The milking table

I left Princess Buttercup with a task after she'd asked one too many times if she could be let out of chastity. "Reflect on your request"

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It wasn't too tight. But it was uncomfortable. It's not the cinch rope around the elbows, or the ankles and heels hog tie that humiliated me the most. It was the casual way she taped around my head to silence me, like I was a piece of property, that did it.
"can't have you disturbing my client now"
I could hear her puddling around downstairs, getting a bone for the dog and putting him out the back. Even the dog has more freedom than I do. I shifted carefully, my cage tight, and rolled onto my side to try and get comfortable. It's not that it was incredibly uncomfortable, but uncomfortable enough to make sure I never forgot what had happened to me.
My cock twitched in its cage futilely as I heard the milking table being cleared off. An experience I would do anything to enjoy. I heard the customer enter. The removal of clothes. The agonised groans of pleasure. Lost in my own head, bound and gagged, I considered my plight. I guess I was lucky I wasn't plugged and streamed so my fans could "play" with me while I earned a few tokens for her. I've learned my lesson now. But it's too late. This is my fate. My thoughts interrupted with a final releasing groan from downstairs. A shattering climax as her customer enjoyed the delights of being milked. The design of the table perfectly equipped to bring focus to the cock for pure enjoyment. Something I could only dream of.
The farewell. I hoped that I'd get let out. But no. Not yet. A brief check-in, and then back down to feed and play with the dog. Again. A reminder of how completely I'd become her property.
"Would you like to try the milking table?"
I must have been dreaming. But the tape was stopping me talking. I grunted and groaned. I must have nodded yes.... And I felt the rope being loosened from my heels. Carefully, helped to my feet, I was guided down stairs. Tape still on, hands and elbows still tied behind my back. The table was still set up. Cleaned up. Fresh new towels. I looked. And she smiled at me.
"You've been a good girl. Would you like to experience what the table can offer?"
I HAVE been a good girl. I've tried hard. I tried to smile with my eyes to her - yes - please. Thankyou Olivia. Thank you.
And gently she lay me on the table, securing my ankles, and releasing one wrist at a time - before securing them back to the table
"Can't have you trying to escape now can we...."
The coldness of the lube on my anus was a shock...but I did my best to accept what was coming, knowing better than to argue or complain. It's a milking table, and Olivia has a certain... Gift... which, despite my discomfort, leads to me leaking. I could already feel it. Humiliating. Under the table. Dribbling. Helpless to stop it. I grunted into the tape gag, which was met by a resounding slap to my right butt cheek. I went silent.
"Now - let's remove that cage shall we, then I can pay you some proper attention"
JOY. SHEER JOY. The cage, it's been months... I could feel it being unlocked. Immediately springing to attention, the cool air underneath the table a wonder. I couldn't believe it. I'd been a good girl for so long, and now I get rewarded. The lube, sliding around, I wasn't going to last long... I could feel her fingers cupping my balls.... It was going to be seconds....
And then prickles. In my arse. And a forceful electric jolt to my scrotum. I yelped. And groaned... And I realised what she'd done. Attached to an e-stim... My butt started clenching, like I was fucking myself. And I had no control. I tried to say something, but the tape was secure....
And then she really started. Relaxed under the table. Laughing. The sharp spikes of the wartenberg pinwheel on the underside of my penis. And then weight. I could feel my scrotum being stretched. WTF had she attached? A car tyre?? The pain was real. And the prickling hadn't faded. I was getting close to cumming again, but this was NOT pleasant. The pain was real. In my arse. The muscles spasming in my cock. The weight.
"You know I LOVE CBT sissy. Now I get to play"
And I suffered. A symphony of pain, frustration, discomfort. I don't know how long she extracted this from me. I may even have cum. I don't remember. But I remember one thing... The milking table. She said "experience" it. She never said how.
"Maybe you're right sissy. Maybe we should let you out of chastity more often. This is fun.... What do you think? "
The tape was ripped off my face. The weight still dragging my cock and balls to the floor. Electricity driving through my arse and cock leaving me with no control. Like a continually ruined orgasm. The frustration. The pain. What do I think....
"Please. Please Olivia. Stop. I want the cage. I need it. I'll never ask to be out of chastity for my own pleasure again. Please Olivia"
I must have begged enough because the weights came free and the electricity ceased. The riding crop didn't though until I shrunk completely. Then she refitted the cage.
"Good girl. Don't ask again sissy"