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SELECT COUNT(*) FROM gallery WHERE topic_category="sissy_humiliation"

Jimi/Jamie Chesslock/Lesscock Man/Sissy. One in the same hahahaha!!

Jimi/Jamie Chesslock/Lesscock Man/Sissy. One in the same hahahaha!!

Please keep this at the top 🥺 my girlfriend made this for me and hopes plenty of people see it 😘

Please keep this at the top 🥺 my girlfriend made this for me and hopes plenty of people see it 😘

Would you believe that I’ve never slept with a woman?

Would you believe that I’ve never slept with a woman?

Being seen as a whore isn’t humiliating enough 4 me…

Being seen as a whore isn’t humiliating enough 4 me…

Hi sissies daddy wants to ride ur face with his cock

Hi sissies daddy wants to ride ur face with his cock

as it should be

as it should be

Can you help me cum ?

Can you help me cum ?

Trying something new, what do you think? 🥺

Trying something new, what do you think? 🥺

Co-workers dont know I have a girl cock

Co-workers dont know I have a girl cock

I can never have enough boots and spiked rubber

I can never have enough boots and spiked rubber

sissy ass ho exposure

sissy ass ho exposure

I wanna crawl for you like the pathetic little bitch I am

I wanna crawl for you like the pathetic little bitch I am

What you will do to me if I was yours?

What you will do to me if I was yours?

Rubbing my clitty last night I started leaking and my sissy precum made it look like I was rubbing my pussy lips🥰. (Note To Self: Need Cute Panties)

Rubbing my clitty last night I started leaking and my sissy precum made it look like I was rubbing my pussy lips🥰. (Note To Self: Need Cute Panties)

I'm just another pathetic excuse of a man

I'm just another pathetic excuse of a man

Enjoying the view from back there?

Enjoying the view from back there?

Ill suck yours if you suck mine

Ill suck yours if you suck mine

Would love for a real cock inside me 😜

Would love for a real cock inside me 😜

The next stage in my 19yo Welsh sissies training is to remain plugged until the morning

The next stage in my 19yo Welsh sissies training is to remain plugged until the morning

Do you like my pink cage? 💅🏻🥺

Do you like my pink cage? 💅🏻🥺

Can I do this to you?

Can I do this to you?

She's a full time sissy, there's no going back now!

She's a full time sissy, there's no going back now!

What would you touch first? My girl cock or my booty ?

What would you touch first? My girl cock or my booty ?

I am mistrees Jessica seeking for a submissive sissy slave to get own, feminize and also submit fully body to me Kik jessicabenny7

I am mistrees Jessica seeking for a submissive sissy slave to get own, feminize and also submit fully body to me Kik jessicabenny7

Nothing more humiliating than letting random men caption my pictures.

Nothing more humiliating than letting random men caption my pictures.

Felt cute today

Felt cute today

Im happy to suck first… but then its your turn

Im happy to suck first… but then its your turn

Make me horny and I’ll give you a show

Make me horny and I’ll give you a show

Everything

Degrade me 🥵

Degrade me 🥵

Mmmmm you know you could never have me.

Mmmmm you know you could never have me.

Add k.k SissyLillian Virgin sissy wants a top, dominant woman, trans to fuck me rough like the dirty slut I am take me outside and top my ass hard against a tree for everyone to see

Add k.k SissyLillian Virgin sissy wants a top, dominant woman, trans to fuck me rough like the dirty slut I am take me outside and top my ass hard against a tree for everyone to see

Would u cum on me... or in me ^-^

Would u cum on me... or in me ^-^

Send me humiliating messages while I sit next to my unaware friend on the couch 😈

Send me humiliating messages while I sit next to my unaware friend on the couch 😈

Being plugged and caged has become a more regular occurrence then I expected

Being plugged and caged has become a more regular occurrence then I expected

Perfect for your boi pussy

Perfect for your boi pussy

20 micro penis college student come humiliate me or flood with cock and sissy captions kik bi0905 Snap bi09050

20 micro penis college student come humiliate me or flood with cock and sissy captions kik bi0905 Snap bi09050

Feel the bliss to be a woman. Do it , take the dress and pantyhose. SC or kk uniquesext18

Feel the bliss to be a woman. Do it , take the dress and pantyhose. SC or kk uniquesext18

this sissys needs to be punished

this sissys needs to be punished

How's the view back there? 😏

How's the view back there? 😏

18, sissy virgin hopefully my gf doesn’t find out..

18, sissy virgin hopefully my gf doesn’t find out..

Could I be ur first trans maid? 😳

Could I be ur first trans maid? 😳

What would you do if you found me like this?😏

What would you do if you found me like this?😏

Anal beads and a caged this isn’t gay right?

Anal beads and a caged this isn’t gay right?

D-do y-you like m-my k-kitty, Sir?

D-do y-you like m-my k-kitty, Sir?

"All I wanna do is make you happy."

