A visit to Miss Jones

It was 11am when I drew up outside the building that housed Miss Jone's office. I parked the car and asked at the building reception, and they directed me to the third floor. Miss Jone's office was a small two room affair with an outer office for the PA and an inner office for the boss.

When I arrived the outer office was empty. I was wearing a suit, and underneath panties, stockings, and my cock cage. Helen and I had discussed a plan last night. Even though our week long play experiment had run its course yesterday, we decided it was best that I dress accordingly because that is what she Miss Jones is expecting and we did not want to piss her off. Helen had also put the key in a sealed envelope, should I be asked for it. My objective was to persuade Miss Jones to keep my secret, agree to delete the recording of me dressed, and hopefully continue to be allowed to develop software for her. If I could achieve all this then we could get back to normal. A tall ask, and I knew she would want something in return, hence the key in the envelope. Helen had given me permission to do 'what it takes' to get the right outcome.

I knocked on the inner door "Come In". Entering, I saw Miss Jones sat on the edge of the desk dressed simply in a silk white blouse and black skirt, running her hand through her long dark hair which was over her shoulder. Her eyes assessing me with humour and a sense of superiority. I felt a shiver run down my spine as I felt myself stepping into the lion(ess's) den.

"Ah, John, come in, sit down.... No, not on the chair!" I stopped reaching for the arm of the chair "On the floor at my feet"

I sat cross legged on the floor before her, looking up at her from my position of inferiority, unable to avoid stealing glances at the incredibly high heels on her feet, something that she notices with a smirk.

"So, you like to dress in women's clothes" more of a statement than a question, but better to answer to get things moving...

"Yes, Miss Jones"

"Show me... undress"

I undressed there on the floor. It is surprisingly difficult. I had to lie on my back to get my trousers off and as I thrust my hips up in the air my cock in its cage is full exposed. "Oh my god, you are so small... oh... so you are a sissy?"

"Not really Miss Jones"

"Really...? you wear panties and a cage, but not a sissy... so what is your thing then"

I had been expecting this. We had agreed that the truth was the easiest way to navigate this "My wife and I have been playing some sex games. Part of that is me dressing in lingerie and wearing a cage"

"Interesting? What else?"

This was also expected, but I was dreading it "In our games, I have been playing the role of a cuckold, hence the cage"

"The role of a cuckold...? Playing... the... role... of... a... cuckold...!" each word emphasised with contempt "Tell me, has your wife fucked someone else?"

"Yes" eyes down in shame, even though it's none of her business what we do as a couple

"Then you are not playing. Are you?... my... sissy... cuckold... bitch?" Leaning forward, face inches from my face, staring into my eyes "It's real. You really are a cuckold!" her stare seems to go right through me "Admit it, you... are... a... cuckold! Aren't you" a smile, not unkind.

"Yes Miss Jones" Stay with the plan, play along

"Did he have a bigger cock than you?"

Oh god, why ask me that? "Yes Miss Jones"

"Much bigger? Thicker?"

I can feel my face burning up. I am so humiliated "Yes Miss Jones. His cock was bigger and thicker"

"Your wife came harder for him than she does for you, didn't she?" grabbing hold of my balls through my suit, staring into my eyes

Cheeks burning red hot now. "Yes Miss Jones"

"Say it!"

"My wife came harder for her lover than she has ever come for me Miss Jones"

"Then its not a game. You are an... inferior... beta... male...., sissy.... cuckold.... aren't you? Say it!"

"I am an inferior beta male, sissy cuckold Miss Jones" Oh God, I am so humiliated. But my cock's stirring... oh god... please don't notice.

Laughing "Oh my god, Your cock is getting hard. You are a natural cuck!" She pulled me up and pushed me against the edge of the desk my cock straining, my face burning in humiliation.

"You are so small. No wonder she is cuckolding you"

I felt a need to defend myself, justify myself in front of this woman "It's only some fantasy play Miss Jones, we are stopping it after today." An enquiring eyebrow "Really, and why are you doing that?"

"It's what we agreed. We would do it for a week and then stop. The time was up yesterday"

"So why are you here like this?"

"My wife agreed that I should come like this as it is what you are expecting."

"And..."

"And I am here to persuade you to keep my secret and agree to delete the video"

"You know that will come at a price?" stroking my cock cage, caressing it.

"Yes Miss Jones."

"Good. Did your wife have enough sense to send you here with the key?"

"Yes Miss Jones... here you are" Getting the envelope and passing it to her

She walks round her desk and gets something from the top drawer. I can't help but marvel at her ass whilst she does this - it is gorgeous. She takes great care in studying the key. She uses it to unlock my cage with one hand whilst stroking my balls with the other. Suddenly she squeezes my balls hard - i gasp and look at her. I realise she is not looking at me, but down at my balls. I look back down and see that she has put a different, more substantial padlock on my cage and clicked it shut.

I stare at her in horror. I was meant to be finishing this, and she has trapped me like this - but now under her control.

"If you want out of this, you will need to ask your wife to come and visit me to discuss may terms." looking at my face "You didn't think I wanted your puny cock did you? Your body? It's no suprise to me that your wife is cuckolding you. I just want to discuss with her whether I can borrow you...." laughing now " and maybe I'll introduce her to some of my co-workers when she comes to visit me. Now get out cuck!"

I dressed, as quickly as possible, and scurried out, leaving her office as quickly as I could.

My trip had been a disaster...