Open menu

Sissy Sinking Deeper @somesissy

309 Images
(THIS SITE IS FOR PEOPLE 18 YEARS OLD AND OLDER. CONTAINS GRAPHIC CONTENT!) I am in my mid twenties and I'm a sissy. Tried to fight it but it seems to have taken over. Everyday I am more fem, more sissy and my sexual desires have changed and my list of fetishes and desires has grown longer and longer and longer. I want nothing more than to be a fulltime sissy. This blog is my first step towards that life. - Sissy Sinking Deeper (@somesissy)
Loading...
Being a sissy does not mean that i cant also be @somesissy

Being a SiSSY does not mean that I can’t also be Transgender. I identify as both and won’t let anyone tell me different.

Tayer440 sissycumslutbrenda smooth212 @somesissy

tayer440:

sissycumslutbrenda:

smooth212:

dressmycockinpanties:

biggreentree28:

trapssupercute18:

Transgender

Kalindra Chan

I support 110%

These babes are hot. so many place on then to please

Very new and proud

Very proud.

Very good .I like this

Leatherbootsharley from a fan so very sexy a @somesissy

leatherbootsharley:

From a fan , So very sexy

A very big Thank You to LeatherBootsHarley for posting my pics first and helping me take this step. This is me. The real me. These pics are only the beginning. I plan to expose myself more and more until I come out of the closet and start living full-time. If you want to talk to me I am on KiK messenger as SissyGurlSteph
These two sissy women are perfect examples of who @somesissy

These two Sissy-women are perfect examples of who I am becoming.
Over last weekend I came out to my girlfriend and explained that I was not just a cross-dresser and that I never identified as man.

Myclosetsissyfantasy wish i had that many @somesissy

myclosetsissyfantasy:

Wish I had that many shoes,

Feminization great creating a doll @somesissy

feminization:

Great! Creating a doll!

Her cheer uniform along with either of those pairs @somesissy

Her cheer uniform along with either of those pairs of fabulously cute sneakers. That’s what I want to wear when I work out.

My sissy exposure began today it is my first @somesissy

My Sissy Exposure began today.
It is my first step towards becoming a sissy faggot. It is one step closer to my dream of serving a Dominant Man.
For the first time, I feel like Becoming a Sissy is more than a fantasy. I know it’s a long road ahead and it might not work out, but I have to try.

Attention alpha males daddies and dominant gay @somesissy

!!ATTENTION ALPHA MALES, DADDIES and DOMINANT GAY MEN!!!!!

I’m looking for an Alpha Male who wants a Gay-Boi Sissy-Faggot to submit, kneel down and worship his Sneakers and feet. I know it’s not the most common fetish but it’s one of my deepest desires.
I am happy to do this whether I am cross dressed or not. Even if you want me to dress like a jock-boi I will gladly do it.
I want to kiss and lick your sneakers, Sniff Your Socks and Worship your Feet.

(I will possibly Settle for Worshipping your black leather boots, but leather Athletic Sneakers are What I really love.)

Of Course, I won’t stop at your feet. I will kiss up your legs and down your thighs. I will lick your asshole, kiss your Balls and Suck your cock.
If you want to Fuck my Boi-pussy I would be open to that. I have not been truly Fucked by a Man in my life but am looking to lose my anal virginity to a Dominant Real Man who knows how to takes A Faggot’s virginity.
I’m open to other kinks and fetishes and I am looking to Submit And Please a Man who knows what he wants.

My KiK messenger name is StephPerryGurl

Like I said earlier, my sissy side doesn’t have to be a part of this. So, please specify what you like when you message me.

