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19 Days and counting...

Posted by: Herboy77 in Chastity on



After acknowledging and apologising to Mistress S for begging my way out of the previous period of chastity, I have promised to try harder. This time I am determined to fulfil HER fantasy of me under 24/7 lock & key as long as She desires. Today is day number 19 and I am raging with testosterone and as horny as I can ever remember being, but I shall not beg for release. I am prepared to satisfy Her desire to have me in chastity for as long as She deems necessary. I am learning all the time, and Mistress has told me She is proud of my efforts this time round. This makes me so happy. Nothing beats making Mistress happy, and as I discussed in my previous entry, is one of the things that make me love Her more and more. 

I'm sure some of you will agree and be aware, that the reality of being owned and in chastity to a Mistress (or Master) is quite different to the fantasy.

A real Mistress cares for and needs Her sub, as much as a sub needs his Mistress. She of course doesn't need to express this, but you know it's there. You know your devotion is paying off, your Mistress is pleased and rewards you with a warm smile, or looks in to your eyes in a way that reminds you that you are Hers, yet She wants no one else.

 The intensity that chastity brings amplifies a good Mistress' benevolence and kindness. Her warming presence soothes and guides you through the experience. She understands your emotions and encourages you to express them. Being truly submissive is liberating, and a good Mistress brings that out in you and makes you feel safe and secure in Her ownership. The knock-on effect is that you want to please Her even more, surprise Her with small gestures, romantic or otherwise, and remind Her that She is your world.

15 days...

Posted by: Herboy77 in Chastity on

I recently did a 15 day stint of denial. Some of you will scoff at such a low number, but for me it was hard work. I know my training will eventually extend my endurance, but this period in particular was especially difficult as I was not due to see Mistress for another week.

The 15th day was agony! I missed Her so much, and I knew if I was seeing Her that day, She could not release me but being in Her presence would be enough to sooth my raging loins for another week.

Now of course, the dominants among you would be quick to point out that my suffering is for Her pleasure, and Hers alone, so if She decrees a further week of denial, I have to accept that. I agree, dear reader (in principle), but I genuinely could not bare this anymore. One of the many reasons I love my Mistress is Her understanding and benevolence. She allowed relief, and I was truly grateful.

Dear readers, you probably all instantly agree with the title of this chapter I'm sure! Here is why I think so:

 FOCUS : Being in a constant state of arousal keeps me focused on Her needs. It intensifies my desires for Her. I know this is an obvious thing to state, but it probably isn't considered "edge play" in the same vein as say knives or nooses. 

My argument here is that it releases those same rushes as the aforementioned perceptions of edge play. I've not experienced much of it, but I know that ultimate rush of adrenaline that appears just before something you fear. For us chaste men, it's the moment that padlock closes. Knowing You are helpless, completely under Her control, and basically a total slave to Her whims, desires and requirements. Where chastity continues to pay off as edge play, is that very moment before She knocks on your door, Your mind is excited to see Her, your loins are on fire at the prospect of serving Her in the flesh, and the outside chance You may earn release. You feel simultaneously guilty for wanting release, but desperate for it as your throbbing groin will testify! You feel guilty because you know it is that desperation and constant arousal that drives you. You also know that She loves the fact you're in a state of "do anything to please". You, in turn, love the fact She's aroused by that very state.

Mean males

Posted by: mypet in Chastity on

This was a little but humbling experience with how mean a group of males can be. Had to go down to a cottage for a service call and i wasn't in a dress but wearing shorts and a pink tank top with my hair in a ponytail, more like a tomboy as My Lady likes to say. Any way the customer was very polite but the drinking party had some mean mouthed males. Say how i look like a sissy and asking why i shave my legs. One said very loudly the my top look just like the one his Wife has. Then another said look at those sexy legs with a wild whistle.

   This happens sometimes but this time was a little more over the edge. All i wanted to do was to finish and leave that spot right away. The customer apologised for their company and gave me a nice tip.

