Dinner was lovely, thanks in most part because Jane seemed particularly touched by the effort taken in preparing it as she had slept. It seemed like her nap had been refreshing, as she woke in a wonderful mood once she had blinked away her butterflies. We chatted and caught up, and she gave me a joyful summary of their weekend, sharing stories of some of the more raucous bits of laughter and silliness.
I was happy to be with her, and happy to share her joy and her pleasure at being back home, but it was impossible for me not to also be constantly aware of the plug inside me. Sitting there, I had to fight the urge to squirm and writhe on it. Wearing it without the benefit or curse of the chastity cage, I also found that it was causing me wave after wave of physical arousal. I was glad of the table hiding these hard ons I would not have been able to explain.
She resisted my announcement that I was going to do all the cleaning up after dinner, but only politely, and only once. She thanked me as she stood up and went upstairs. I took my time doing it all, as I wanted to be thorough to be sure, but I might also have been enjoying the lingering feeling of the toy inside me, teasing my mind and body together.
Once my chores were complete and the kitchen and dining rooms were both spotless again, I had a look around to see where Jane had landed. It seemed that she was still upstairs, so I slipped into the basement to remove the plug and properly pack it away. I returned to the main floor just as Jane was returning as well, now dressed in her favourite evening wear of flannel pyjama pants and t-shirt. I know she felt so comfortable wearing them, but I also knew that it meant she was feeling cozy rather than sexy.
We snuggled together on the couch and watched a movie together, and I made a special effort to try to be attentive to her needs. I was thinking about what Master had said, about not focussing on how she may not have been interested in my kinks but that, if I really wanted to think of myself as submissive, that I should be trying to anticipate her wishes instead. I made sure that I was the one to fetch all drinks and snacks, and to fetch a blanket to lay over her feet when she got a bit chilly.
We chatted off and on, and then started to watch another show after the movie, but I could feel her nodding off. This was not an unusual situation in the evenings, as I generally went to bed after her, but that night I felt a different kind of anticipation, knowing Master's plans.
After perhaps the third time I noticed her nodding off, I asked if she was ready to turn in. She reluctantly agreed that she was, and I went upstairs with her, to tuck her in and kiss her goodnight. I could feel my heart pounding in my chest as I closed our bedroom door behind me as I headed back downstairs.
I put on Sportscentre and watched it idly, letting time pass so that I could be sure that my wife was soundly asleep. By 11:30, I couldn't make myself wait any longer. I went upstairs quietly to listen for any noises from our bedroom, but all I could hear was the faint sound of her breathing. There was no light visible under the door, so I made my way downstairs once more, this time all the way down to the basement.
I started with the app, letting Daddy know that I was ready to begin my training. His message of instruction came back quickly.
"You will wear panties and your bra and lipstick. You will find a nice place to mount your dildo to the wall so that you can get on all fours and fuck it. You'll train your ass first while gagged, and then your slutty, cock sucking mouth. Do you have headphones with a microphone, slut?"
"I do, Master," I answered.
"Once you are stripped down and wearing just your panties and bra, you will go fetch them. I want the sounds of your fans filling your ears, even if you have to whisper where you are, to avoid being overheard or waking your wife."
I blushed, just reading those words on the screen.
"Yes, Master."
"Get going. Your fans are waiting."
I had a moment where I contemplated getting my headphones before getting undressed and prepared, thinking that no one would ever know, but it felt wrong. Even with the added danger of being a floor closer to Jane while dressed in only lingerie, I knew I had to obey and do as I was told, how I was told to do it.
I stripped out of my clothes and took out my duffel bag of secrets, to select a bra and panty set to change into. I got myself into them, feeling silly and humiliated immediately. I could tell that if I was going to be dressing like this more often, I was going to need to get a bit more fit and toned.
It felt strange and dangerous, to be sneaking about barefoot and nearly naked even in the middle of the night, finding my headphones in my home office. I felt very relieved once I'd found them and was able to retreat to the basement once more, but not before pausing at the stairs, listening for any sounds of stirring.
In the quiet, I tried to get my heart to quiet as I painted my lips with the bright red, glossy lipstick. I put in the ball gag next, securing it snugly with its buckling strap. As I set up the camera, I could see how my painted lips looked stretched around it and blushed in anticipation of being watched.
I mounted the dildo and then lubricated it, and myself. Over and over, that evening, it seemed as though my ass had been teased will fullness and temporarily reprieve. I got myself into position, put on my headphones, made sure they were connected to my phone, set a timer on my watch for an hour, and then started up the livestream. At first, the training was quiet and meditative. It was just me, kneeling there, rocking back and forth with the slippery dildo fucking me. I could feel it sliding in, deeper and deeper, as I got slowly used to it and stretched by it. After my session in person, I also started wondering if and when this training would be made real as well.
Soon enough, my ears were filled with the sounds of the men who signed in to watch me. The headphones made it even more intense than before. Their moans and grunts were louder and seemed to surround me. I could even hear them stroking their cocks while mine flapped back and forth with my motion. I wasn't caged, as Master hadn't mentioned it, but I still kept my hands off of myself. I tried to imagine my hands were stuck to the floor, even as my lust grew.
One or two of the men noticed my lack of chastity as well and teased me as my service was obviously arousing me. My cock grew hard and the head started to glisten. As time went on and I was constantly teased and encouraged by them, I could feel myself starting to leak and drip. I moaned and drooled around the gag.
At some time during that hour, my thoughts changed from imagining that I was being fucked by a real man to wanting it. I ached with confusing arousal as I thought of how it would feel different and more intense. I would be able to feel his action and his hunger, just like the cock in my mouth had pulsed and throbbed and moved in a way that the dildo couldn't. Rather than grinding against a toy, I would be filled and fucked. I'd be able to feel the power of him wanting me and taking me.
When the alarm started vibrating on my wrist, I felt a pang of disappointment. At that moment, I didn't want it to end -- not the sensations and not the fantasy. I knew that it had to, however, because real time was passing as my wife slept upstairs, and because Master wished it.
