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New Chastity rules
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For the past 2 years I have remained in 24/7 chastity, with exception of hygiene, Tease and Denial sessions, and milkings/ruined orgasims (with one or two of those a week). I was released and allowed to masturbate (I would have 12 hours of "free" time) and orgasm only twice a year (my birthday in April and Christmas). This past April, my birthday release/orgasm was canceled because I was caught complaining about being teased and then denied a ruined orgasm. I have been teased and denied for the last month, with no milkings or ruined orgasms as a secondary punishment. Just a couple days ago, (5/8), my prostate was milked (still locked in chastity and no orgasm) by Nana. I went exactly a month of no cumming, no orgasms or relief of any kind. My balls had indeed turned blue, were swollen and painfully sore. It is the first time in my life I have ever gone that long. I have to admit even the milking felt like a form of relief as now my balls don't ache so much. But of course, I am hornier than ever, and I never knew someone could leak so much pre-cum. I am not complaining... Mommy likes to see my suffer and Nana has only added to this, as she thinks Mommy is to "soft" on me. But I am rambling... after my milking Mommy told me that she and Nana had been talking, they have decided that I will only be recieving one ruined orgams or milking a month from now on. Mommy also said that my Birthday privileges have been permantaly revoked, and that her and Nana are still debating about revoking my Christmas orgasms as well, but at this point they agree that if I was good, I would be allowed a single orgasm. Needless to say... I will be on my best behavior the rest of the year!!
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Posted on : May 11, 2016
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Commented on Sep 15, 2016
So I made it more than three months! Mommy got busy and simply forgot. Then there was the big announcement. Mommy is marrying her long time boyfriend!! I am deeply thankful that Nana has agreed to become my new caretaker. Of course the first thing Nana told me was she wasnt going be as "soft" has Mommy was. Nana has of course informed me that I will no longer be allowded orgasms. I will recieve only prostate milkings, but if I am good, she may release me occasional for tease and denial sessions only.
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Commented on Jul 29, 2016
Update 7/29: I had my first wet dream in chastity yesterday. Mommy was both pissed and happy. Nanna said it was proof that I dont need milkings or even ruined orgasms etc.
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Commented on Jun 13, 2016
Update: Nana purchased me a smaller, stainless steel chastity belt, that doesnt require it to be removed for cleanings. Mommy has decided that it will not be removed at all this summer. 3 months of strict chastity. No teasing, no milkings, no ruined orgasms. This was not because I missed behaved, or was bad. Mommy wants to see what happens with prolonged chastity and Nana is excited to see if my sissy clity shrinks even more.
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