KiK Messenger
StephPerryGurl

Im such a fucking faggot i think about men all @somesissy

I’m such a fucking faggot! I think about Men all the time. When I see men in stores now I think about sucking their cocks. I’m attracted to all different types of men too. I used to think I wasn’t Gay because I only liked a certain type of man and had very specific likes and dislikes, but those lines have blurred. Men of all ages and body types have begun turning me on. I like older men, college jocks, Bears and muscle men. I even like Fairy Fem Gay Bois, Drag queens and Sissy Faggots.
But, the biggest change has been my complete sexual disinterest in women and transgender women. I find many of these women pretty and beautiful but I have no desire to be with them sexually. I thought I liked breasts but they honestly don’t turn me on. I can’t recall a time that they ever did turn me on. And as far as Pussy is concerned I’ve never really liked it, but these days it completely disgusts me. I like women’s clothes, women’s shoes and I love girl music, movies, magazines and T.V.. I get along with Females and love being their friend but beyond that, I am not interested. And, although I am feminine and like girly things and hobbies, I don’t want to be a woman. I have to face the fact that I Love being a Gay Male. I don’t mind the idea of wearing daisy duke jean shorts with a tight male t shirt and a pair of men’s sneakers, as long as my outfit makes me feel Like my true fem-gay self and as long as I present myself as a fag. Of course, I prefer to dress in women’s clothes (especially women’s shoes and underwear) and I also love dressing up in frilly sissy dresses, pink stilettos and all sorts of sissy role play attire. Cheerleader outfits with cute cheerleader sneakers, Maid uniforms, schoolgirl uniforms with Mary Jane heels, etc… I like To doll up like a drag queen, a Bimbo, a 1950s housewife, and so many other things. But, despite all of that I know deep down I’m not female. I don’t want to have a pussy. In fact, I’d rather be in chastity, castrated or even lose my cock and become completely smooth than have a pussy. I don’t want huge tits, although I do want puffy nipples and I might even like to have very small little bitch tits, not because I wanna be a woman but because they would make me feel like an obvious sub bottom Fag when I was with a Man. What I have come to realize over the past year is that I’m A full Blown Flaming Gay Queen. I’ve realized that I am sexually attracted to Men and only Men. I’ve realized that I want to be in a relationship with a Man and Possibly be married to a Man. But, what is possibly my most important realization is that I am a feminine Gay male. Realizing this personal truth has led me down the road of acceptance and self-love. I have a new desire to come out to my family and my friends; a feeling that scares me to death. But, when I think of actually coming out as a Feminine Homosexual I start feeling relief and a physical weight begins to lift off my shoulders and chest. If Anyone read all of this and wants to know more, can offer support, feels the same way please message me. If you are a Man who might be interested in me, I’d LOVE to hear from you! I am on KiK messenger under the name StephPerryGurl

This is me message me on kik for full pic @somesissy

THIS IS ME!!! MESSAGE ME ON KiK FOR FULL PIC!!!!

Wanna See my Pics Clearly?
Then message me on KiK messenger

My Name on KiK is StephPerryGurl

Real men see her ass and her body and think about @somesissy

Real men see her ass and her body and think about fucking her.
I see her tights and her sneakers and I Think “OMG, Soooo Cute!” I get horny thinking about wearing her clothes and letting Men fuck my ass.

I totally love these shoes so girly so sissy 3 @somesissy

I totally love these shoes! So Girly, So Sissy! <3

Shes somewhere inside the mind of most followers @somesissy

She’s somewhere inside the mind of most followers of this Tumblr…

Kara x x x

Sherrygtv only a man can be a woman the way @somesissy

sherrygtv:

only a man can be a woman, the way that a man wants a woman to be “ 

So reluctant to post this but believe the transformation is so extreme and sexy I just had to….

I need a man to take control of me and to expose @somesissy

I need a man to take control of me and to expose me as a Sissy Gurl and to “Out” me as a Gay Boi.
I wanna be these sissies.

The truth being a sissy is not about being a @somesissy

-The Truth-

Being a Sissy is not about being a woman.
Being a Sissy is not about wearing the latest styles and hottest fashion.
Being a Sissy is not about passing as female or tricking/trapping a man into fucking you.

The Truth is, being a Sissy is all about feeling and becoming the over the top femme acting limp wristed fairy faggot that you have always been and will always be.

The Truth is, being a Sissy means that you are 110% GAY. Even calling yourself GAY and FAG and HOMO and QUEER and SISSY makes you horny.

