videos / SissyCaptionStories

SissyCaptionStories vid #49731682 when your football team loses, you win something else...

when your football team loses, you win something else...

SissyCaptionStories vid #18897214 Paying off your debt

Paying off your debt

SissyCaptionStories vid #20413789 Your new favorite game

Your new favorite game

SissyCaptionStories vid #25037035 Sissy Contract

Sissy Contract

SissyCaptionStories vid #58516014 I hate this

I hate this

SissyCaptionStories vid #49779440 Would you like someone to lock you in a cage?

Would you like someone to lock you in a cage?

SissyCaptionStories vid #40264653 That worked just fine!

That worked just fine!

SissyCaptionStories vid #13616060 A Scrawny Nerd's Revenge

A Scrawny Nerd's Revenge

SissyCaptionStories vid #20361497 Do you believe in magic?

Do you believe in magic?

SissyCaptionStories vid #25093350 First College Party

First College Party

SissyCaptionStories vid #19445440 Would you stay?

Would you stay?

SissyCaptionStories vid #52374109 One silly mistake changed your entire life

One silly mistake changed your entire life

SissyCaptionStories vid #15645137 Admit it. You wanted to get caught

Admit it. You wanted to get caught

SissyCaptionStories vid #18143668 It's hard work being a sissy

It's hard work being a sissy

SissyCaptionStories vid #25177038 Frat Party Fun

Frat Party Fun

SissyCaptionStories vid #52896011 The blackmail (part 1)

The blackmail (part 1)

SissyCaptionStories vid #56814157 Know your place slut

Know your place slut

SissyCaptionStories vid #16501611 Bi-curious or just a sissy?

Bi-curious or just a sissy?

SissyCaptionStories vid #19427112 Your First REAL Cock - Part 1 of 3

Your First REAL Cock - Part 1 of 3

SissyCaptionStories vid #20118090 Gym buds

Gym buds

SissyCaptionStories vid #19949858 Your followers made you do it!

Your followers made you do it!

SissyCaptionStories vid #15749696 Your freinds always said you looked cute and girly and you hated

Your freinds always said you looked cute and girly and you hated

SissyCaptionStories vid #59057630 Sleepovers always get interesting late at night...

Sleepovers always get interesting late at night...

SissyCaptionStories vid #9050310 All this "hiking" is gonna get you sore!

All this "hiking" is gonna get you sore!

SissyCaptionStories vid #40272913 How You Became Addicted

How You Became Addicted

SissyCaptionStories vid #16753932 You prank your friend by becoming his sissy slut ;)

You prank your friend by becoming his sissy slut ;)

SissyCaptionStories vid #9017483 CaptionShorties: Drunk Buddy

CaptionShorties: Drunk Buddy

SissyCaptionStories vid #13008477 The New You

The New You

SissyCaptionStories vid #7341694 Best secretary in town

Best secretary in town

SissyCaptionStories vid #20169552 Dance for him, sissy!

Dance for him, sissy!

SissyCaptionStories vid #54705688 Bud is always getting wasted at my place...

Bud is always getting wasted at my place...

SissyCaptionStories vid #18567705 Daddy is going to bully you into enjoying his cock~

Daddy is going to bully you into enjoying his cock~

SissyCaptionStories vid #52278381 You're not gay, but that ass is quite tempting 😳

You're not gay, but that ass is quite tempting 😳

SissyCaptionStories vid #49361512 The bully becomes the bullied

The bully becomes the bullied

SissyCaptionStories vid #44433507 You're a slutty drunk

You're a slutty drunk

SissyCaptionStories vid #14007977 Your sister's boyfriend

Your sister's boyfriend

SissyCaptionStories vid #17950401 Dance for him, sissy!

Dance for him, sissy!

SissyCaptionStories vid #54329527 How It Started

How It Started

SissyCaptionStories vid #58256911 They were supposed to contact you, but they never called

They were supposed to contact you, but they never called

SissyCaptionStories vid #50724106 If you get ghosted i’ll let you use my ass as a treat

If you get ghosted i’ll let you use my ass as a treat

SissyCaptionStories vid #13908403 Be A Good Friend!?

Be A Good Friend!?

SissyCaptionStories vid #19835943 You have such a busy schedule

You have such a busy schedule

SissyCaptionStories vid #12987475 She tried to pull a prank on you... but ha! The prank's on her!

She tried to pull a prank on you... but ha! The prank's on her!

SissyCaptionStories vid #49099738 I become a different person

I become a different person

SissyCaptionStories vid #55393137 Your Friend Was Right

Your Friend Was Right

SissyCaptionStories vid #20582228 Rapid Feminization Disorder claims another victim

Rapid Feminization Disorder claims another victim

SissyCaptionStories vid #18092580 What are friends for?

What are friends for?

SissyCaptionStories vid #6865445 A booty full of hot, creamy cum and a bull ready to fuck your

A booty full of hot, creamy cum and a bull ready to fuck your