Now I am an old hand at popping the cherries of subby boys and showing them the way of the timeless art of Femdom strap-on fucking. However, I have not had the forethought to actually record the experience on camera. Now that I have a ripe cherry to pop living under my very roof; You can believe that I am going to savor this in front of a camera for you all to enjoy. I cannot, in good conscience put this boy on his knees, and take him to pound town right away. I want to begin his anal training under my watchful eye step, by beautiful step.
This brand new video I've uploaded for you is j...

Now I am an old hand at popping the cherries of subby boys and showing them the way of the timeless art of Femdom strap-on fucking. However, I have not had the forethought to actually record the experience on camera. Now that I have a ripe cherry to pop living under my very roof; You can believe that I am going to savor this in front of a camera for you all to enjoy. I cannot, in good conscience put this boy on his knees, and take him to pound town right away. I want to begin his anal training under my watchful eye step, by beautiful step.
This brand new video I've uploaded for you is just PART 1 of my series of Anal Training this lucky boy! We start small, and then proceed to larger objects over the coming days.

He was very nervous, so I got him to relax by stroking his cock, and putting my hitachi on the head of his cock. When he was ready, I lubed his asshole with my fingers while he stroked himself. I applied generously while probing him with my index finger.

I got him used to my finger and then used my vibrating butt plug to fuck him slowly with; building up to my personal buttplug.
I had him groaning while I fucked him faster and faster. When I thought he was ready, I brought out my personal metal buttplug. I made his ass my property by inserting the plug and giving him training instructions on when to use it every day.

I can't wait to fuck him with bigger and better toys!