Rolling for Days

member_d7eac77369 · 2026-08-24T15:35:26.000Z · 0 replies

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member_d7eac77369 New member Thread starter
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2026-08-24T15:35:26.000Z #1

I began my journey last week; you can find the introduction in the “Hello World” Thread. We hadn’t engaged with our dice app for a few months, but I suddenly felt like using it while waiting for a client. Rolling twelve to twenty-sided dice gave me a total of 154 days. I texted my wife and asked if she wanted to play along. She didn’t give a clear yes or no, but when I handed over the keys, she took them, and they haven’t been returned since. On Saturday, I was allowed out for two hours on my bike, though her stern advice had me back inside right upon returning. Over the weekend, there was some touching and teasing, yet no opportunity for release or relief. It is now day nine of being locked up. I have mostly adjusted to the device… preparing myself for a long haul with significant pressure building up.:D Yesterday afternoon we spoke again; I asked her directly if 154 days were definite and whether I would ever be able to cum once more. Her response was, “I haven’t decided yet, do you think you can go 154 days without an orgasm.” We started discussing the long-term effects of NO-O (No Orgasm), and my main concern is prostate buildup and overall health. I know one week isn’t a big deal, but nearly five months might be problematic. At 48 years old, I worry about prostatitis. I am not against milking or ruined orgasms, but how should I explain that to her? She has already teased me quite a bit while the device is on and prevents me from cumming. When I brought up the idea of a ruined orgasm or milking/prostate messaging during our chat yesterday, she was fairly adamant about keeping the device in place. She isn’t familiar with milking, so I have been trying to figure out how to explain it without appearing too controlling. I am looking for articles on prostate health that I can give her or read aloud to see if they might help clarify things. Any suggestions would be appreciated. Also, for those who have traveled this long-term path before, please let me know if my thinking is correct. I don’t want to overstep and ruin what we’ve started. As willing as my wife is to play, she remains very vanilla at heart. I don’t want to spoil the beginning of our journey. Thanks SR

I moved this from The Journey forum because it didn’t seem like a standard blog-type post. If this marks the start of a new blog series, please check out the Please Read section in that forum and move it back accordingly. Thanks TA

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