A caption for Sammy sissy

A caption for Sammy sissy

I swear I’m straight

I swear I’m straight

I’ve got something for you to eat 🥰😌😍🍑

I’ve got something for you to eat 🥰😌😍🍑

So what were the chances of me ever being a man

So what were the chances of me ever being a man

Shut up and worship 🙇 my ass

Shut up and worship 🙇 my ass

Stupid sissy whore here (;

Stupid sissy whore here (;

White bitch with smallest chastity 😇

White bitch with smallest chastity 😇

Shall we do laundry? 🤪

Shall we do laundry? 🤪

Look what chastity made with me🙈👌 Is my sissyfication and publick humiliation look good?🔐💦

Look what chastity made with me🙈👌 Is my sissyfication and publick humiliation look good?🔐💦

I need more sissies and slaves to give more training and sessions

I need more sissies and slaves to give more training and sessions

Sissy alone and free to serve next week. Looking for an experienced dom or sissy domme. Kinks: bdsm, humiliation, risky public, etc. kik sub_cd_slut

Sissy alone and free to serve next week. Looking for an experienced dom or sissy domme. Kinks: bdsm, humiliation, risky public, etc. kik sub_cd_slut

Anyone worthy

Anyone worthy

I guess Im not very big, my full size still fits comfortably in panties

I guess Im not very big, my full size still fits comfortably in panties

Am i a good gurl?

Am i a good gurl?

Hoping no one will come in (or maybe hoping someone will come in)

Hoping no one will come in (or maybe hoping someone will come in)

Heyy ❤️

Heyy ❤️

Anyone up for chats??

Anyone up for chats??

Hungry for mistress' cock

Hungry for mistress' cock

Does anyone wanna see more? k i k : cuteasacunt

Does anyone wanna see more? k i k : cuteasacunt

New fit from behind ❤️

New fit from behind ❤️

Can I be your slut?

Can I be your slut?

I agree

Becoming a sissy

Becoming a sissy

Wearing a milfs thong

Wearing a milfs thong

I’m a good girl, a people pleaser💋

I’m a good girl, a people pleaser💋

Do you like what I’m hiding under my saree ?

Do you like what I’m hiding under my saree ?

Accept it Sissy

Accept it Sissy

Love my new panties my ex made me wear

Love my new panties my ex made me wear

Would you date a little sissy girl like me?

Would you date a little sissy girl like me?

New tights for the new year 😊

New tights for the new year 😊

send me sissy hypo and sissy porn make me into the dirty little slutty sissy slut i know i am ment to be

send me sissy hypo and sissy porn make me into the dirty little slutty sissy slut i know i am ment to be

Can I send any straight boys my nudes? 😳🙈

Can I send any straight boys my nudes? 😳🙈

Looking for someone to steal my heart (and fuck my ass)

Looking for someone to steal my heart (and fuck my ass)

If I was naughty would you spank me?

If I was naughty would you spank me?

👹 Happy Devil’s Night! What kind of mischief are you getting into tonight? I wish I was in my hometown. 🖤

👹 Happy Devil’s Night! What kind of mischief are you getting into tonight? I wish I was in my hometown. 🖤

i want to be exposed online forever...

i want to be exposed online forever...

What do you think about my juicy ass?

What do you think about my juicy ass?

Just a dumb slut that wanna get exposed 🤭🤤

Just a dumb slut that wanna get exposed 🤭🤤

Just a blonde sissy bimbo looking for attention... 🥺

Just a blonde sissy bimbo looking for attention... 🥺

My little useless locked clit is almost invisible under these tight women's shorts😣🔐

My little useless locked clit is almost invisible under these tight women's shorts😣🔐

Let me have it

Let me have it

Young Suzy presents…

Young Suzy presents…

Fill it up

Daddy said that until I've eaten ass IRL, I'm not allowed to rub my clit to anything but pictures of people's assholes 😥

Daddy said that until I've eaten ass IRL, I'm not allowed to rub my clit to anything but pictures of people's assholes 😥

I need a Master to dominate and humiliate me. make me your slave. kik achilleslowe

I need a Master to dominate and humiliate me. make me your slave. kik achilleslowe

Someone come tease me 😩

Someone come tease me 😩

Really horny atm so Ive been told to stay dressed just in this all day, evening and night. As ever my DMs are open for you to say what you would to do me, or want me to do to you. The more humiliating and degrading the better x

Really horny atm so Ive been told to stay dressed just in this all day, evening and night. As ever my DMs are open for you to say what you would to do me, or want me to do to you. The more humiliating and degrading the better x

Would you train me to suck this better?

Would you train me to suck this better?

5 inch dildo vs my 3.5 inch clit

5 inch dildo vs my 3.5 inch clit

Good kittens aren’t bratty during cage and plug inspections. Kik vbnnyfem

Good kittens aren’t bratty during cage and plug inspections. Kik vbnnyfem

Looking for verbal humiliation. Kik: dantediana

Looking for verbal humiliation. Kik: dantediana