Victoria Cayne

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.”

Cocksucking 101

Happy New Year! Enjoy what one of My latest toys had to say. Cocksucking 101 classes may be available to those who deserve it ;).  Enjoy!

“I visited Miss Victoria Cayne on her latest trip to Boston.  It was my first time visiting her.  I have a few long standing kinks that I have wanted to explore. By chance, I came across her on Twitter while seeking someone close to me.  There seemed to be a confidence and dominance about her.  She also appeared intelligent and was clearly very sexy and beautiful.  I noticed right away that she had her own web page so I took a look. When I realized she was open to many different kinks, including my own, I knew I had to meet her!  She was very professional on contact; no nonsense and to the point but also very welcoming.  I would be lucky enough to meet her in just under two weeks.  I could hardly wait for the days to pass.

When the day arrived, I drove about an hour to see her.  Prior to my drive, we had a discussion on safe words etc.  I told her that I was verbally consenting to her on the phone and I wanted to experience real domination.  I trusted her, felt she had very good judgement and knew that by simply giving in I would have a much more enjoyable experience. I was very excited and nervous.  In the past I have occasionally had pro Domme sessions on and off but really only felt truly submissive with one other Mistress. As I approached Boston, I texted her to let her know of my ETA. Shortly later, I received a response which made my dick twitch in my pants. She certainly had a way with words and this was all suddenly very real!  Soon enough I was meeting her face to face and she was exactly what I had hoped.  Meeting a new Femdom for the first time is always very exciting because of the unknowns.  

I was taken into a room and immediately told to strip.  I was right in my hopes.  She had a dominance about her, took control of the situation immediately and I went into subspace from almost the moment of meeting her.  Of course, being in front of a sexy clad dominant woman can do that.  I had little idea what to expect during our time together.  I think she prefers to keep things spontaneous and to herself.  This made for a great experience.  

I think I will leave any session details for her to disclose but I will say this; If she straps on a dildo and puts it in your face she means business. There is no cocksucking 101 class with Miss Victoria.  She had no idea whether I had ever put a dildo in my mouth but I don’t think she cared.  In short order I found her toy stuffed fully down my throat and my nose pushed up against her waist.  I was gagging and sucking the best I could and I could hear her laughing in the background. She laughed and commented how my eyes were all watering and tearing up.  The rest of the session wasn’t much different in way of her control.  I loved it.

I will definitely be contacting her again in the future.  My experience with her was one of the best I have had.”