Roleplay with J

I have been playing with J, for many months now, and although I have pushed them very far in many directions, this was the first time we opted for a role play…it continues below…

Be careful what you wish for 😉 Thank you so much for the fun time always, J.

“The door creaked open, and I heard the shoes march in before I could do anything.  Sure enough, her biting words rang out; “Oh my God, what are you doing?!”

“N-nothing” I say, frantically trying to put my hard cock back in my pants, while pausing the porn video I had up on my computer screen.  The secretary had walked in on me at the worst possible time.

“That doesn’t look like nothing,” she said to me harshly.  And then, to my dismay, she moved forward, seizing control of the situation.  Confidently, aggressively, she demanded “Show me what you’re watching.”  Despite my racing heartbeat, there was no escaping things now.  She was right by my side, leaning over me to see the screen.  She saw the video there, with a dominant woman bending her submissive over.  My face turned beet red with embarrassment, and I begged her not to tell anyone else in the office what she had seen.  She knew – she now held the power.

Her words bit into me again, resonating deep within me, causing me to tremble with fear, humiliation and arousal: “If you want me to keep quiet, then we’re going to do this my way.  You’re going to tell me all your fantasies, and I’m going to use them against you.  Now, strip!”

With no other option but to obey, my clothes were off and I was there to serve Miss Victoria, praying that I would perform well enough that she wouldn’t turn me in to my boss.  I revealed my fantasies. And true to her word, each of these became reality.  Miss Victoria discovered my stash of sissy clothes in my bag and made me dress for her.  She bent me over the desk and punished me, repeatedly spanking me.  My ass cheeks turned red while she forced me to watch more of the porn video and describe what I liked about it.  As words tumbled out of my mouth, Miss Victoria’s hold on me grew stronger, giving her still more information to hold over my head, to humiliate me, and make me do as she wished.

Next, she moved me to the bed, restraining me and locking me into place.  After further punishment strokes, I was allowed to rub and massage Miss Victoria’s feet. I was there to serve her needs, even the most basic ones.  Still restrained and in place with no way to escape, she towered over me. My mind tried and failed to comprehend the emotions that coursed through me as I lay there.  Subject to this demeaning and humiliating act, yet paradoxically feeling honored, privileged, even blessed to serve in this way.

The verdict was in: Miss Victoria informed me that I had performed well – that she would not tell anyone about what she had seen me doing on company time.  As I floated in and out of subspace, she told me this was now our ritual.  By day we could go through the motions of boss and secretary.  By night though, I would kneel before her.  I had become her toy, her submissive, her slut.”