Fantasy PM Dare. Prompt: pup play, chastity, and humiliation.

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I took a deep breath and let it go as I relaxed my muscles, feeling the cold lube and the rubber pressing, then pushing, then parting and entering my hole with some resistance at first, and once the thickest part of the plug was through the rest slipped in, securing itself within me. I resumed my breathing and got up, looking at the full-body mirror on my wall: Pup hood, collar, cage, and now tail plug,...

A short drive later we arrive at our hotel. I’ve already been earlier in the day to make sure our room was set up to be cozy and prepped for all the fun we would have. I send you off to the shower to refresh and remove your plug and cage, with strict instruction to not touch yourself while your cage is off by any means. You leave the door ajar so I can pop in and make sure you’re being a good boy if I need to. It doesn’t take you long to strip and soon you feel the steaming hot water rain over your face,...

I’ve told you that this day would come for almost a year now. A year filled with late night chats and dark fantasies uttered in whispered tones, never a lull in the conversation and never enough hours in the day. A year of trying new things, expanding our likes one kink at a time, learning as much about ourselves as we learnt about each other. A year of preparing for this moment; making me a budget, spending hours together combing the internet for just the right purchases to fulfill my visions. Granting...

I committed to the Wheel of Locktober Challenge (https://www.getdare.com/bbs/showthread.php?t=407760) in the Hard mode, and have chronicled my first 40 days--yes, my failure on some tasks and other tasks that extended my lock-up have pushed me into NOvember--on another blog:
https://www.getdare.com/bbs/blog.php?b=94297

I will continue posting my progress and experiences here, until I have completed the Locktober Challenge and all of the tasks.

While I have done...

Since I locked with a keyholder for a longer time, some rules may be added.

I use the Chastikey app for drawing cards.


Current rules

- Complete For the next 7 yellow cards I draw I have to inform my keyholder and complete 50 deepthroats before drawing the next card. (added 6th September 2020) 7/7

"Slower, bitch!", I ordered in a harsh tone.

I noticed how it tried to make me cum in its throat. My eyes glanced over to the clock while my left hand grabbed the hair of my bitch. I took control now. Again, it was only a few minutes short to the full hour.

My ad clearly stated that the slave I wouldn't have any orgasm again, never again. Even begging was strictly forbidden. Now that I had found my bitch, my excellent choice of a chastity belt made sure of this....

A glimpse of morning light fell into my eyes as a kiss on my neck awoke me. My pajama pants were already at my knees, his hands continuing to strip them off completely. They would be a nasty obstacle to spread my legs however he wanted. My body was already halfway on the side and my stomach, so with little effort, his arms completed the turn and had me face the mattress. Pressing his weight on me was one of his favorites, making me even more helpless than I already was. His body enjoyed pushing me around...