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Trouble with Pain in the Mornings

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26 Aug 2026 #1

member_80c2df1df9

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Any advice would be welcome from those who are willing to share…

My husband and I have recently entered the world of chastity. About a month ago, I purchased an MM Jailbird as my inaugural device. Initially, I experienced considerable discomfort because I am positioned quite high and tight. After discussing this with MM, I returned it for a gap adjustment, which seemed to resolve things reasonably well. Now, I can apply it in the evening after showering, wear it around the home during the night, and sleep comfortably enough without too much trouble. I use some baby oil gel to help settle everything into place, and once that happens, things seem fine.

The problem arises the following morning. When I wake up and go through my routine, there is often a bit of pain that I can soothe by adding more baby oil gel to re-settle things. However, by the time I am dressed and ready to leave for work, the discomfort becomes severe enough that I feel compelled to remove the device before heading out.

I realize the ring “pinches” certain areas of skin, contributing to some irritation, but usually, the gel helps manage this. I have considered having the ring adjusted to be larger; currently, I can fit a finger between my skin and the ring, and from what I understand, an oversized ring might introduce other problems. Another possibility is that the trousers I wear for work are part of the cause. Honestly, I am at a loss.

I am disappointed because I desire 24/7 wear, but this morning pain keeps me back. Is this typical, and do I just need to “suck it up, Buttercup”? Or is there a specific tip or trick that might help alleviate it? Should I consider resizing the ring? Any guidance you can offer would be greatly appreciated.

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