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

Need a sugar daddy

Need a sugar daddy

Sissy in progress

Sissy in progress

Are you ready to serve this tranny princess ?

Are you ready to serve this tranny princess ?

5’4, 135 lbs. 0% HRT, all natural. I mean it was pretty clear to me 🙄

5’4, 135 lbs. 0% HRT, all natural. I mean it was pretty clear to me 🙄

Worship Ass 🍑

Worship Ass 🍑

I started wearing my sisters clothes when I was 9... If only that little boy could see me now 💘💘

I started wearing my sisters clothes when I was 9... If only that little boy could see me now 💘💘

Be like me sissy

Be like me sissy

…when you say, “Assume the position”

…when you say, “Assume the position”

Wanna fuck on the floor?

Wanna fuck on the floor?

You decide what I ride to ;)

You decide what I ride to ;)

We'll see how much of a man you are after I'm done fucking your throat with my girl dick

We'll see how much of a man you are after I'm done fucking your throat with my girl dick

the pose just like the girls, I'm ready to be filled 🥺👉👈🍑💦🍆

the pose just like the girls, I'm ready to be filled 🥺👉👈🍑💦🍆

Loves my panties ❤💕❤💕❤💕

Loves my panties ❤💕❤💕❤💕

Can you give me what I need?

Can you give me what I need?

Will you rub it

Will you rub it

Just came out to my wife of 17 years and this is what she bought me for nighttime wear the weekend after I told her.

Just came out to my wife of 17 years and this is what she bought me for nighttime wear the weekend after I told her.

“If you want trouble, find yourself a redhead.”

“If you want trouble, find yourself a redhead.”

I'm a little sissy vampire craving the cum of real men to sustain my sissy form. Would you let me sink my teeth into you?

I'm a little sissy vampire craving the cum of real men to sustain my sissy form. Would you let me sink my teeth into you?

I will beg for cock, Daddy!

I will beg for cock, Daddy!

always smile even if it hurts. The spirit of sissy 🥵

always smile even if it hurts. The spirit of sissy 🥵

YOU got me drunk and took me home… what now, Daddy?

YOU got me drunk and took me home… what now, Daddy?

My sex is on fire 🍆🔥💦

My sex is on fire 🍆🔥💦

It’s Sunday Funtime…

It’s Sunday Funtime…

You found a Golden Trap ! ××× Follow me for even more Precious Content ♡

You found a Golden Trap ! ××× Follow me for even more Precious Content ♡

Can i be the first cock you suck this year?

Can i be the first cock you suck this year?

Your wish…

Your wish…

Oh come on… aren’t you dying to see what’s underneath? What are you gonna go for first?

Oh come on… aren’t you dying to see what’s underneath? What are you gonna go for first?

Chores are so much fun like this

Chores are so much fun like this

Big bro I'm not sure it will fit please be gentile I will be a good girl.

Big bro I'm not sure it will fit please be gentile I will be a good girl.

Would you still date me with something a little extra ;)

Would you still date me with something a little extra ;)

Am I qualified enough to be your secretary?

Am I qualified enough to be your secretary?

Trick or treat 💀🍭🖤

Trick or treat 💀🍭🖤

I think I need a longer skirt 😊💕

I think I need a longer skirt 😊💕

Replace your toy…

Replace your toy…

Some skirt and fishnet action for your day😈💕🍑

Some skirt and fishnet action for your day😈💕🍑

First time... Front view... Specifically for those who requested... will ya strip me... nicely!!! 🥰🎀 hope it'll not be forceful...

First time... Front view... Specifically for those who requested... will ya strip me... nicely!!! 🥰🎀 hope it'll not be forceful...

First outfit change of the night let me know if you want more photos

First outfit change of the night let me know if you want more photos

I wish every guy who likes my pics could come fuck me 🥵

I wish every guy who likes my pics could come fuck me 🥵

Stop thinking…

Stop thinking…

why is it not the weekend yet am bored and horny

why is it not the weekend yet am bored and horny

Does it excite you?

Does it excite you?

My face the moment you finally bury the entire length of your cock inside me

My face the moment you finally bury the entire length of your cock inside me

do you like a girl who will dress up for you??

do you like a girl who will dress up for you??

you will not be able to cum and I train you to become a perfect sissy

you will not be able to cum and I train you to become a perfect sissy

Home time…

Home time…

I hope I'm a good role model...

I hope I'm a good role model...

