of complete control. I even consider breaking Diana's rule and protest when Julia presses a second button and the anal probe starts to move, simulating my ass being fucked in a most complex and pleasurable manner. The sensation is heavenly - I simply gasped, and gave myself to the pleasurable sensations - any thought of protest abandoned.

"Waxing is always painful and I find it better to distract sissies with some pleasure whilst we do it." Julia is preparing what I presume is wax. Soon enough I feel the first wax being smeared on my shin and a paper strip being rubbed on, then "Ow!" as she pulls it off.

"I will let you cry out in pain as I know it hurts. But nothing else, no words or you will be punished" I nodded. The waxing lasts a long, long time. Julia shows no mercy and whilst the pleasure from my ass is heavenly, the pain from the waxing was intense. By the end I am a wreck, emotionally confused by the mix of pain and pleasure, and sore everywhere. The whole experience has a surreal quality and my reaction to these strong emotions has become very confused.

At some point Julia detaches the probe and asks me to lie on the massage table so she can do my back. There was no pleasure now, just pain as she waxes my back, sack and crack. Eventually I am done. "Good girl" It's simple praise but I feel I have earned it, and despite myself I am proud.

I am guided to an ante-room and told to shower. I do, removing any final remnants of wax. I am then handed a french maid outfit made from latex to put on. Once dressed I expect to be escorted back to Diana but to my suprise am instead put back in the chair.

"You have been a good girl and you deserve a treat" With that, a mechanised attachment is lifted from the bottom of the chair and lined up with my ass. It consists of a large dildo atop a pole, and is obviously designed to fuck my ass. I am mildly concerned but am reassured by how good my last anal toy was so go with it. Julia also detaches a cylinder and after unlocking my cock cage... Where did the key come from? ...places it over the end of my cock. Another button press and both my ass and cock are being pleasured to th game slow rhythm. My mouth open, I pant and moan in pleasure. The intensity of sensations is such that I barely noticed Julia plucking my eyebrows, applying makeup, and finally lipstick. I do notice when she starts to style my hair (which is shoulder length) into what I could only imagine was a more feminine shape.

Eventually she is finished...

...but I am not. I have been on a sexual edge for most of the day, but have been totally unable to come from the machines that have manipulated my body. I am desperately horny.

Julia removes the attachments that have delivered so much pleasure and ultimately frustration and declares that 'You are ready'