   Even though i dress modestly, some males are over board with their comments and bullying of  people they feel are weaker. Then when i told My Lady about the incident, She just smiled then told me that the way it is for Ladies and sissies. Now that i have graduated to being a full time sissy there is nothing i can do about it as She put it to me. Some how i have to put this behind me and carry on with my new life style as a sissy homemaker.   

Episode IV

Posted by: Herboy77 in Chastity on

The theme of this week is "liberated". This is how Mistress makes me feel. We have such open channels of communication between us, about our feelings, our fetishes, my continuous desire for Her and what fantasies we might explore in the future.

 I wrote for Her, on this Worshiday, a poem entitled "Liberated" and She was pleased. I am a romantic at heart, and whilst a D/s arrangement is quite far removed from the conventions of vanilla relationships, there is still room for romance and making my Mistress feel like a special Lady. After all, She deserves to know how wonderful She is to me, as would any Woman.

 This Friday is the 24th of JUly... "24/7" ... and in celebration of this significant date to the chaste among us, I have spent this week in 24/7 chastity for Her. No release for anything. It excites me to do this for Her, but of course is a nervy step to take too. I am normally released for sporting activity, however a minor injury has prevented my participation this week, so a full week under 24/7 conditions has been made possible.

Still excited about being a sissy

Posted by: mypet in Chastity on

  Though i wear cute earrings and my hair in a french roll and i have not a stitch of male clothing in the house for me to wear. Dresses are more fashionably plus more comfortable for me to wear now and i do not mind the odd look because i am so happy with my life as a full time sissy. The bulk of my diapers and rubber pants seem to be covered better with a dress. The fact that wearing rubber pants for extra protection, they are hot to wear. The secret to wearing the rubber pants is to have enough diaper to keep the rubber away from my skin. Now my bottom looks a lot more bulky but the dresses do hide my underneath shape. After three years in diapers full time and some accident that are not preventable anymore i would be fearful to go with out wearing my diapers. My Lady and Momma are very encouraging about my pendants about my journey into a sissy life.

  Now i have realized how much i look forward to getting instructions and directions from My Lady and Momma on what to do. As their combined tutoring has made me learn to change my way of thinking as i am more concerned about cleaning and cooking then my old job. Keeping the house tidy and dust free is a deep down sense of pride for me, always on the go picking up after My Lady as She is too busy with Her career and i have to have Her need me as Her personal maid.

            Love you so     much My Lady Oxoxoxoxoxoxoxo   

Episode III

Posted by: Herboy77 in Chastity on

Hello readers,

 I have created a new profile on the new version of this site (same username) however there seems not to be an easy way to upload blogs on there, so I shall continue to blog here for the time being.

 This week has seen a small step up in the intensity and intimacy with Mistress S. We went toy shopping together in Soho, and Mistress found a collar for me to adorn. I am to wear Her collar at all times I am at home (alone and with Her) This serves as en extra token of ownership and my devotion to Her.

So to bring everything up to speed...

I shall be updating my blog every Wednesday, which Mistress has determined to be "Worshipday". This is to entail a specific act of worship of my creation, be it photographic, poetic and so on. As part of Worshipday I had the idea of keeping a blog and updating it thusly.  

I don't need a specific day to think about Mistress of course. She is on my mind constantly. Not only because She is wonderful and makes me feel alive, this is what chastity enhances. Those of you reading who are kept 24/7 will understand this. I have begun to understand this more and more.

My devotion to Mistress S

Posted by: Herboy77 in Chastity on

How it all began...

Our story began in the most vanilla way... A simple message through a dating site... We got chatting and having revealed our mutual interest in the the world of fetishes, Mistress Sent me a picture of a maids outfit, asking me if I'd wear it. She also expressed an interest in cock cages. 

My heart pounded. My two innermost desires, from pretty much out of the blue. It was time to be brave. To confess my desires to Her. 

My Lady rules

Posted by: mypet in Chastity on

      Sorry i haven't written for a while but my daily writings to Momma have taken up most of my mornings. Having been sissified to a almost perfect sissy and finally becoming use to wearing mostly pink in my daily wardrobe, my reality is perfect and happy. Momma was giving My Lady more instruction on being more controlling in our relationship because She believes, i need more discipline and control. The little fight i have left in my old male ego, may show up time to time but i didn't think these two powerful Ladies would notice but they have.

