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SissyCaptionStories

When You Started Dressing Up Around Your Roommate

When You Started Dressing Up Around Your Roommate

SissyCaptionStories

Learning her place

Learning her place

SissyCaptionStories

Dicked Down in Your GF's Clothes

Dicked Down in Your GF's Clothes

SissyCaptionStories

And you were second-guessing yourself!

And you were second-guessing yourself!

SissyCaptionStories

When it sounds too good to be true, it probably is. Good thing

When it sounds too good to be true, it probably is. Good thing

SissyCaptionStories

Caught by the rich neighbour

Caught by the rich neighbour

SissyCaptionStories

Next year, you're thinking of asking if the loser can get fucked

Next year, you're thinking of asking if the loser can get fucked

SissyCaptionStories

Your Friend's Cum

Your Friend's Cum

SissyCaptionStories

Becoming His Bitch

Becoming His Bitch

SissyCaptionStories

Stoned interview goes better then expected pt.1

Stoned interview goes better then expected pt.1

SissyCaptionStories

Enjoy now, you earned it...

Enjoy now, you earned it...

SissyCaptionStories

From bud to sissy in one touch

From bud to sissy in one touch

SissyCaptionStories

It's fun when you have someone to share your passions with

It's fun when you have someone to share your passions with

SissyCaptionStories

There's a fine line between genuinely wanting to help your girlfriend

There's a fine line between genuinely wanting to help your girlfriend

SissyCaptionStories

Best neighbor ever

Best neighbor ever

SissyCaptionStories

Diagnosis: Slut

Diagnosis: Slut

SissyCaptionStories

Cheerleader tryout part 1

Cheerleader tryout part 1

SissyCaptionStories

You really gonna pretend like nothing happened last night ? :)

You really gonna pretend like nothing happened last night ? :)

SissyCaptionStories

A sissy college story. Ft. Her foster parents!

A sissy college story. Ft. Her foster parents!

SissyCaptionStories

What your late night texting usually leads to...

What your late night texting usually leads to...

SissyCaptionStories

Taking his place

Taking his place

SissyCaptionStories

Exit Interview

Exit Interview

SissyCaptionStories

Will you be my Sissy wife ?

Will you be my Sissy wife ?

SissyCaptionStories

Your friend was in the hospital

Your friend was in the hospital

SissyCaptionStories

How unexpected

How unexpected

SissyCaptionStories

Basketball Bimbo

Basketball Bimbo

SissyCaptionStories

Losing control (3/4)

Losing control (3/4)

SissyCaptionStories

Your First REAL Cock - Part 1 of 3

Your First REAL Cock - Part 1 of 3

SissyCaptionStories

Awww .... every guy deserves a friend like you :) :p

Awww .... every guy deserves a friend like you :) :p

SissyCaptionStories

So you can selfsuck, uh? Then prove it!

So you can selfsuck, uh? Then prove it!

SissyCaptionStories

Paying off your debt

Paying off your debt

SissyCaptionStories

My new doctor part 1/2

My new doctor part 1/2

SissyCaptionStories

Turns out you're pretty good at sucking dick!

Turns out you're pretty good at sucking dick!

SissyCaptionStories

Giving him a blowjob every time you see him, letting him call

Giving him a blowjob every time you see him, letting him call

SissyCaptionStories

Good Girls Suck Dick

Good Girls Suck Dick

SissyCaptionStories

He made you an offer you couldn't refuse

He made you an offer you couldn't refuse

SissyCaptionStories

Paying off your debt

Paying off your debt

SissyCaptionStories

A Reasonable Offer

A Reasonable Offer

SissyCaptionStories

Being a porn actor is a pretty boring job... But being a porn

Being a porn actor is a pretty boring job... But being a porn

SissyCaptionStories

A friend in need is a friend indeed... or something like that,

A friend in need is a friend indeed... or something like that,

SissyCaptionStories

Your door's always open

Your door's always open

SissyCaptionStories

Just helping him out 🤩

Just helping him out 🤩

SissyCaptionStories

A Scrawny Nerd's Revenge

A Scrawny Nerd's Revenge

SissyCaptionStories

a little bedtime story about a powerfull voice(1:13)

a little bedtime story about a powerfull voice(1:13)

SissyCaptionStories

Prison slut part 1/3 💖

Prison slut part 1/3 💖

SissyCaptionStories

Risky business

Risky business

SissyCaptionStories

Revenge is so sweet

Revenge is so sweet

SissyCaptionStories

And you were seocnd-guessnig yourself!???

And you were seocnd-guessnig yourself!???

SissyCaptionStories

Blissful kidnapping

Blissful kidnapping

SissyCaptionStories

You hate him but you love his big cock...

You hate him but you love his big cock...

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