The Truth is, being a Sissy means you watch and masturbate to Gay porn more than shemale porn.
And you know you don’t even look at straight porn. If you masturbate to a woman it’s because you are thinking about wearing her clothes and mincing around like a swishy fairy faggot.

The Truth is, you are a Sissy. You are Gay. Nothing can or will change that fact. The more you deny who you are and what you want, the more you want it and the more you become it.

Somesissy please chat on kik messenger with @somesissy

somesissy:

Please Chat on KiK Messenger with me!!!!!

KiK Username: SissyGurlSteph

Yes please @somesissy

Yes! Please!

I want to wear those shoes with pantyhose and go @somesissy

I want to wear those shoes with pantyhose and go to a ball game with a Real Man.

Attention masculine mature gay daddydom @somesissy

!!!! ATTENTION: Masculine Mature Gay Daddy/Dom Types !!!!

Do you like the photo above? If you relate to the dominant real man in this photo, I Want to Be Your Gay Boi.

Becomingsissy are you ready to be counted as an @somesissy

becomingsissy:

Are you ready to be counted as an official Sissy ? Re-blog to add your profile to the list !

I cant tell you how much i want a man to fuck me @somesissy

I can’t tell you How much I want a man to fuck me. Regardless of my gender or how I’m dressed or whether I’m feeling feminine or masculine, I want to to be taken and touched, felt-up and fucked by a Masculine Dominant Man.

True love @somesissy

True Love.

Kik messenger sissygurlsteph @somesissy

KiK Messenger: SissyGurlSteph

With each day that goes by it becomes more and @somesissy

With each day that goes by, It becomes more and more clear to me. Becoming a Sissy Faggot is inevitable.

I used to admire women and strive to be one of them, and although I still adore many women, they are not my true role models.
My role models are Sissy Faggots. The ones that stopped lying to themselves and became who and what they always had been. To me, they are more beautiful than any real woman and I want to feel that beautiful. My desire to post pics and videos of my true sissy self has steadily increased. Something inside of me is screaming to give in and face my destiny.

Colleengirlclittysissies need to keep their asses @somesissy

colleengirlclitty:

Sissies need to keep their asses tight for Daddy.   You’ll get your reward for your efforts!

Biggtoppdadd daddys little princess knows that @somesissy

biggtoppdadd:

Daddy’s little Princess knows that pleasing Daddy is the #1 priority in this household!

Kittysplayroom trappyjackie kittysplayroom @somesissy

kittysplayroom:

trappyjackie:

kittysplayroom:

thesexysissy:

Gawd I want that :)

If this is what you want the. I’m the girl for you.

So many fantasies start like this for me hehe

You will never know what it is like to be a woman until you get a girlfriend that will help you dress up and share your secrets.

Faggotlover re blog if you yearn for a daddy to @somesissy

faggotlover:

Re-blog if you yearn for a Daddy to cage and own you……………..

Faggotlover if this is your true desiretalk @somesissy

faggotlover:

If this is your true desire……Talk to me……….Mr C……………. :)XX…….especially if your from the UK………………………………

Somesissy last night i began crying while i was @somesissy

somesissy:

Last night I began crying while I was looking at the photo in this post. I thought back on all the Men I have talked to online, the ones that let me down and the ones I let down.

To the Men that I let down, I’m sorry.
I came so close to running away with a few of you. So close, in fact, that my family, friends and Girlfriend have all stumbled upon my secret. I’m not even sure how much they all know, only that my exposure is inevitable….if it hasn’t already happened. My desire and need to be with you led me to drop my guard in ways that I never thought possible. I began wanting them to know the truth if it meant I could be in love with a Real Man.
I regret not following through with many of you, but I do not regret allowing myself to be exposed. It is the silver lining in all of this.

