Chapter 16
by syncbush
What's next?
Rachel traps you
It is a week later when I find myself standing outside a swanky restaurant in town at 1 o'clock in the afternoon. Rachel called me yesterday and asked me to meet her there, telling me she wanted to follow up on our conversation. In the intervening week, Helen and I have continued to play and she has let me come twice in that time. yesterday she even allowed me to take the cage off on the condition I commit not to cum.
I walk into the restaurant and am met by a waiter who takes me to our table. I wait there for 40 minutes, patiently at first but gradually becoming more annoyed. Eventually Rachel walks in, looking outrageously sexy in a severe suit with no blouse underneath, her bra showing. She does look sexy, but I am annoyed at being kept waiting so longer and am just about to say so...
"Don't look at your Mistress like that!" I am shocked and blush, unsure what to say. The waitress flees for safety.
"You asked for my help, and we agreed you would call me Mistress. If you want my help, you need to behave"
"Yes, Mistress" the words out of my mouth without conscious thought. That's that then, decision made. We sit down and I apologise. We eat, making small talk whilst we eat, me making sure I stay deferential, her casually chatting. I am burning with curiosity to know what she has discussed with Helen but realise I need to wait.
Eventually, she clasps her hands in front of her on the table "Last time we spoke, it was apparent that you didn't understand why you were turned on by Helen's cuckold activities. You were not clear which is more important, consent or domination. Today we are going to find out" My heart is in my mouth listening to this, fear beginning to build.
Rachel hands me a large woman's handbag "I am going to dominate you... without consent. At the end of this you will tell me how it makes you feel. If you do not do as I say, or I will show these pictures to your work colleagues and family", putting pictures of me in her front room, on my knees, being wanked by her.
"How..."
"Home security system with close circuit TV. Enough! You will go into the WOMEN's toilets and put on what is in this bag. You will take off all you male clothes and put them in the bag. You will wait for me in the toilets. You have 5 minutes or I send the pictures. Oh, and by the way take this pill" passing me a blue pill that is obviously viagra.
Not understanding why she is doing this, but feeling trapped, I take the pill, stand up and go to the toilets. Looking around I check the coast is clear an enter the female toilets, thankfully empty and enter the stall. I open the bag to find panties, bra, stockings, a silk dress and high heels. I close my eyes momentarily as a sense of dread washes over me.
Seeing no option, I strip, taking off my clothes and putting them in the bag. I then proceed to put on the femail clothes, struggling with the heels. Well actually, struggling with all of it. I then sit in the stall waiting, dreading what she has in plan. The viagra has kicked in and my hardon bulges obscenely in the dress.
The door opens and someone comes in. I want to ask if it is Rachel but dare not so have to stay silent in the cubicle. The person uses the cubicle next to me, almost giving me a heart attack and then leaves. More time passes.
Then the door opens again. Same procedure, the woman uses the next cubicle, and is washing their hands. I am petrified of being caught. The steps seem to pause then approach my cubicle. I am holding my breath in terror, visions of being arrested as a pervert washing over me. "Push the bag under the door." I do.
Then to my horror she walks to the door and opens it to leave "Wait..."
"Yes"
"Please..." an unmistakable pleading tone.
"I will wait in the car outside the front entrance for 5 minutes then leave you. Your choice"
And she was gone before I can even plea my case.
I break. I am mortified. I am dressed as a slut, with an obvious erection and have to walk out, or wait in here to be found in the ladies toilets dressed like this. Two minutes have already gone. It will take me two to get outside. I steel myself, head down and move to the door. Or at least that's the plan, I wobble and almost break my ankle on the high heels. I wobble to the door, and into the corridor, fortunately no one is there. Down the corridor and out into the main restaurant. Fortunately, there are very few diners at this time. I continue my unsteady journey to the door, head down, trying not to catch anyones gaze. I am aware that there is a deadly silence and I am beetroot red as I continue. Just as I get to the last table by the door, I see out of the corner of my eye a green silk dress that is very distinctive. I look up and to my horror, Helen is there in a booth, looking at me with total shock on her face. What I then notice is that she is sat there, very close to an extremely good looking black man who has his hand on her thigh. I can see both their eyes take me in, and then drop to take in my erect cock. I flee...
I get outside and see Rachel's car. I get in and am too traumatised to say anything, just trying to get my bearings. She starts to drive, one hand on the wheel. The other goes to my cock and starts to stroke it. I am gasping for air and still dazed, but the silk on my cock is rapidly taking me to an orgasm. I am clearly going to come straight away from her touch - we both know it. "Tell me what you are thinking off, RIGHT NOW"
"How humiliated I am"
"Cum for me" and I did, eyes closed, face burning, the looks of Helen and her friend etched in my mind's eye "You are a humiliation slut, my love" Rachel's voice almost tender. "you just needed proving to you. Do you understand"
And I looked into her eyes again and nodded. She smiled "Now I need to take you to your wife's hotel room where you are going to watch that man fuck her. Cum thinking about the humiliation you will feel" and amazingly I did.
I have been totally broken and dominated by this woman, who's help I had sought.
What's next?
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Cuckold's Descent
Can you resist your wife's desire to Cuck you?
Multi-path story about a wife, with the encouragement of her friend, training her husband against his will to be the perfect chastised cuckold. Your choices will determine whether you manage to stay a real man, become a chastised cuckold, or are forcibly feminised.
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- sissy, hypno, femdom, bdsm, cuck, creampie, chastity, cock cage, cuckold, tease, denial, shemale, shemale mistress, lesbian, sph, small penis humiliation, cleanup, facesit, strapon, gym sex, personal trainer, cam sex, facesitting, hotwife, loving wives, bondage, cheating wife, lesdom, wife watching, voyeur, public sex, humiliation, hypnosis, cross dessing, feminisation, milking, dirty talk, feminized
Updated on Apr 10, 2021
by syncbush
Created on Mar 27, 2020
by syncbush
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