8 XXX : humiliating sissies

Bull Fucked [Sissy] [Cuckold] [Anal] [Humiliation]

imgur.com category @SklavosChara

Forget You Life As A Boy [X-Post r/Sissyperfection]

imgur.com category @stickman32

in case it wasn't already obvious enough :P

imgur.com category @sissy_sluttish

Found this and wanted to share.

imgur.com category @deepslut

"make me laugh", mistress said...

imgur.com category @mgtowtfth

Who I want to be.

imgur.com category @xdtkd2

After the money shot

imgur.com category @Macbondon

Had a dom make this request of me

imgur.com category @tyheelslove

From cock to clitty

imgur.com category @chastityforever

Cock is your one true love

tumblr.com category @sissycaps

How I've spent my Sunday... ;)

imgur.com category @Lizzybutt

Kik me xx: SissyAriel55

imgur.com category @[deleted]

I disobeyed daddy. Hurry up and make me feel like the stupid whore I am.

imgur.com category @BrookesMinxThroat

What I have on under my clothes at work...only you know

imgur.com category @tyheelslove

Tied, teased and tormented (set of gifs in comments)

imgur.com category @xxxlipstixxx

The Apocalypse of your maculinity

imgur.com category @Anna_Kamari

Sometimes I'm told I talk too much

imgur.com category @tyheelslove

Public chastity (PM's welcome)

imgur.com category @tnelos

my roommate found out pt2

imgur.com category @richtoffen28

New outdoor adventures (PM's welcome)

imgur.com category @tnelos

I love playing with my Boi pussy

imgur.com category @cdsissyashley

"I told you my panties would look good on you."

imgur.com category @xxxlipstixxx

What do you think?

imgur.com category @[deleted]

New clothes, tell me what you'd do to me, and what i deserve <3 (pms more than welcome)

imgur.com category @bedpostPrincess

My wife when she was pregnant. Would u still fuck her?

imgur.com category @Trish_Trap69

Public humuliation

imgur.com category @tnelos

It's Been A While <3

imgur.com category @[deleted]

I dare you

tumblr.com category @MeganCutie69

Take notes

imgur.com category @BeDaddysgirl

Ready to serve ...

imgur.com category @SuperSlut420

Scrubbing the floors

imgur.com category @farwall

Stretched

imgur.com category @SissyKatie32

If this isn't a fuck me outfit I don't know what is. I think I need to be taught a lesson

imgur.com category @Trish_Trap69

Pm me or comment, i wanna be degraded <3

imgur.com category @[deleted]

Please spank me and pull my hair

imgur.com category @SlutMK

My Sissification 2014-2015

imgur.com category @sissy_boi_natalie

Obedience Training...and a test of endurance!

imgur.com category @sissy-anisha

Laughable clitty really

imgur.com category @JessikaMorgan69

Any volunteers ?

imgur.com category @tyheelslove

Went to the adult theater and had a dressed up suckfest!

imgur.com category @subandsissy

Could someone please write on my ass? Just whatever degrading word you want, and send me the pic? Thanks!

imgur.com category @townslutsissy

Chastity for Sissies +BBC +humiliation

imgur.com category @[deleted]

Extreme sissy humiliation captions. If you girls like these I can send up many more.

imgur.com category @Sissy_husband

Does my tiny clitty make me a Sissy? Feel free to humiliate me!

imgur.com category @FatAssJenny

Almost a Whole Footlong! [Sissy/Humiliation}

imgur.com category @taylorforgina

And you think he'll reject me? [Sissy supremacy] [Female humiliation]

imgur.com category @N2vm

Drugs+Humiliation+Lust = Sissywhore [OC, sissy, prostitution, drugs, feminization]

imgur.com category @[deleted]

The Bucket [Sissy, Humiliation, Cuckold, Cum, Handjob]

imgur.com category @Axumese

Embarassed and denied [Chastity] [Orgasm Denial] [Femboy/Trans Girl/Trap/Sissy/Insert Label Here] [Blushing] [Teasing] [Humiliation] [SPH] [Pink] [Latex]

imgur.com category @aimless_ascendant

[XL] 50/50 chance paths game w/ 8 mystery girls (multi path, multi cum, denial/ruin, cbt, encouragement, assplay, femdom, cei, self facial, breath play, sissy, humiliation)

imgur.com category @pensavy