April 29, 2025

The Chastity Archives - 30 Days in the Hole. Locked, Limp & Leaking

 Originally posted July 27, 2017

 


 Tonight begins Day 30 for me in sissy chastity, for no other reason that to please the Dominant Women in my life, and to honour them by reaffirming my devotion to Femdomination. Every sissy should push their own limits, boundaries, and personal bests. My previous personal best in sissy chastity was 39 days and I hope to eclipse my personal best by a wide margin.

** Editor's note: Today is Day 2863 in Sissy Chastity. I think I exceeded my goals :) **

Each time I've given myself to locking my sissyclit, the goal has been to deepen my sissy experience, both physically and mentally, and each time I have, including this time. For the first time in my sissy life, I'm leaking and those experiences only reinforces the fact that I'm indeed a real and evolving sissy gurl. Sissy gurls strive to have their sissy clits shrink over time, and leak and dribble, and to learn to cum like a Woman, via penetration of their asspussy. For all the amazing Feminine experiences I have been bless to have in my life, this is indeed a milestone!


 

I can't always control when I'm about to leak but the sensation of trying to hold it, delay it and enjoy it has been most challenging. I hope that the longer I go, the more I can try and harness this Womanly power that has been blessed upon me. I so badly want to feel my Mistresses' cock fill me up as I leak for Her. I want to feel the sensation of real Shecock pounding my P-Spot as I leak all over my thighs as I shudder with delight. I'm at the precipice of my most Womanly experience to date and it is as exhilarating as the first time I put on my Sister-in-law, Anna's panties!

The best part of extended sissy chastity is the anticipation of my sissy clit atrophy that shrinks a sissy's clit over time due to lack of nasty erections, and the physiological conditioning of the mind and body to accept that you are no longer able to experience sexual gratification via your pathetic little penis. It would be truly wonderful to one day experience sissy sex with a fully limp and useless sissyclit with no chastity device, bouncing away as my asspussy gets filled with Strapons & Shecock. That is the goal, to deepen my experience fully into this sissy life. To make those Women who have embraced me, truly happy to see that their plaything has morphed into something beyond return.

 


The next steps are to combine the sissy leaking with manipulating my sissy p-spot to experience a full blown sissygasm. Sissy's always have new goals on the horizon, no matter how far they have come in their journey. That's what makes being a sissy so rewarding....the journey is never ending!

Devina

Devina's Apr 29 Domme of the Day

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Devina's Apr 29 TGirl of the Day


 

April 27, 2025

Why Shecock Should be THE Cock

 


Lets face it. If you are a submissive, panty boi, emerging sissy, or full blown sissy whore, you will at some point be faced with the very real prospect of sucking cock. Whether it's your Mistress who wishes to cement your submission to Her, or your own urges and desires that is leading you to this life altering crossroads, we can make this experience one that can either haunt us with guilt or enrich our very soul. So many of you, like I did once, endure plenty of mental anguish, guilt, fear, trepidation, anxiety, and even full blown panic attacks over the idea of what becomes of you once that first cock meets your lips. But I am here to tell you, there is a much better way: Embrace Shecock.

All in all there are 5 main reasons why if you are being trained to suck cock, or your own curiosities, urges, and desires are leading you in that direction, that you should choose Shecock as THE cock, and one day you will be grateful for this advice...

REASON NUMBER 5: SHECOCK IS GUILT FREE. Yes there will be obstacles to overcome, and mental hurdles to leap over, but when it comes down to it, being with a Trans Woman is the same as being with any Woman, except Her clit is just a bit bigger. She smells like a Woman, acts like a Woman, dresses like a Woman, is smooth like a Woman, kisses like a Woman, is tender like a Woman, and in just about every way, will put your mind at ease like a Woman. After your experience it is far easier to reconcile your feelings and emotions after being with a TGirl, regardless should you choose to pursue more Shecock or not, than opposed to reconciling your feelings after being with a hairy, smelly, much poorer hygienic boor such as this..

 


Instead you can experience something magical, even if it is only for one moment in your life with a beautiful creature such as this...

 


Trans Women as time goes on in our society are gaining more acceptance and in a few short years from now, any stigmas will only decrease over time, so your curiosity will not be something that will haunt you, unlike Mr guns & ammo (yuuuck!)

REASON NUMBER 4: SHECOCK TASTES BETTER,  Go back and look at the hairy mess. Wanna take a guess at how disgusting his junk would be with all that hair holding body odors. Wanna guess at how much effort males like that put into hygiene? Exactly... Makes me shudder, grosses me out, and it should you too.

Now look at this beautiful vision...

 


I can tell you from experience, as I have sucked on Her cock more than once, it tastes like a slice of heaven! It's a taste that tattoos itself into your brain and becomes addicting. TGirls put a tremendous amount of effort and energy to be ultra feminine and it only adds to the experience being highly rewarding. There is simply no comparison!

