I had a session with a beginner masochist that enjoys pain on his butt. He endured multiple tools, but he liked my hand the best. My hand is so hard that my friends and family wince when I high five them. Strong high fives are the best though because it feels like you’re celebrating more enthusiastically.
I used an array of tools on him. It was his first time being hit with a bamboo cane. The long snake whip and bamboo cane are the most painful in this photo. This flogger is quite soft, so it is all bark and hardly any bite.
However, my hand was his favorite because of the sound and feel.
It was also his first time to wear a collar and handcuffs. It was his second time to be anally stimulated and first time to use an anal toy. Anal is a confusing feeling at first. It takes a while to become used to it. Once you try it multiple times and become used to the strange sensation, it starts to feel pleasurable. This anal toy pictured is one of my favorites because it is small enough to fit inside a newbie and it hits the prostate exactly. There are multiple settings on the remote to make the vibrations stronger and vibrate in different patterns.
While using this toy, I edged my slave numerous times. He loves edging, but he started to get desperate and I enjoy seeing desperation on a man’s face. Men really do lose their mind when they are horny. I finally let him release the cum he had been saving up for a week. It was so thick and white. It was his first time to cum while being anally stimulated. How exciting!
We still had time, so he wanted me to spank him more while he looked into the mirror at the situation. He wanted to try cumming a second time, so I told him that he had only a limited amount of time to cum, and if he didn’t make it within the time limit, I would cane him vigorously. My threat made him either afraid or more excited, or perhaps a mixture of both because he finished quickly after.