47
When my eyes opened, I felt rested but at the same time it felt like I'd only closed my eyes moments before. The urgent, deep ache was gone, at least for now, but there was still that morning arousal that seemed stubbornly resistant to the reality of life in a chastity cage. Jane was still sleeping, looking so lovely and at peace.
Perhaps the greatest surprise of all of my recent life was seeing the wellspring of dominance and gleeful wickedness that had been hiding dormant within her. There were times when it felt impossible not to view her choices as she controlled me in the light of possible feelings of revenge. Revenge for having kept so many secrets from her, or for possibly denying her the kind of marriage and sex life that she had deserved. I couldn't believe that was all there was though, as even when she was challenging me the most, or making me endure the hardest, there was joy behind her eyes, and not anger.
That joy, that sense of her pleasure at my use and torment, was thrilling to me. At long last, it seemed, I'd found the way I could truly to please my wife. That was worth all the pain and ache and emasculation -- though I couldn't kid myself there, I knew myself well enough to admit my relationship with those emotions was love/hate already.
Weekday mornings didn't really allow time for indulging in reflection, so I lifted myself out of bed and got my day started. I pulled on a robe and went downstairs quickly to put the coffee on, then went back up to shower quickly while it brewed. Jane was just starting to stir as I finished.
"Stockings for you again today," she said as her version of good morning. "A plug too, but a more reasonably sized one. I suppose I have to let you get some work done during the day."
"Thank you, Mistress," I answered with heartfelt relief.
Getting dressed in fresh panties and stockings was still embarrassing to do in front of her, so I was relieved, even then, when I covered up those secrets with my normal work clothes. I went into the spare bedroom to find an appropriate plug for the day. With it being smaller than her choice for the day before, it was certainly easier to fit in and handle inside of me, but it was still a near-constant distraction. I could feel that truth even just as I finished getting dressed, once more hiding my collar and piercings.
"Do you think you're bisexual now?" she surprised me by asking, as we sat together briefly and ate a quick breakfast.
I nearly coughed up my bagel with her frankness.
"I... I don't know, Mistress," I answered. "I don't really think of myself as attracted to men, which is maybe silly to say out loud now. The idea of sucking on the toys, pretending they were cock -- that all started with a feeling of having to do it, to amuse someone else with their control over me, as they teased me or wanted to show me how they could humiliate me. As I saw, and felt, how it pleased you to see me do it... well, that alone made it even more thrilling for me. I like submitting, and I like giving pleasure. There's still enough of a feeling of taboo in it for me that it turns me on that way too."
"That's a lot of words," she laughed. "When you think of a strong, handsome, dominant man, do you want to suck his cock? Do you get turned on by the idea of him cumming in your mouth, or fucking you?"
"Yes, I do," I confessed, feeling the power of those words spoken aloud.
"Then it may be time to accept the truth that you're bi, at least. Given that you're never going to feel yourself inside a woman ever again, maybe you're just gay now," she teased.
"Yes, Mistress."
"In fact, given that, I'd like to give you a challenge," she said, with a worrisome light in her eyes.
"What is that?"
"I want you to seduce a man at your office -- not Alex. He already knows you'll blow him. No, I want this to be someone new. You can tell him it's some frustrated urge, you can tell him you lost a bet, you can tell him you're just experimenting -- that part doesn't matter. Hell, you can even just tell him that your Mistress wants you to do it. What matters is that I want you to get him to let you suck his cock or fuck you -- or both if he wishes."
"Oh god, really, Mistress?"
"Really. In fact, let's give you some incentive. You will be plugged, day and night, until it happens. You will also not be allowed any orgasms until then either. Let's see... what else... It can happen at work, at his place, at some motel, or you can even invite him back here. Of course if it's here, I might want to watch."
She was clearly enjoying herself, as her smile kept growing wider.
"I'll... I'll try, Mistress," I managed to say.
"You'd better do more than just try," she smiled, standing up and starting to gather her things for work. "Otherwise, no more good times like last night for you."
"Yes, Mistress."
Taking her signal and feeling reminded of the time, I too got up and cleared the table. We finished up our morning routine and met once more at the front door as we both prepared to leave.
"First you fuck your boss, and now you're going to be trolling for sex with another man," she laughed. "You're going to get a reputation."
She kissed me good-bye and strolled to her car to get on her way to work. It seemed to me like there was a bit of an extra bounce in her step.
As I was on my own way in, my mind was racing, thinking non-stop about my situation with this latest challenge. I was going to have to do something or find someone, as I had no doubt that Jane was being serious when she laid out the conditions of failure or delay -- I just wouldn't be allowed to cum. I was starting to learn just how quickly that would be a problem for me with all the other stimulation that was given to me. Even then, driving in with just a medium-sized plug inside me, I was tingling and my body was gripping it constantly. I was going to have to find a man to service, and quickly.
My mind went to Craig so quickly as to make me wonder how long I'd really been thinking about him in that way. He'd been one of the first men at work that I'd fantasized about, thanks to Master's instructions and requirements. He'd guided me to think of every man on that call as someone I might have to service, but Craig had stuck out as perhaps one of the most realistic choices. In my mind back then, I'd detailed a fantasy of a quick and hungry blowjob in a gym locker room. If I was going to make this real, there were surely going to be a lot more compilations than existed in that momentary dream.