     Today My Lady and Momma are having a big lobster fest dinner for there family and my Mother, with no male clothing for me to wear. This is another level i am being pushed towards and always being a sissy with no return. Hopefully My Lady will remove my diaper bag that hangs in the bathroom so no one will ask about because as with my rubber pants our neighbours asked about them and My Lady explained that they were mine because She needs to trust me. Yes i had a red face when asked doesn't bother you, She has you wear diapers and rubber pants? All i said was that i have to follow instruction for my own good. Some how the neighbours look pass my dress style and we do chat about normal neighbourly topic's. Like landscaping and home renovations.

    Some how My Lady treats me always like a little girl sissy and regularly talks down to me in public, when this happens i feel a rush of glee cover my body and mind.

into hypnosis

Posted by: Lockedup3000PA in Chastity on

Ok, I'm really locked in the tiny cage. Sad part is that it feels perfect. It really shouldn't feel so good since it is the smallest one I could find.

One thing I'm really into is hypnosis. I have a half a dozen curses I listen to in order to program my frustration. For those that don't know, a curse is a hypnosis file that intentionally programs you to perform a certain way and is not be reversible.

One of them is PET, where when my wife gives me an order starting with the word PET, I instantly trance and do what she says. Sometimes she will let me out to fuck her. My hardon's are very iffy coming out of the cage. They are pretty small and not very hard. She will tease me into getting a better hardon and then she spreads her legs for me to enter her. I will get on my knees between her legs and just as I start to touch her she likes to tell me, "PET make is soft and small." I always feel the moment slip away and the little guy goes soft.

Locked in Queen's Keep

Posted by: pcguy0681 in Chastity on

It's very interesting reading many of the blogs on here and seeing how other's chastity experiences often closely mirror my own! I have been blogging elsewhere for quite a while now about my adventures in being locked up for weeks at a time, using the Queen's Keep from Mature Metal.  I'm not likely to re-post all of those entries over here, but if anyone would like to have a read, you are more than welcome.

I will attempt to come back here and update whenever there are new posts available! 

Sissy for ever

Posted by: mypet in Chastity on

   There are is no male clothing left in the house. There were some option's a long time ago. My long hair has been in a bun or a French roll for over a year . Men don't wear there hair like that and my earrings are certainly Ladies. House work is done with pride and love. Being focused on home making is such a relieve . 

    Now with so many documentaries on the transgender life styles up here in Canada. People seem less defensive when an interaction happens. The reality is dressing modestly in Women's clothing and being polite opens many doors as i have nothing to prove. One little piece of sissy hood has been added every month or so and once it became a habit now there is a new way for me and my  appearance.

    Being humble all the time is not so easy but it is possible. The long term chastity that turned into wearing diapers, now twenty four seven. Still don't use my nappies and rubber pants for there intended use but knowing there on me does humble my mind. Believe me i am always aware that underneath my Women's clothing are two more items to remind me of what i am becoming.

This morning was the closest my wife has allowed me to be with her in seven months. She has gotten tired of my neediness and has cut me off from touching her almost entirely.  She took away my cb3000 and i have been free to my own devices for the last seven months because she doesn't want to hear from me anymore.  She still sees Jason about once a week on average but i have been no part of it since july. She goes and i know when she is with him for the most part and comes back and showers.  She is gettig all she wants but i am only left with my hand. 


This morning she let me cuddle with her in a more suggestive fashion and i got to kiss along her panty line. I could smell her arousal and knew that my kisses had an impact but then i was sent away. She is warming back up to be but "if we get back into the whole cuckold chastity has to be less intense less whiny and less intrusive and dramatic."  Jason spankings with the paddle were less punishment then this ignoring for so long. It seems she is warming back up to me but i am to remain calm and relaxed.

