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hithereagain

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Dec 29, 2024
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I am starting a journal in the correct place now.

Last night I was done, so I fell asleep early. Wife reminded me that I still have a reward for being a good boy this weekend.
She is going to let me out with a numbing condom on tonight to please her.

Then she whispered I my ear that she is going to ruin me for the first time this year on Wednesday, and asked me if I would like her to wear leather. I bearly said yes mistress above a whisper. She said good boy and left our bedroom.
 
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This evening, after teasing me all day about it. We came up to bed, and I was immediately collared, went directly from cage to the numbing condom. She rode me as soon as we were sure there was nothing on the outside of the condom, she started to ride me, I could still feel a little but that faded fast. She kept reminding me that I am only to be used for her pleasure. And as soon as she finished, she told me ro put my cage back on.

I thanked her and did as I was told.
 
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As I was getting ready for work, I sat on the edge of the bed to put my socks on. She must have almost been awake. She told me to taste her, as I got close she grabbed my head, pushed my face into her, and ground herself into my face. When she let me go, she told me to think about her all day, and called me a good boy.

Gonna be hard to think about anything else today.
 
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Tonight, out of the cage, and into the numbing condom. Earlier today I admitted that when she puts her hand on my neck it makes me feel submissive. (Especially when im little spoon) Right before she came, she told me that it is all about her pleasure, and then grabbed my neck, she came hard, she kinda made a mess. She said she is really starting to like the though of denying me of all pleasure, and to clean her up. It all made me feel super submissive. And loved every second.
 
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Tonight, I was told that I will be rubbing her back. I did as I was told, however I also moved down to her butt. I was able to make her cum just by massaging her, not the first time, but it is rare. Since I was such a "good boy" she played with me with her vibrator.

I begged her to ruin me, she made me beg her more and then she allowed it. Was not a true ruin as I felt a little because of being caged. She gave me a lot of affectionate after care, loved every second of it. But now as I am writing this I am still leaking like crazy, and still super turned on. I wonder if it was too much and if I will drop off tomorrow.
 
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So she has decided that I am not quite getting desperate without her teasing me. So last night she took me out, and rode me to a couple of edges, it was the first time I had felt anything since new years. After a while I just could not take it anymore, she would go up and down once and I had to stop her. So she got off of me, polished my head with her hand until I was squirming... put me in a numbing condom and rode me until she came...

The score is now her 7, me 1.
 
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Today is 5 months on continuous lockup day 153. I have really been struggling, I really miss the feeling of being able to take matters into "my own hands". I would not give up what we have together right now to go do it but,. Its like a game of tennis, on one side is devotion, the other side is the urge to beat off... and I'm the tennis ball getting hit in both directions, helpless to do anything about it.
 
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Yesterday, I was permitted to make her cum in the late afternoon before we left out for a little get together. As I was down on her, I was told that tonight she was going to take me out for a tease and denial session.
I love these session usually, but she put in an extra layer. Instead of tapping her hip to let her know I was close, she told me that I was to beg her to allow me orgasm... just so she could deny me.
After we got home we got ready for our session.
While she was putting my collar on me, she pulled it really tight, and pulled my ear right to her lips and whispered. "I am going to enjoy this a lot more then you will"
Now I know that I will not be cumming anytime soon, but just through the act of begging for release, while I was directly on the edge, and then hearing her perfect lips whisper "No", "not yet" or "good boys wait". It was enough to drive me up a wall. After she could tell that I really could not take much more. She put on the numbing condom so she could ride me.
The condom must have been over loaded compared to some others, because I was not "up" to the task, and ended up licking her.
After, we cuddled, and I fell asleep to her calling me a good boy, while she was running her fingers through my hair.
 
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What kind of numbing condoms are you using and do you have to keep them on for an extended period before any sexual activities are performed?? This sounds like such a better way to go about this, rather than having to apply a cream and then put on a condom.
 
Goddess J’s toyy said:
What kind of numbing condoms are you using and do you have to keep them on for an extended period before any sexual activities are performed?? This sounds like such a better way to go about this, rather than having to apply a cream and then put on a condom.
Click to expand...
Trojan extended pleasure.
Purple box, I think 4% numbing cream.

Last night we went from me on the edge, and in the time it took to open, put the condom on, and MOST IMPORTANTLY, made sure to wipe it off so there was no numbing cream on her side.
She could get on and start riding me.
I guess the best part about it, is going from her edging me with her hand, to putting on the condom, when she started riding me I could feel, like I was just wearing a condom, but by the time she had worked me the entire way in and actually started riding me, I had gone numb, the more visually stimulating it got, the less physical stimulation I could feel. It's a mind fuck and I love it.
 
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Finally on Thursday she was feeling better, sh caught whatever was going around, we we laying in bed, and she started to rub my lower stomach, worked her way down, and out came the collar and key.
It was almost 2 weeks since I have last felt anything, and it did not take long until she had me on the edge. She kept me there for a while, and then put on the numbing spray and told me to go clean up.

As of writing this, this morning she made me worship her body for a while, and told me that if I was a good boy today, and not bratty, she would reward me. Wish me luck.

167 days caged
31 since my last orgasm
The frustration, is mounting, and I am starting to feel desperate for release. But as I read somewhere one day "real chastity does not begin until you want out"
 
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So, I managed to be a good boy all day yesterday, my reward... I got to try to have sex with a numbing condom on. But last night it did not work like other times. I received no stroking before, and I just could not keep it up, enough for PIV, so I was told to lick her to orgasm. I complied, but the entire time I was wishing I could have felt her...
 
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