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Chastity and orgasm denial discussion

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2 Sept 2026 #1

member_4c6b504fea

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Alright, our first problem surfaced last night. I’ve been wearing my jailbird around the clock, but yesterday evening morning wood became too painful to ignore. It lasted for quite a while, so we swapped out the ring for a larger one. Here’s the dilemma: during the day the bigger ring is overly large, but at night it handles nighttime erections perfectly with no pain. The issue is that the base ring helps enlarge my wife’s cock; when I wear the smaller one, those night-time erections become very intense.

So which size should I stick with? Will morning wood eventually diminish? I really prefer the smaller ring because daytime comfort is much better for me.

My wife emailed to say she’ll put the small ring back on tonight and doesn’t mind if it hurts while I sleep. We both prioritize keeping everything secure though.

What does everyone else think is the right move?

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