Conflicted

Mr_anonymous

Long term member
Oct 16, 2023
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Just past sixty days caged, a personal record. Approaching my next release day in about a week. Thought I'd be chomping at bit to get out for a day, which I largely am. A part of me however is kind of dreading it. Feels like time lost after all that time invested to start back over at day one. I could easily say no I want to skip this release. That adds another month until next one though. Which I can see myself immediately regretting. See what happens when day gets here I suppose.
 
Surely it's a matter of doing what she wants?

If you want her to keep you locke well past you comfort zone but without directly asking for it (opping from the bottom) then why not do something that will encourage her to keep you locked longer e.g. something that annoys her such that she keeps you locked until next time (or beyond).
 
Surely it's a matter of doing what she wants?

If you want her to keep you locke well past you comfort zone but without directly asking for it (opping from the bottom) then why not do something that will encourage her to keep you locked longer e.g. something that annoys her such that she keeps you locked until next time (or beyond).
If it was entirely up to her I'd probably never be unlocked. My days out are to keep me sane though few and far between. All I'd have to say is I want to skip this one. She'd have zero problem holding me to it. There'd be no changing my mind or whinging about it is my hesitation to do so.
 
I used to worry about the reset and go back and forth between wanting to stay denied or enjoying the cum. Then I realized if my Wife is offering me pleasure, I’m taking it. She understands the sub drop etc, she’s in charge of sexual activities, so take the pleasure when it’s offered.
Your mileage may vary
 
Just past sixty days caged, a personal record. Approaching my next release day in about a week. Thought I'd be chomping at bit to get out for a day, which I largely am. A part of me however is kind of dreading it. Feels like time lost after all that time invested to start back over at day one. I could easily say no I want to skip this release. That adds another month until next one though. Which I can see myself immediately regretting. See what happens when day gets here I suppose.
No criticism, it’s similar to any sort of personal best. If you stop, you have to start over. It’s why we she lets me out a couple of times a week because she wants to play and then immediately back in again. A couple of decades ago when we went for weeks and months at a time, she commented “You don’t need a keyholder for this you need a key safe with a timer”. Thus ended extensive lockups. It’s now all up to her and the sex in all its forms is great! But I remember the addiction to what we used to do, it was similar to distance running for me.
 
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Congratulations on the 60 days record! I'm thinking my next orgasm will be in the cage. Im working on my erection denial record which is still in newbie territory.
 
Congrats. I am with everyone else here. For it to matter it must be what she wants. But I completely get the restart thing.

Most she has kept me denied is 35 days, but it is purely her choice.
 
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Why don't you suggest a compromise. Tell her how your feeling. Have a day out with no expectation to cum. If at the end of the day that’s still what you want then go back in.
That's not a bad idea actually. I get out for the day thanksgiving if I want. It's not like I must get off. She actually prefers that only happens caged anyway. A day to stretch with no release would pretty much mean no drop at all.
 
To be clear it's always up to her, has been since we started. It started she had me roll dice which could be up to a month. Then it was every last saturday of month, which varied because of length of a month. Some have 5 weeks etc. Lately it's holiday to holiday. So thanksgiving to yule, yule to valentines day so on. My longest stretch this way will be valentines to labor day when summer starts. Something like three months. Only internal conflict is longer I go, longer I want to push myself. Like a 100 days sounds terrifying but fun at same time.
 
If it was entirely up to her I'd probably never be unlocked. My days out are to keep me sane though few and far between. All I'd have to say is I want to skip this one. She'd have zero problem holding me to it. There'd be no changing my mind or whinging about it is my hesitation to do so.
Congratulation on 60 days. I've not managed anything like that, so maybe I should not say this but but it might help you decide. Most would say that it should be up to her. If you are sure she would prefer to keep you locked and you think you can manage it, then the honorable thing to do would be to at least offer to skip the release. It would only take a couple of minutes then you can stop worrying about it.
 
Congratulations, 60 days sounds impressive.

I have something similar, although my confinement period was shorter than yours.

Recently after a long confinement period which was my record so far, I was released for a weekend which I was looking forward to in order to achieve an erection. However, being free felt strange and uncomfortable and the long awaited erection did not make me happy.

I felt as if the chastity cage was my obligation and every day outside of it was a day wasted.

I thought it would pass so I decided to wait until the next weekend and see if I still felt the same.

It didn't so I spoke to the Governess/KH about it expressing my desire to return to the cage which she gladly agreed to, telling me the same thing she had said the week before that she preferred me to be locked up during the weekend with her.
 
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I brought it up last night during our show and foot rubs. She'll very happily keep me caged till yule, my next scheduled release. Leaning towards taking the day out and a full orgasm or two though. If I don't I feel ill regret it. Once I commit to something there is no whining or crying about it so think I'll take the few chances I get. I have another record setting lock up coming not too far off. Should probably cum while I can lol.
 
Congratulations, 60 days sounds impressive.

I have something similar, although my confinement period was shorter than yours.

Recently after a long confinement period which was my record so far, I was released for a weekend which I was looking forward to in order to achieve an erection. However, being free felt strange and uncomfortable and the long awaited erection did not make me happy.

I felt as if the chastity cage was my obligation and every day outside of it was a day wasted.

I thought it would pass so I decided to wait until the next weekend and see if I still felt the same.

It didn't so I spoke to the Governess/KH about it expressing my desire to return to the cage which she gladly agreed to, telling me the same thing she had said the week before that she preferred me to be locked up during the weekend with her.
I can be out for 24 hours for thanksgiving. I'll most likely take advantage of it with the exception I may cage up for thanksgiving stuff and sleep free be nice.
 
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The option of going back into lockdown is always good, even though we may be out and waiting for it.

After my last release, which still felt strangely relieved, I returned to the cage. The Governess/KH decided in further meetings that I would be locked up for the whole weekend to see how I felt about not being able to release and what effect it would have on me. We will talk about it again after the New Year.
 
Being locked or not isn't really an option in my case. I get 24 hours out maybe a dozen days a year.
 
I think it should be up to her and you should align your will with her wishes. Who decided your release day? Did she tell you that you would be released after 60 days, or did she tell you that you have the option to be released after 60 days? I see those as two different things. If she told you that you will be released then you should do so as she wishes. However, if she told you that you may be released, then when the time comes you should ask her if she wishes for you to be released or not and then comply accordingly and willingly with no resentment. In the latter case when the time comes if she asks you what do you want to do, you should answer "I want to do what you want me to do."
 
I think it should be up to her and you should align your will with her wishes. Who decided your release day? Did she tell you that you would be released after 60 days, or did she tell you that you have the option to be released after 60 days? I see those as two different things. If she told you that you will be released then you should do so as she wishes. However, if she told you that you may be released, then when the time comes you should ask her if she wishes for you to be released or not and then comply. In the latter case if she asks you what do you want to do, you should answer "I want what you want me to do."
It's set on national holidays. Thanksgiving, yule, valentines etc. Aside from that she doesn't care what I do as long as I abide by the agreement and don't whinge or pester her.
 
You said "it's set on national holidays." What is "it"? What exactly did she say? Her words and her wishes are the prime directive here.
 
That as long as I don't whine if I skip this release, she doesn't care. It's my day so my decision.
 
You said "it's my day so my decision." Did she say those words, or is that your interpretation of her words?
 
Yes, our agreement is pretty simple. Stay caged, don't whine or mention chasity. Do my house stuff, ask permission for most things and keep feet rubbed. In return I get rewards a few times a week. My days out are mine to decide what to do.
 
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