“Executive Retreat, Part 2: Dickie-boy On the Job” – by Steve McHalperin

Chapter 20

A Night in the Hole

It was hot in the little cell and I started to sweat.  I was tightly cramped into the tiny cell and already I could feel my joints protesting.  Wasn’t much I could do about it, so I started to hum a song to break the silence.  I don’t even remember what song it was.  My back still stung from the two lashes Sir had given me.  I blamed myself for the punishment.  When would I learn to keep my mouth shut and just do what He wanted? 

One plus, if there was a plus, was that I didn’t have to listen to the obedience drone tape.  Any sound in the cell would be from me, not imposed by Sir.  I enjoyed the sound of the metal clinking as I moved the few inches I could and the chains clanked against the side walls, which were all cement.  The pad on the floor muffled most of the sounds, however.  Because of my new neural wiring, my cock wanted to get hard.  Being chained up in a punishment hole was sort of sexy.  The cock cage short circuited any pleasure in that department.  Not only that, it hurt.  Any erection in a cock cage is mighty painful, both the frustration part and the physical pain part.  What a waste of a sexy moment

Then I remembered that my new cock cage was a remote zapping device and Sir had the controller.  I had gotten a few shocks at the office earlier in the day, nothing I couldn’t handle without screaming.  I did jump in my chair, however, and got some strange looks from my comrades. 

Then I got mad.  I was NOT someone’s property, like He had said, a thing, a piece of muscle meat!  I had been forced into this absolutely against my will.  He had me trapped three ways from Sunday and I had no choice at all.  I needed His good will to continue to run my company and He had enough video evidence of me begging to be tortured that my reputation couldn’t possible survive unless I moved to Mars. 

Still in all, there was that flicker of defiance deep in me, that little spark of resistance that said:  ‘You can’t break me!  I can take anything you dish out!’  I don’t know where it came from, but every time I started to feel trapped, the flame was ignited and I felt better for it.  It was probably futile, but it did help.  Of course, my back still stung, a reminder of my true status, Sir’s property. 

Out of total boredom I started to song louder and then I yelled out a few times, I don’t know why.  The darkness and silence were unnerving.  The only sensory input I had was from myself.  The heat and confinement was making me dizzy and a little delirious after several hours.  Did I sleep?  I guess so.  I did wake up started to be confined, chained, alone in total silence and blackness. 

I am embarrassed to say I had to pee, and it got so bad I had to just let loose.  The pad absorbed all the piss, but I was mortified.  I really did feel like a little boy who just wet the bed, exactly as Sir had described.  Terry told me later that everyone pisses in the rabbit hole.  It’s part of Sir’s diabolical training program, part of His effort to dampen your willfulness and submit to His control.  Well, it was working.

After I pissed, I got mad again and started to shout some more:  “Fuck this!  Let me out!  Fuck You, Sir!  Fuck everything!”  It felt good to curse Him, but then the thought crossed my mind that I might have merite3d more discipline.  Maybe He would whip me for my defiance.  OMG, I shut up immediately.

Then I was startled with a strong zap to my cock cage.  I screamed at the burst of pain.  “A-a-gh!” was deafening in the confined space.  The shock lasted maybe four or five seconds.  It was agonizing and all my muscles flexed, bashing my feet and knees against the close cement walls.  I was left panting hard in recovery.  I thought it better not to curse at Him anymore, so I bit my tongue in defiance.  I also had to pee again, maybe from the shock, but this embarrassed me further and demonstrated that maybe I was a piece of muscle meat existing only for His perverted pleasure.  I was so confused. 

Guess I went to sleep, after the anger drained out of me.  When I woke up my focus was wondering all over the place.  The heat and confinement were becoming a true torture.  I hoped Sir’s video fans would be enjoying this   All my big muscle groups were now cramping from the distorted position.  And, of course, the lashes on my back still stung.  OK, so this was what the discipline hole was all about.  I sort of wanted to do almost anything to avoid another night in the hole. 

Again I drifted off to sleep.  At least I didn’t have any nightmares.  The real nightmare was when I was awake.  Everything hurt.  I moaned a few times for the video.  

NEXT: Ch 21, Eventually Morning


2 thoughts on ““Executive Retreat, Part 2: Dickie-boy On the Job” – by Steve McHalperin

  1. Omg so sexyyy. I wanna hear more! I want to talk to you Steve, give in some of my ideas to you. Do you have an IG account I can text you at? If so please DM me at anupama654sri

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