Pegging Live Video Drawing 07/30/23

It has been a long time since I completed a drawing. Yet another pegging drawing. I’m not sure I’m happy with how the shading turned out but I wanted to have a bit more contrast than the shading in my earlier drawings. I also still suck at drawing perspective and I wasn’t happy with how the Domme’s head turned out in the front view.

As the narrative of my emotional masochism is constantly evolving, my brain has a tendency to explore scenarios that would exceed my capacity for humiliation. One such idea that has crept its way in is being exposed and humiliated on social media. In many cases this can become sort of a permanent specter that haunts someone for years after it happens. The nightmare scenario would be to end up as an internet meme. I had also thought of the idea of being live-streamed on video and having various comments read to me either in real time as it is happening or in the aftermath. This was the inspiration for this set of drawings.

While a front view was my first choice, I found that it didn’t quite show a lot of the detail tidbits that I wanted to include. I ended up drawing the side view as well so that all of the envisioned elements were visible, particularly in regards to the stocks and pillory.

While I was nearing completion on the front view I came up with the idea of instead of just showing him being pegged on a live video to actually do it as what a live video would look like, complete with humiliating comments. I wanted it to look as authentic as possible and a lot of the little details involved in that was incredibly time consuming (such as drawing the emojis), which made it end up being the most time I spent on a single drawing.

Another detail was inspired by some comments I received on a blog post that I wrote about here. This was the idea that in a lot of Femdom porn, the male subs are in masks or hoods and are anonymous while the Domme’s face is in full view for internet posterity. With this drawing I wanted to turn that on its head and have the sub’s face on display while the Domme hides her own identity. I also intentionally excluded fur from her outfit, to give the underlying tone that she isn’t conforming herself to “my” fetishes, limiting the inclusion of fur to the role of increasing the humiliation.

I also kept captions out of two of them, although I had the idea of making various threats with the terrifying dildos or telling him that she won’t start the video stream until he starts crying so if he can exercise self-control he can save himself from that ordeal. The latter seemed particularly cruel, knowing full well that she can simply inflict some extreme pain, move to a scarier dildo, and/or reduce the amount of lube used.

The darker parts of my emotional masochism are drawn to the idea of this type of scenario occurring regularly with different themes in a TPE environment where his consent is no longer necessary nor applicable. In that case, I could imagine it reaching a point where he is coerced under the threat of torture to make a video statement that every video he appears in was done with his expressed consent and that each of the activities were his idea and that he begged her to do it to him on video. I recognize this probably extends beyond the ethical grounds that most people are okay with, but I see this as more fantasy than reality.

A quick note for viewing is that there are a LOT of intricate details, so you might have to click on the ( i ) button when viewing it and select “View full size” to get a full uncompressed version where all of those will be visible.

• Drawings
• Femdom
• Forced Feminization
• Fur Fetish