A sissy education...

"Do you mind?"

"Help yourself, you come highly recommended" and Helen hands Diana the key to my cock cage.

"Where are you up to in his training?"

"This is his first time in more than panties. He knowingly became a cuckold for the first time just the other night" Helen beaming with pride at her achievements. A deep sense of humiliation sweeping over me, I feel my cheeks blush and my cock harden in its cage. The pain is already starting, and although I don't know why there is no denying the humiliation turns me on - I accept this, feeling helpless in the presence of these strong women.

"And you brought her here straight away. I am honoured! You are well informed - what are your goals for him?" Helen leant in and whispered into Diana's ear something I din't hear. "Ah, excellent. I am sure I can assist with that"

Diana approaches me with a wicked smile, and a lustful look. "I am going to play with you sissy. If you resist or disobey a single one of my rules, I will throw you out in the street as you are. You will be arrested by the police as a pervert and will be lucky not to be gang **** by the end of the day. You are not allowed to talk in this shop, ever! Do you understand?" A nod.

"Good" placing the key in my lock she starts to take my cage off and whilst doing so started to talk to Helen. "As you train him, it's important to continuously break down his ego, and condition his responses." Train me? I didn't sign up for this!

"The most effective approach is a combination of orgasm control and feminisation." Now the cage is off, my cock has expanded to full size . Diana starts to stroke it. Oh God! That feels soooo GOOD!

"If your primary goal is to have the perfect cuckold ****, I still recommend a degree of feminisation... your choice of course... but slaves with cocks this small respond particularly well in my experience." Oh I need to cum! I need to... what, my cock IS NOT that small. Why do people keep saying... oh god!!!

Diana has moved her other hand to my ass and after stroking my hand though the panties, slid her hand inside and places a fingernail right on the entrance to me hole and wiggled it. The sensation is electric. "My recommendation is that you only let him cum when he passes a new test. To maintain health and obedience, refined orgasms can be administered periodically but it is important to learn how to ruin them effectively"

Speaking to me for the first time "Today we are going to give you your first sissy-gasm" What the fuck is that? As if reading my mind "which is where you cum purely through your ass... or should I say your boy pussy" Oh shit, oh shit oh shit...

And the finger enters my ass. I buck, wildly. Diana takes her hand off my cock and puts it over my mouth with the crook between her thumb and first finger pinching my nose. I now cannot breath. The other hand still has a finger in my ass. "Now you can see how he bucks, but you will find smothering a very effective form of control. See how he calms immediately." Helen is watching on fascinated "Inside my finger is rubbing his inside to stimulate, and when right, I slide in another" I squeal but try really hard not to buck as I need to breath.

"There, there sissy, that's it take Mistress Diana's finger. Hopefully your Mistress will bring you back for future fittings and we can get to know one another better." she is now scissoring her fingers inside me. The effect is a mixture of pleasure and pain unlike anything I have ever experienced. Her other hand drops back to my cock, not stroking it, just holding it.

"Now sissy do you want to cum?"

"Yes Mistress" Oh god, yes. More that anything. I NEED to cum. Just let me cum...

"Tell me what you are"

"I am am a sissy cuckold, Mistress"

"Tell your Hotwife Mistress what you wish her to train you to be"

"I want to be the perfect sissy cuckold ****, who worships his Hotwife Mistress, Mistress" No, no, no, this isn't good, but I need to cum. Say it... I can can feel my orgasm building as Diana is stroking my prostrate inside my ass "See they all want to be feminised in my experience" That's not what I meant...

"And your role is to what?"

"Worship my wife" Right answer?

"And...?"

"Lick her lover's cum from her pussy, Mistress" Must be okay, already done that,

"And...?"

Err... hopefully... "Clean her bulls cock?" questioning, hopefully okay, let me cum pleassseee...

"It's Mistress! And... what do sissies do?"

Oh fuck, of fuck... no... "They get fucked Mistresses" I know the desired answer, however repulsive, I need to cum so answer

"Yes, and by what?"

"Big cocks Mistress" and Diana did something inside my ass that sent me over the edge, and I came. But she wasn't jerking my cock. There was no release! The cum just flowed out of my cock and dripped on the floor. _NO! Noo_oooo! Aaaaagggghhhhhh! I'm still horny, there was NO FUCKING RELEASE. I could have cried at that point. My cock started to wilt.

"And that is your cucks first sissy-gasm. You will notice how he has got no release and is even more frustrated than before, thus increasing your control. If you bring him back in future I can show you how to take this to the next level of humiliation and control" and with that she started to put my cage back on. I looked up at Helen and shuddered at what I saw. There was a new look on her face, pure unbridled excitement at the new possibilities. I feared for the worst. I needed to find a way of stopping this soon or I was quite literally fucked.