Categories

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

I'm a good sissy boi

I'm a good sissy boi

A good look

A good look

We try

Your favourite exercise machine at the gym in the stair-master. You love working your booty knowing that so many eyes are on you!

Your favourite exercise machine at the gym in the stair-master. You love working your booty knowing that so many eyes are on you!

Instant slut

Instant slut

Who wants to test this out on me?

Who wants to test this out on me?

Hey Big Bro 😜

Hey Big Bro 😜

If you insist sissy 😏😈

If you insist sissy 😏😈

It's why you exist! 😍

It's why you exist! 😍

Can somebody caption me pls?

Can somebody caption me pls?

Need a man to break in my sissy ass 🤤

Need a man to break in my sissy ass 🤤

Goon to cock… slut! 🍆

Goon to cock… slut! 🍆

Shit motels sign me up

Shit motels sign me up

Question Time

Question Time

Stick it out…

Stick it out…

It's my little secret 🎀

It's my little secret 🎀

A little black thong

A little black thong

Get fake tits & Become a bimbo Whore!

Get fake tits & Become a bimbo Whore!

Sissies are hot!…

Sissies are hot!…

Question Time

Question Time

Do it, sissy! 🤣

Do it, sissy! 🤣

Proper sissy

Proper sissy

"Hi, welcome to femboy hooters. What can i get for you today?"

They’re goals 😍

They’re goals 😍

Sissy minds…

Sissy minds…

Feminized by bul...

Feminized by bul..." Daddy"

A dream come true

A dream come true

First self caption

First self caption

Hope my parents are proud of their one and only son 💗💗

Hope my parents are proud of their one and only son 💗💗

Don’t let your dreams be dreams

Don’t let your dreams be dreams

I love being powerless and used.

I love being powerless and used.

No, I'm not bi-curious... I'm a sissy bottom. 😍

No, I'm not bi-curious... I'm a sissy bottom. 😍

A cute combination of bra, panties and stockings

A cute combination of bra, panties and stockings

Suck and fuck…

Suck and fuck…

Are you up for the challenge sissy?

Are you up for the challenge sissy?

The mostly true story about my feminization. Part 2

The mostly true story about my feminization. Part 2

❤ perfection ❤

❤ perfection ❤

Now they only hit you in the face with their big meaty cocks 🤤

Now they only hit you in the face with their big meaty cocks 🤤

🦋First 2 who sees this, gets to use me🦋

🦋First 2 who sees this, gets to use me🦋

Mmmh

Alpha cocks make your brain shut off & you go into Sissy Slut mode.

Alpha cocks make your brain shut off & you go into Sissy Slut mode.

More for me!

More for me!

Your mindset…

Your mindset…

Please show me to the world and not just on Reddit

Please show me to the world and not just on Reddit

Such a good feeling

Such a good feeling

Look at how far you've come, sissy 😘

Look at how far you've come, sissy 😘

My fantasy is to meet a single mom with a sissy son. I’d marry her, properly adopt him, feminize him into a true sissy and be the man of the house in this wholesome, mutually sexual relationship between all 3 of us. Our happy family.

My fantasy is to meet a single mom with a sissy son. I’d marry her, properly adopt him, feminize him into a true sissy and be the man of the house in this wholesome, mutually sexual relationship between all 3 of us. Our happy family.

Alpha cock finds a way 🤤

Alpha cock finds a way 🤤

Sissification is all you think about… (art master_maichen - caps fenris616 )

Sissification is all you think about… (art master_maichen - caps fenris616 )

You love to get bullied by his FAT DICK IN YOUR FACE

You love to get bullied by his FAT DICK IN YOUR FACE

That's why I always dress up for any buds who visit

That's why I always dress up for any buds who visit

BBC is bliss

BBC is bliss

Be a sub sissy bimbo! don't think, submit! (it's me on the pic 😇)

Be a sub sissy bimbo! don't think, submit! (it's me on the pic 😇)

Resistance is futile…

Resistance is futile…

Sissies belong ON THEIR KNEES.

Sissies belong ON THEIR KNEES.

Your friends all think you're a slut..

Your friends all think you're a slut..

I’m thankful that I’ve accepted and love what a complete sissy cock whore I have become. 🔥🍒

I’m thankful that I’ve accepted and love what a complete sissy cock whore I have become. 🔥🍒

Beta males like you deserve Tight Cages, Alpha Males like him deserve Tight Holes.

Beta males like you deserve Tight Cages, Alpha Males like him deserve Tight Holes.

u/sissyjoyce1 is a good girl

u/sissyjoyce1 is a good girl

Every sissies dream 😍

Every sissies dream 😍

Any jocks out there?

Any jocks out there?

How every date ends 🖤

How every date ends 🖤

plz push me to begin to what I'm meant to be

plz push me to begin to what I'm meant to be

Let a real alpha man destroy that sissy ass of yours.

Let a real alpha man destroy that sissy ass of yours.

Show him why you're known as

Show him why you're known as "The Cocksleeve"

It's so true

It's so true

Just give up, your feminization is inevitable 💁‍♀️

Just give up, your feminization is inevitable 💁‍♀️

Remember what Daddy likes

Remember what Daddy likes

The road to sissyhood can start in many ways 😉

The road to sissyhood can start in many ways 😉

Embrace it…

Embrace it…

Working on staying limp!

Working on staying limp!

Who could expect that...

Who could expect that...

Give daddy a kiss!

Give daddy a kiss!

Someone made a caption of me and if that isn't love idk what is ☺☺

Someone made a caption of me and if that isn't love idk what is ☺☺

You exist to serve the desires of Alpha Males.

You exist to serve the desires of Alpha Males.

What would you do?

What would you do?

CHRISTMAS MAGIC [Darkest-Muses]

CHRISTMAS MAGIC [Darkest-Muses]

Use your girly assets to make him hard for you sissy 🍆😍

Use your girly assets to make him hard for you sissy 🍆😍

I really need to slobber on a thick cock 🤤😵‍💫

I really need to slobber on a thick cock 🤤😵‍💫

A good sissy knows her place.

A good sissy knows her place.

Wig on check, tights on check, butt plug in check

Wig on check, tights on check, butt plug in check

One day...

you jokingly made a comment to your roommate, how you'd only be gay if you could find someone with a dick bigger than your face. So he pulled his out..

you jokingly made a comment to your roommate, how you'd only be gay if you could find someone with a dick bigger than your face. So he pulled his out..

There's no such thing as clothing that's too revealing!

There's no such thing as clothing that's too revealing!

Good thing you bought a huge dildo to train yourself for daddys cock!

Good thing you bought a huge dildo to train yourself for daddys cock!

For U/Sissy_Anna_Naomi, who thinks it sums her up perfectly

For U/Sissy_Anna_Naomi, who thinks it sums her up perfectly

We are objects

We are objects

Let her play

Let her play

Always on your mind…

Always on your mind…

this is a new experience for me. Caption, please ❤️

this is a new experience for me. Caption, please ❤️

I’m always ready to take a hard cock 😈

I’m always ready to take a hard cock 😈

When Daddy wants it, Daddy gets it

When Daddy wants it, Daddy gets it

Which would you choose??

Which would you choose??

Daddy, I've been a bad bad girl

Daddy, I've been a bad bad girl

My spirit animal 😏

My spirit animal 😏

Sorry. 😇

Sorry. 😇

I'll try this one again 🙄

I'll try this one again 🙄

Permanent…

Permanent…