This morning was the closest my wife has allowed me to be with her in seven months. She has gotten tired of my neediness and has cut me off from touching her almost entirely.  She took away my cb3000 and i have been free to my own devices for the last seven months because she doesn't want to hear from me anymore.  She still sees Jason about once a week on average but i have been no part of it since july. She goes and i know when she is with him for the most part and comes back and showers.  She is gettig all she wants but i am only left with my hand. 


This morning she let me cuddle with her in a more suggestive fashion and i got to kiss along her panty line. I could smell her arousal and knew that my kisses had an impact but then i was sent away. She is warming back up to be but "if we get back into the whole cuckold chastity has to be less intense less whiny and less intrusive and dramatic."  Jason spankings with the paddle were less punishment then this ignoring for so long. It seems she is warming back up to me but i am to remain calm and relaxed.

Always trying to please

Posted by: mypet in Chastity on

So many little changes and happiness fallows with my sissy emotions. Now that i have really worked hard at getting rid of my male ego and urges. A very pleasant calming has washed over me as my new over whelming situation takes control of my emotions. Dressing pretty so i show complete submission to my superior supervision by Momma and My Lady. They do have their own way of doing things and that's all that matters.

    My Lady bought me a new washer and dryer to keep me busy and my folding has really improved. Some hand washing is still needs to be done but a nurturing feeling comes from within me as a happy feeling. Still a little embarrassed about having to hang my rubber pants out on the clothes line for others to notice. My Lady prefers to explain me little secret and redirect the fact that the pink rubber pants on the line are for me. That sometimes it is better for me to except how deep seeded this sissification is going to be.

     Doing the homemaking and renovations will do me more good then trying to be who i am not. Never in my life did i believe that my happiness comes from being humbled and grateful.

Many changes for me

Posted by: mypet in Chastity on

Now that the New Year has begun, I took a look back to see my past. How fearful i was to wear pink jumper and earnings out in public. To have my hair in a French roll with light pink nails and pretty flats, maybe i received some stares but always lived through them. Oh i wish that i could wear all the clothing My Lady can wear and look fabulous.

    Then being lead around by the by Momma or My Lady well shopping and being verbally reminded that wearing my nappies is good protection encase of accidents. These conversation are always two against one and i am learning very slowly that this is the best for me. Even when they find a blouse or shoes for me to try on while others notice. The shame i use to feel has lowered but still lingers.

   My Lady feels that i should show some more emotions and by crying when i am upset. This conversation keeps  arising  and i realize that one day the pressure put on me to fully except that i am a full time sissy homemaker. Who fully dependent on My Lady and Momma guidance and structure.

Hugs and kisses

Posted by: mypet in Chastity on

     Always another bend to being a grateful homemaker sissy. Now that Momma and My Lady are so close, that it is two against one most of the time. All the hugs and kisses all the time as treats and feminization. This is all becoming more comfortable with me as my confidence improves being more of a sissy.

     Sometimes, i just sit and listen to these two Ladies discuss my life and usefulness of my being. There are cute little digs about my manners and behaviour while in my nappies. There are no male clothes for me to wear any where in the house or the future. Then Momma and My Lady bought me some full size body girdles to help shape my body and mind. Then pointed out the fact that the girly girdle will hide my nappies with a smoother look. The only concern i had was wearing the full body girdle and the removal for my piddling. Little damp accidents happen all the time, rubber pants will stop any leaking stains and if you  don't complain no one will know , the Ladies smiled.  

     These two Ladies are very insightful and intuitive as well show so much love and devotion to this family. Getting dish pan hands always will be a pleasure. There seems to be another adventure every day and i am so excited about the future.

holy trainer v2 first day

Posted by: krikke82 in Chastity on

Yesterday, I have received the Holy Trainer version 2 in my mail and have installed it directly on my willy.

The first impression was that it was invisible under normal clothing because it’s made backwards, other than the cb’s. There is also no lock visible so no clicking or pinching of the skin.

When I put it on me, I felt a little pain but I think that this was because it was new on my body. Now I feel that there is something but it feels as a normal garment.

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