Have some « friends » who will help me to make it a fun time 🥰😱🍆

Have some « friends » who will help me to make it a fun time 🥰😱🍆

Can you imagine if my parents knew I looked like this in the other room? 🥵

Can you imagine if my parents knew I looked like this in the other room? 🥵

heyyy 🍑

Quite the predicament to be in. 😢

Quite the predicament to be in. 😢

Bad girls do it well 😜🖤

Bad girls do it well 😜🖤

Can I be your secret sissy slut? I’d do anything you told me to 😏💦

Can I be your secret sissy slut? I’d do anything you told me to 😏💦

Drip… (art Andava - caps Fenris616)

Drip… (art Andava - caps Fenris616)

Sorry im late for class i was in the bathroom

Sorry im late for class i was in the bathroom

please let me sit on your face 😫

please let me sit on your face 😫

please😭♥️

please😭♥️

Snack or whole meal? 🍆💦

Snack or whole meal? 🍆💦

Would you say yes? 😈 😜

Would you say yes? 😈 😜

I'm waiting for a night hug hehe 😊

I'm waiting for a night hug hehe 😊

Might delete if it flops

Might delete if it flops

Could I pass as a girl? ;)

Could I pass as a girl? ;)

Would you cum inside me?

Would you cum inside me?

Final stage… ( art Incase - caps Fenris616 )

Final stage… ( art Incase - caps Fenris616 )

Close up of my tight cunt ☺️🍑 Help me loose it up with your hot tongue 👅💋

Close up of my tight cunt ☺️🍑 Help me loose it up with your hot tongue 👅💋

Arms to leg I'm totally in control of yours while you fuck me

Arms to leg I'm totally in control of yours while you fuck me

Do you like my…. outfit? 😝😈

Do you like my…. outfit? 😝😈

Home time…

Home time…

Always on your mind… (art Dross - caps fenris616)

Always on your mind… (art Dross - caps fenris616)

Do i look sexy with bbc in my butt ? 🍑 Wanna see more ?

Do i look sexy with bbc in my butt ? 🍑 Wanna see more ?

Let's switch it up a little😈

Let's switch it up a little😈

Cute white clitty boy needs a big black cock 👅🍆

Cute white clitty boy needs a big black cock 👅🍆

Love this feeling!

Love this feeling!

You love it sissy, do you?

You love it sissy, do you?

Mommy is waiting for you 🥰

Mommy is waiting for you 🥰

best holiday gift? a friend to move in and play with for a while

best holiday gift? a friend to move in and play with for a while

So gape it and fill it full of cock daddy

So gape it and fill it full of cock daddy

Hi to the 4 people who will see this

Hi to the 4 people who will see this

Do i look breedable like this ? 🍑💕

Do i look breedable like this ? 🍑💕

I need a strong man

I need a strong man

Smooth and ready…

Smooth and ready…

Do I make a good sissy? Tell me what I have become.

Do I make a good sissy? Tell me what I have become.

Isn’t she lucky ?

Isn’t she lucky ?

Just about to get penetrated by an older daddy

Just about to get penetrated by an older daddy

Boyfriend&Girlfriend Goals😍

Boyfriend&Girlfriend Goals😍

Wish I had something to sit on 😢

Wish I had something to sit on 😢

My tiny clitty looks so cute 🖤

My tiny clitty looks so cute 🖤

Crawl on me 🐍😈

Crawl on me 🐍😈

The first set of lingerie a man every bought me to wear for him

The first set of lingerie a man every bought me to wear for him

You have to admit…

You have to admit…

Sound good 🥰

Sound good 🥰

It happened so fast.....

It happened so fast.....

Daddy keeps spoiling me with new lingerie. Guess I deserve it for being a good girl for him and his friend last night ☺️❤️

Daddy keeps spoiling me with new lingerie. Guess I deserve it for being a good girl for him and his friend last night ☺️❤️

Shower dildo fun

Shower dildo fun

First time

Creamy extra creamy 🍆💦💦💦🧁

Creamy extra creamy 🍆💦💦💦🧁

❤️❤️

❤️❤️

Modern white bois

Modern white bois

Stay caged in one-piece dress

Stay caged in one-piece dress

Thanks for sorting by new! 💖

Thanks for sorting by new! 💖

As we're now in a year of double figures, I figured you should get double Alyssa as well... 💁‍♀️💁‍♀️💋💋

As we're now in a year of double figures, I figured you should get double Alyssa as well... 💁‍♀️💁‍♀️💋💋