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Sissycaptions pics

Choose Your Own Sissy Adventure! (More in Comments!)

Choose Your Own Sissy Adventure! (More in Comments!)

sissycaptions

My new wallpaper, top is a friend, bottom is me

My new wallpaper, top is a friend, bottom is me

sissycaptions

Keeping sissy hole ready for daddy

Keeping sissy hole ready for daddy

sissycaptions

Any artists taking requests? Im on a voyage of self discovery and want to see how

Any artists taking requests? Im on a voyage of self discovery and want to see how far my newly acquired kink goes.

sissycaptions

Show off your ass for men.

Show off your ass for men.

sissycaptions

Kneel for daddy.

Kneel for daddy.

sissycaptions

Your ass was made to be bred by horny men, sissy.

Your ass was made to be bred by horny men, sissy.

sissycaptions

Get ready, you're on his time now!

Get ready, you're on his time now!

sissycaptions

Being a girl is sooooo much fun!

Being a girl is sooooo much fun!

sissycaptions

I would love a caption!

I would love a caption!

sissycaptions

That special button ?

That special button ?

sissycaptions

Sissy’s two mistakes

Sissy’s two mistakes

sissycaptions

An admirer made this caption for me but I figured there are lots of gurls who can

An admirer made this caption for me but I figured there are lots of gurls who can relate!

sissycaptions

If women don’t want to be housewives.. | Synthwavesissy

If women don’t want to be housewives.. | Synthwavesissy

sissycaptions

Sissy Story Caption

Sissy Story Caption

sissycaptions

My first captions

My first captions

sissycaptions

Any position at all, sissy

Any position at all, sissy

sissycaptions

first caption - i'm looking for thoughts

first caption - i'm looking for thoughts

sissycaptions

Your roommate knows about your sissy porn addiction. She's here to help to push you

Your roommate knows about your sissy porn addiction. She's here to help to push you in the right direction.

sissycaptions

sissy whore

sissy whore

sissycaptions

Sissy Housewife

Sissy Housewife

sissycaptions

Caught in step-mom's party dress

Caught in step-mom's party dress

sissycaptions

My own sissy confession.....

My own sissy confession.....

sissycaptions

Wear pigtails to give daddy something to hold

Wear pigtails to give daddy something to hold

sissycaptions

surrender completely

surrender completely

sissycaptions

over the edge you go...

over the edge you go...

sissycaptions

Showing appreciation....

Showing appreciation....

sissycaptions

It’s been too long since I’ve had cum..

It’s been too long since I’ve had cum..

sissycaptions

Truth or dare with buds.(self caption)

Truth or dare with buds.(self caption)

sissycaptions

I need to hire someone

I need to hire someone

sissycaptions

The only time you're allowed to lick her asshole is when her daddys cum is all over

The only time you're allowed to lick her asshole is when her daddys cum is all over it. Loser.

sissycaptions

point to the thing you love most

point to the thing you love most

sissycaptions

that dress

that dress

sissycaptions

Cucked and fucked?

Cucked and fucked?

sissycaptions

The sooner you start, the better

The sooner you start, the better

sissycaptions

Apple does not fall far from the tree

Apple does not fall far from the tree

sissycaptions

Good Gurl

Good Gurl

sissycaptions

She wants alpha cock, not your little beta clitty. Stay pussy free.

She wants alpha cock, not your little beta clitty. Stay pussy free.

sissycaptions

Me after watching sissy captions for hours, maybe you soon

Me after watching sissy captions for hours, maybe you soon

sissycaptions

I was a really good gurl today.

I was a really good gurl today.

sissycaptions

Awaiting her punishment...

Awaiting her punishment...

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First Step...

First Step...

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Holy matrimony.

Holy matrimony.

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fitting in

fitting in

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betrayal

betrayal

sissycaptions