REASON NUMBER 3: SHECOCK WILL INSPIRE YOU. If you are a closet sissy, budding sissy, or full blown sissy slut, the more time you spend in the company of Trans Women, the more comfortable you will feel in your own Feminine skin. Seeing them live their lives, and interacting with them, breaks down your own barriers in accepting your sissy side, and will help you embrace your own Woman within. In my own experiences in being with TGirls transformed as Devina, I find them to be very accepting, encouraging, and a source of an emotional touchstone, as they at one point have been in your wobbly shoes. They are far more open minded, and less judgmental than any male would be. Embrace what they have to offer in terms of inspiration!

 


REASON NUMBER 2: SHECOCK IS REAL COCK & FUCKS JUST AS HARD  

Again, I'm speaking from experience as I've been on the business end of Danika's Shecock seen above. My asspussy has been absolutely pounded by Shecock and in no way if you want a hard aggressive fuck, will you ever be disappointed. TGirls have all the same experience in using their Shecocks as anyone, in fact they have a masters degree in fucking. Being pinned back with your legs in the air and seeing a gorgeous Woman slam your sissy hole with Her real cock and to have her finish you off with a hot steaming load is a mind blowing experience that you will come to crave again and again.

REASON NUMBER 1: SHECOCK IS ALL SISSIES DESERVE. If you are submissive in any way, you have found your natural place below any Woman. As a subbie, panty boi, sissy, or sissy whore, you know that you never deserve, nor will ever attain a Woman's pussy ever again. Once she has trained you to suck cock, you are of no use to Her as anything but a toy to manipulate, use, and for Her entertainment. Sex for you now is serving up your asspussy for Her strapon and for Shecock.

 


Each time you are taken by Shecock, it reinforces the natural state of things, that while you feel you are with a beautiful Feminine creature, you are no closer to ever servicing a Woman's pussy, and in fact YOU are the one who will be pleasing Her cock. Each time I have been fucked by Shecock, with each thrust it cements my place beneath Women and TGirls, and being used by their cocks to please them is the only reward I could hope for.

 


So remember, Shecock should be THE cock you come to love, worship, suck and embrace. Your Mistress will be impressed the first time She speaks about you learning to suck cock for Her, and you eagerly ask to suck Shecock. The bonds between you will only grow...

Devina 

Devina's Apr 27 Domme of the Day


 

Devina's Apr 27 TGirl of the Day

This summary is not available. Please click here to view the post.

April 25, 2025

The Chastity Chronicles - My Sissy Clit Leaked Today!

 Originally Posted July 11, 2017

 


Today was a glorious day in my life as a Sissy. For a long time, I've been trying to unlock the secrets of the elusive sissygasm, and have never unlocked the key to that most special of sissy sensations. But as with most good things in life, they come when you least expect, and today was no different. I leaked!!!

Today was day 23 in sissy chastity and for the past couple days, I've been completely limp as a real gurl should. I had on my fav pair of burgundy red satin panties and was taking a break mid morning, checking my phone when I saw I had an email from Madame Gabrielle of Womania Empire informing me that I was officially listed in the Womanian Registry as property of Maitresse Cathie La Divine!

 
It has been a dream of mine to not only join OWK's Womania Empire, but to honour Maitresse Cathie La Divine by being Her property within it, along with Lady Diva Cane. As I was reading the email and then seeing Womania Empire's tweet when without warning I felt a sensation sweep over my sissyclit and while familiar, it was so sudden, and so relaxing that I did not rush to stop it with my kegel muscles....then it happened for the first time in my sissy life..

It felt so beautiful and relaxing as I felt the warmth leak into my panties, even as I was taken aback by the abruptness of how fast it happened & I began to feel flushed as I realized I had leaked on my own for the first time with no physical stimulation, just the satisfaction that came from being officially designated sissy property in Womania Empire. I sat in silence and enjoyed the sensations of experiencing the closest thing I ever had to a Female orgasm, AND IT WAS AWESOME!!

When I composed myself, my first thought was to text Lady Diva and share this enormous moment with Her. I was positively giddy, even though I needed to clean up a bit, but I sent Her a text full of excitement and pride that only a sissy can know when she has been embraced by Dominant Women. I was one step closer to being the sissy I truly want to be. One who can cum like a Woman, with my mind and with Shecock in my asspussy. No longer is any stimulation wanted or needed of my sissyclit. It's a silly little cute sissy appendage designed to be locked up or dressed up in bows and pretty things, and to be laughed at by Women. Oh today was an amazing day, and only served to reaffirm my latest stint in sissy chastity. I hope I can recreate this amazing experience and feel it more and more often. I don't know if I've truly felt more Feminine inside than today. I love it!!

Devina

Devina's Apr 25 Domme of the Day


 

Devina's Apr 25 TGirl of the Day