Humiliation is hard to show on video when covering your face with a mask. But the clip I’m going to tell you about is in the running for one of the most humiliating scenes I can remember.

I was horny as hell.

Goddesses Phoenix and Melanie had:

• embarrassed me,
• caused me pain,
• gave me a handjob but never let me cum, and
• tied me to a chair as they flaunted their MILF bodies at me.

I begged them to let me cum.

They grabbed the pillow from my bed, and created the clip: Pillow Humping Humiliation

Turning the TV on, Phoenix and Melanie sat on the couch. Phoenix presented the news she would not unlock me. Instead, she said throwing me the pillow, I could hump it.

Treat that pillow like it is us. Show us how you would make love to us.

I had never humped a pillow before. What I could feel was nice, but locked in my chastity, I quickly realized I would never cum this way.

To make matters worse, the two goddesses ignored me. They were talking about things, enjoying the tv program and would on occasion chime in with a command.

I humped as hard as I could. I went slow, trying to gyrate my hips. Thinking if I could show some technique, I might get lucky.

My old body tired in one position, so I had to assume another. Thrusting your hips for 13 minutes isn’t fun when there is no stimulation.

I had gotten little sleep the night before and tired out faster than I expected. Now instead of begging to cum, I was begging to stop.

When the two ladies allowed me to rest, I had to curl up at their feet and lay on my pillow. My penis had drooled all over it, so I was to sleep in my mess.

Having two women watch, yet ignore you as you are humping a pillow in a chastity cage isn’t easy.

In the morning, I awoke and they had left. I packed my equipment and headed to the airport. It was time to go home and edit footage for the clip store.

Chastity Belt Update

For those of you wondering about my new chastity belt – I still rate it at 5 stars. I’ve had to adjust it a couple of times, but that takes a few minutes and then I am back inside. The butt straps need to be tight to keep the cage in place. I had tried loosening them one space, about 1/4″ and the slack allowed the cage to shift, pinching my balls. Put the straps back in the original position and the problem stopped.

It is taking some time to get used to the belt itself going around my waist. Not sure why, it is more comfortable than my old chain. I believe the chain allowed my skin to breathe. The belt, not so much. Overall though, this is my favorite device so far. Definitely suited for more comfortable longer term chastity.

If you haven’t, click her to read my Chastity Belt Review.