So, some months ago I made a ring from silicone to prevent my foreskin to roll over the head. (based on a photo I saw on the internet)
Sometimes, when I'm in the mood, I use it for hours. But only at home. I've tried to wear it outside, but it fell off. So I need to improve it, and find a more elastic material. But so far I'm satisfied with it. It may look funny, but feels so good! And it does not cut into my frenulum when soft.
Here are some photos about it in use, and how loose my foreskin is after some hours:
Very cool :D What is it made of? I know you said it's not a very good material, but still...
the bottom of a muffin mold :D
Aha! ;D