A gentleman asks:
The lady in my relationship has decided that I should be wearing some type of chastity device so I purchased a through-hole penis plug (the one in the photo above, from JT’s Stockroom)but I cannot get it in no matter how hard I try (the shoulder is approximately 7/16 dia.). My lady and I figure that if it is so difficult to get in, we should just keep working on it every day, and then finally when we do get in in, it will be in so securely that it will never come out because of the reverse-tapered shoulder (unless we want to tear my dick apart…). My lady thinks this would be a great device because she could attach a leash to it and lead me around with impunity or secure me to a post as needed. But better yet she could attach a chain to the ring and run the chain back through my legs and around my waist and lock it so that my dick will be held curved downward and thus be secured in a “chastity” position. In such a case we are hoping that the penis plug would be secure enough to not be removable and she would have to unlock the chain from the ring in order for me to even take a piss. It all sounds logical, no? Question: Is there any medical reason why we could not leave the plug in me permanently? It seems short enough to be relatively comfortable even when I’m flaccid once we get it in. But can we really expect me to eventually stretch enough to take it? Trying to force it in now even with lube doesn’t seem to work even when i [ignore] the pain. What we think we need to do is get it in as quickly as possible without a long period of slow stretching that would end up making removal possible. we figure that if we can get it in soon at any expense of pain, without destroying me, then my penis would return to its original size as much as it can and fit very snugly around the plug, thus keeping it in for good. Is this expectation practical. If I keep enduring the pain will it eventually go in?
The plug would prevent coitus but not masturbation.
The penis plugs I’m aware of don’t prevent urination. Suprvising that would be a terrible burden on her.
Human flesh is amazingly adaptable. I wouldn’t be surprised if the plug didn’t become something that required surgery to remove.
If you are really planning to leave it perpetually inserted you might as well ask your doctor. She or he will eventually find out about it.
Have you considered the potential problems if you need to go to court, an airport of an emergency room or other place where metal detectors are in use?
Testicle collars are fine for leashing and don’t have all the complicatons.