If any of the Real Men I used to talk to, the Men who TRULY want a full time, live in relationship with a Sissy Faggot Gay Boi, I urge you to please contact me. If you have never talked to me but are Truly, Honestly and Openly seeking A full time, live in relationship with a Sissy Faggot Gay Boi, I hope you will also contact me. I will be chatting on KiK messenger tonight and will post my KiK name and details when I am on there, or you can message me here and I will send you my KiK ID and feel free to send me yours am I will message you know when am on. As always I will gladly chat with any of my fellow Sissy sisters. So, sissies can feel free to say hi. XoxoxoXoxoxoX

Daddysboyyy @somesissy

daddysboyyy:

****************************************************************************************

Submit photos, videos & stories to

daddysplaytoyy@yahoo.com

Snapchat: Bigaf718 kik: jello88

You must be 18 and older

Its clear im a sissy queer no matter how much @somesissy

It’s Clear I’m a Sissy Queer!
No matter how much I lie, to myself and those in my everyday life, the fact remains that I am a lifelong Sissy and I am beyond Gay.

I found these fabulous pics through a google @somesissy

I found these fabulous pics through a google search. I won’t mention where I found them or whose they are, unless that sissy sees this post and asks me to, out of respect of her privacy.
But, I had to post these because they make me feel so deeply fem and faggy.

I know a lot of other sissies might not find women’s sneakers to be as Sissifying and arousing as I do. But, if any of my fellow sissies feel like me, please message me. And if any Men out there think it’s hot for a sissy to wear girly feminine sneakers PLEASE MESSAGE ME.

Gender pending 1 when regular @somesissy

-Gender Pending-
#1

When regular guys look at Cameron Diaz, I imagine they think about how she feels, how she smells and maybe even dirtier things like the way she tastes when kissing her lips, body and pussy. I assume they picture all sorts of different sexual scenarios they would love to act out with her. I honestly don’t know what they think.
But, whatever goes on in their minds can’t be half as fulfilling or pleasurable as the things I imagine and fantasize about when I look at a woman as gorgeous as her.

When I see a photo of Cameron Diaz, at first glance, I don’t look at her breasts or even her body. I look in the same order almost every time.
1.Shoes 2.Outfit 3.Hair.
Then I look at her expression, then her body and then I take in the whole image.
I imagine the way her shoes feel to the touch, how they feel on her feet and how they feel and sound when she walks in them. I imagine how her outfit feels against her skin and how it sits upon the contours of her body. I think about how tight and snug it feels and how it shows off her breasts and her butt. Then I imagine how her hair feels as it cascades on her neck and shoulders, how it would move as she moved.
Once I am fully aware of how her clothes and hair feel on her body as she walks in her high heels, I picture myself as her and I match her expression. I think of myself as being in her body and being as beautiful and sexy as she is. I call myself By her name a few times and imagine talking like her and going out like her and shopping like her.
I don’t think about being Cameron Diaz the actress, just about being Cameron Diaz as a woman.

I do this with a lot of female celebrities and sometimes just pictures of beautiful girls and women I see in pics online. I used to think about being girls I went to school with when I was younger and it has always been a way for me to experience being a female.
In the “Gender Pending” series I’m writing I want to share these experiences with you. No matter how deep they might go.

Krysten Gilmore

Jayne2903 fagsissyboi pretty please ill @somesissy

jayne2903:

fagsissyboi:

Pretty please?! I’ll talk dirty to you!

Yes please
Any questions or tasks

Exposingforfaggot evie hare i am a 25 year old @somesissy

exposingforfaggot:

Evie Hare

I am a 25 year old sissy faggot who wants to be exposed to the entire world.  I live in Lafayette, IN; and I am searching for a dominant daddy to lead me in my transition to living as a full-time sissy girl.  The core of my being desires nothing more than to be the submissive sex slave to a real man. My only purpose in live is to bring pleasure to strong, dominant men. I want, need, and crave exposure.  That exposure forces me to stop living my fake live as a man and forces me to become the sissy slut that I am inside. I want to be an internet sissy star with my pictures flooding the web.  I love knowing that soon everyone, especially alpha males, will know what a gay femboi I am.  Thank you so much for the opportunity to expose myself to the world.

Lilsissywhore id never attempt to deny a real @somesissy

lilsissywhore:

I’d never attempt to deny a REAL MAN His pleasures. It is my duty to obey Him and be the lil sissy whore that He needs. His pleasure comes first always, but it would excite me as He takes photos of me sucking His COCK. *bites lower lip*

loading...