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sissycaptions

Daddy can be so generous sometimes

Daddy can be so generous sometimes

sissycaptions

I’m starting to think my bud likes to lose…

I’m starting to think my bud likes to lose…

sissycaptions

Give it a chance!

Give it a chance!

sissycaptions

You could have what she has too!

You could have what she has too!

sissycaptions

Winner Take All

Winner Take All

sissycaptions

You are already making plans to take another trip...

You are already making plans to take another trip...

sissycaptions

You should've listened... but you're glad you didn't

You should've listened... but you're glad you didn't

sissycaptions

Caught and forced

Caught and forced

sissycaptions

Time to Pay Up, Sissy!

Time to Pay Up, Sissy!

sissycaptions

How You Became Addicted

How You Became Addicted

sissycaptions

real gamers don't quit

real gamers don't quit

sissycaptions

Your alpha friend used you as a sissy and you didn’t stop it.

Your alpha friend used you as a sissy and you didn’t stop it.

sissycaptions

Would they be proud?

Would they be proud?

sissycaptions

How I spent the Lockdown

How I spent the Lockdown

sissycaptions

Can you help me with a joke?

Can you help me with a joke?

sissycaptions

Jasmine’s Debut

Jasmine’s Debut

sissycaptions

You've always been terrible at tests...

You've always been terrible at tests...

sissycaptions

I know this is true for a lot of you 👀

I know this is true for a lot of you 👀

sissycaptions

I Thought I Could Make Him Delete It Later...

I Thought I Could Make Him Delete It Later...

sissycaptions

You prepared for this

You prepared for this

sissycaptions

Cheerleading Gone Wrong

Cheerleading Gone Wrong

sissycaptions

Goodnight, daddy <3

Goodnight, daddy <3

sissycaptions

get ready with me! caged and plugged edition 💕

get ready with me! caged and plugged edition 💕

sissycaptions

No big deal if it just slips in a few times...

No big deal if it just slips in a few times...

sissycaptions

Do you think you can handle guys hitting on you all day?

Do you think you can handle guys hitting on you all day?

sissycaptions

Sissies need to suck girlcock ❤️

Sissies need to suck girlcock ❤️

sissycaptions

How good sissies cum

How good sissies cum

sissycaptions

Sissy X or Y of sorts

Sissy X or Y of sorts

sissycaptions

Choosing to go sissy full-time was a big decision, but so far,

Choosing to go sissy full-time was a big decision, but so far,

sissycaptions

Don't deny it! You want the fuckdoll's POV, don't you?

Don't deny it! You want the fuckdoll's POV, don't you?

sissycaptions

You and your bud have gotten so close

You and your bud have gotten so close

sissycaptions

Ginger Public Service Announcement

Ginger Public Service Announcement

sissycaptions

Anything to help a friend

Anything to help a friend

sissycaptions

Sluts just have more fun

Sluts just have more fun

sissycaptions

Oral fixation

Oral fixation

sissycaptions

I just keep coming back..

I just keep coming back..

sissycaptions

What would be your favorite subject?

What would be your favorite subject?

sissycaptions

First dates always end with you on your knees eating cum.

First dates always end with you on your knees eating cum.

sissycaptions

Aaaaaand now you're addicted!

Aaaaaand now you're addicted!

sissycaptions

Would you help your horny roommate out after his gf breaks up

Would you help your horny roommate out after his gf breaks up

sissycaptions

Natalie

Natalie

sissycaptions

Don’t worry, all you have to do is stay limp!

Don’t worry, all you have to do is stay limp!

sissycaptions

Be honest, which POV would you choose?👀

Be honest, which POV would you choose?👀

sissycaptions

blackmail

blackmail

sissycaptions

Playing a prank on your friend

Playing a prank on your friend

sissycaptions

Might as well TRY it

Might as well TRY it

sissycaptions

Totally an accident 😉

Totally an accident 😉

sissycaptions

I can't stop looking at him, daddy is so good to me...

I can't stop looking at him, daddy is so good to me...

sissycaptions

Accidents happen, right? It's not like you meant to go this deep,

Accidents happen, right? It's not like you meant to go this deep,

sissycaptions

hard work pays off sissy 💪

hard work pays off sissy 💪

* T O P L I S T * T O P L I S T *