#crossdressingcaptions

[charlottt1]

Tell me what you love about Tgirls

New here reblog if you'll love to be with a Tgirl

[aliyah-goddess]

Am actually kinda Naughty within mood

[lindasigman]

#chastity #chastity_belt #crossdressermakeup #crossdressingcaption #FemininePink #humiliation #crossdressingcaption #Hypnosis #hypnotizedgirl #sissydress #sissyslutfaggot...

[chubbydommy]

are you sick and tired of being locked

up? come take the keys, i dare you.🔐

[princess-crinkler]

It’s getting uncomfortable 😭 I wanna 💦 soooo bad it’s not fair!!!

[tskaathriina]

Gym Tuesday

#feminization #crossdressingcaption #Sissify #sissification #Femboy #Crossdresser #M2F #Crossdressing #Crossdress #Chastity #Latex #Bondage #Feet #Footfetish #Footslave #Feetslave #Toe

[preetisissy]

Wife’s Choice

https://crossdressingdiaries.wordpress.com/2020/03/09/wifes-choice/

[sissyboijustin]

I am a Sissy

I have been a submissive nearly all my life. I found that while I am in total control of my life in the business world and have lead large initiatives from the C-suite down to various departments, outside of that, I want someone else to be in control.

I identified as bisexual since 16 and only came out as gay at 41. Over the course of that time I have found a real blessing in the Jack of Spades movement. For those that do not know, a Jack of Spades, is a while submissive (usually a sissy) that submits to the superiority and masculinity of Black males. Somehow, in this journey, several of the Black Kings that I served prefer that I do so dressed in women's lingerie, skirts, dresses, etc. At first, I was apprehensive, but as these men convinced me that I was the effeminate type, and I began watching sissification videos, I began to believe this was my path and destiny.

Don't get me wrong, I don't want to be a girl, I don't want to remove parts, and I like my junk right where it is, I am susceptible to the desires of Black men to humiliate and feminize me to their satisfaction. It somewhere deep inside brings me great satisfaction as well.

So, this blog is about that journey. The one where, now wearing certain women's outfits (even in public), I am both humiliated and excited by the experience. The wonderful thing is that I get to serve real men and be that sissy fag that they always wanted to use.

In June of 2020 as I began this journey the first step was to find the right device in order to cage my penis and make it function like a clit. Nobody was going to touch it. I would need to find satisfaction in anal stimulation only.

Since then, I have been out of the cage on rare occasions where travel (overseas primarily) and doctor's visits require the cage to be removed. Other than that, I am committed to this in order to be a true Jack of Spades.

Follow my journey. All of the pictures used in my blog will be of me, and possibly the men I serve. The journey is personal and if I can help another potential Jack of Spades reach its fullest potential than this has been worthwhile. For others reading this your comments, related stories, and shares on your blog would be appreciated.

My name is Justin and I am a Jack of Spades.

[lindasigman]

[vikapodliza]

https://fansly.com/vikapodliza #crossdressers #crossdresseruk #crossdresserlife #crossdresserfeet #crossdressermodel #crossdresserbrasil #crossdressermakeup #crossdressergermany #crossdressershoutout #crossdresserofinstagram #crossdresserspain #crossdressersluts #crossdresserselfie #crossdressers_world #crossdresserselfies #crossdressersnapchat #crossdressersselfies #crossdressing #crossdressingboy #crossdressinglife #crossdressingisfun #crossdressingathome #crossdressingsissy #crossdressingartist #crossdressingfetish #crossdressingaussie #crossdressingcaptions #crossdressingapparel #crossdressingpantyhose

[princess-crinkler]

How long should I stay in chastity? A day? A week? Should I do naughty tasks or risk being stuck in it longer?

[dominantrixsilky]

#sissycaptions

#tgcaptions #femboy #sissyboy

#sissyfication #crossdressing #m2f

#feminization #sissyhypno #sissyslave

#sissyboi #crossdressingcaptions #sissytask

#sissytraining #indiantg #indiancrossdresser #trans

#transwoman #transgirl #tgirl #sissybimbo #queer

[preetisissy]

office girl

[sissyboijustin]

There is nothing about this sissy that looks feminine. A blocky build and a total male face. But what's different is what changes inside when it is appropriately dressed.

Don't get me wrong, when a man is standing over me whether it is with my throat filled with his manhood he is behind me and driving himself inside me the same feelings overwhelm me of my place as a submissive effeminate sissy boi.

I really enjoy the look above and the colorful short skirt draws attention to how easy it is to gain access. The point of sissification is to make oneself more effeminate and soft, bringing the submissive nature out in front. One look at a bitch like this and everyone know what its purpose is. Even when cleaning a dominants house, the dress code is one of immediate access to all of the things that could bring a Sir pleasure.

Finally, if you look close, you can see the steel chastity cage barely peeking out of the bottom of the skirt. This is the the real tangible trait of a submissive sissy boi that it is willing to give up its own source of pleasure to bring that pleasure to the man it serves. That it turns over the keys to its pleasure and never is able to derive pleasure on its own.

Sissification, feminization, emasculation, and humiliation are its siblings. Dominants are its Masters. The life of a sissy boi has just really started.

Welcome to the sissy boi's journey.

[princess-crinkler]