“You have a plan, Master?” I asked while feeling my heart pound in my chest.
“Yes I do, Crissy. You are going to text Cheryl and tell her that you got hung up running some errands and you thought she might like to ask Lydia if she’d like to have dinner out. I happen to know Lydia has tickets for a recital tonight, so that should get your wife out of the house, so you can sneak back in without being seen in your pretty dress.”
I stared at my phone. I knew he was right, and this was likely my best and maybe even my only option for getting her out of the house so that I could sneak back in. But I knew at the same time that after our discussions about Lydia, and about Cheryl’s confessed curiosity, that I would be pushing her into another woman’s arms.
Liam noticed my pause.
“Or do you think you can just sneak in dressed as you are without her noticing?”
“No, Master. I don’t think that would be wise.”
Resigned, I sent the text, just as he had advised.
It didn’t take long for her to respond.
“Okay, I’ll see what she says. Will you be late?”
“Not too late, I don’t think. Let me know what she says.”
A few moments later, those three dots were back, letting me know she was typing a response.
“Lydia is in. She actually invited me out to a concert. I’ll have to dress up! I’m on my way home now to get changed and go. See you after!”
Liam was reading along over my shoulder.
“There you go, Crissy. Everything is working out perfectly. You earn your first sissygasm, and maybe your wife will get lucky too.”
I blushed but couldn’t think of a thing to say in response. It was strange to have just been fucked over and over again on camera for a virtual audience and still feel this way about my wife going out to dinner with another woman.
I had also just orgasmed. It had been the first one in a long time and it gave me pause to think about it. There were many surprising things about the experience, including that I had cum without even having been let out of the chastity cage. After Liam’s experiments, I’d known that the use of my ass aroused me and seemed to be the only way left to get me had, but even with that knowledge, I wasn’t expecting this.
“Master,” I said, turning to him beside me, “Is this the only way I will get to cum now?”
He turned to me with a soft smile on his face.
“Well, it won’t always be live-streamed on the internet, if that is what you mean, sissy,” he replied, laughing softly. “But if you mean that you’ll need to be taken in your sissy pussy to get hard and to achieve orgasm, then the answer is yes, at least for now. This is what I want for you. It isn’t just that I want the weight loss and physical changes that the pills are helping you achieve, though that is part of it. The real truth of it is that I want to demonstrate the totality of your submission to me. I’ve taken sex from you, Crissy. Do you feel that? I’ve taken fucking from your life.”
“Yes, Master,” I answered meekly. “Crissy feels it.”
“Good sissy. Now, why don’t you take a moment in the washroom and see if you can’t give your clitty and cage a bit of a sponge bath before we take you home.”
I stood and found the washroom and did the best I could. I noted that he didn’t offer for a moment to remove the cage. I stared at myself in the mirror, looking at what had become of me. I was in a wig and makeup and lingerie and dress, and my first orgasm in forever had been without a single touch to my cock. Liam made no excuses or explanations. This was the way he wanted things, and so that was that.
I said goodbye to Brooke before we left. She was still beaming, both from the very profitable day she’d and from the experience of being part of this milestone for me. She hugged me tight and kissed me softly. I was surprised how comforting and wonderful it felt to know that she understood.
I felt the memory of being on display all through the drive home. I had been taken here in my own car, but Liam drove home and I sat beside him in the passenger seat. There was no blindfold now, so I had to confront the thought that I could be seen by the other commuters around us. Perhaps I was not immediately visible for what I was, as they rushed past us. Perhaps they didn’t see the blush on my cheeks when Liam would reach over and rest his hand on my thigh or my chastity cage. They certainly couldn't hear me moan when the bumps that we drove over made me agonisingly aware of the plug filling up my ass.
“You know,” Liam said out of the blue, startling me out of my meditations, “now that Cheryl and Lydia will be going out, we really don’t need to rush you home.”
“We don’t, Master?” I asked.
“No, I don’t think so. It would seem a waste, now that you’re all dressed up.”
“Where… where do you want to go, Master?” I asked nervously.
“Don’t you worry about it. I know a place.”
We had been driving towards home, but he turned then, towards the seedier parts of downtown. He pulled down what looked like an empty alley and found a place to park.
He came around and opened my door and helped me out of the car, then led me on his arm a few steps down the alley, to an unmarked by freshly painted door. He rang the bell and a few moments later, it opened. A rather large man in a tailored suit let us in.
Liam led me down a narrow hallway and with every step my heart seemed to pound louder in my chest. At the end of the hallway, Liam pushed aside a black velvet curtain and we stepped into a room full of sound and intimate atmosphere.
I’d been suspecting some kind of sex club or place of torment, but it seemed like any normal restaurant, except that no one seemed to bat an eye at the fact that Liam was escorting in someone whose female clothing wasn’t fooling anyone, never mind the fact that I was still collared.
A hostess met us and led us to a table where she held out the chair for me to sit first. I blushed and thanked her. Once again I felt the fullness of the plug tease and torment me.
“Look around, Crissy. You are not alone in your depraved hunger,” Liam said once he’d taken his seat and the hostess had left.
I tried to be somewhat subtle as I turned my head around, taking in what I could see of the others in the dining room. My mouth fell open for a moment as I realised that there seemed to be someone like me at every table. Some were with men, some were with women, and some were with couples, but they were unmistakable. Men dressed in lingerie or women’s clothing, almost always with some sort of collar or choker around their neck. Some seemed totally at ease, but at least one or two seemed as nervous and self-conscious as I felt.
When a waitress arrived, she smiled at us both, but she addressed only Liam. This did not appear to surprise him at all, as he immediately ordered for the both of us. He selected a beer for himself and a glass of pink champagne for me. His dinner choices were a steak for himself, and a Mediterranean salad with chicken and light dressing for me. I felt so foolish just sitting there and smiling as he took charge in public.
Despite the setting and my outfit, we actually began to converse in something close to a normal way. We toasted when the drinks arrived, and he asked me about how our new life was getting settled in the new city and new house. It was actually nice to talk about the challenges of work with someone who knew my limitations and challenges. In every topic, it turned out, it was refreshing to speak with someone who knew my secrets. I didn’t have to be careful or guarded, or worried about saying too much.