Sissy Caption Stories | page 3 of 43

Begged for pink panties & blonde hair—didn’t expect him to turn into such a cock-throbbing sissy slut! That fat ass got me bricked up in seconds, now I’m gripping those hips and flooding that pretty pink sissy hole raw.'

Begged for pink panties & blonde hair—didn’t expect him to turn into such a cock-throbbing sissy slut! That fat ass got me bricked up in seconds, now I’m gripping those hips and flooding that pretty pink sissy hole raw.

Sissy Caption Stories

Turn Me Into Your Sissy Slut'

Turn Me Into Your Sissy Slut

Sissy Caption Stories

Hypno Got Me Begging for That BBC'

Hypno Got Me Begging for That BBC

Sissy Caption Stories

Sissy Slurpin' That Salty Stick Like A Good Little Thirst Trap'

Sissy Slurpin' That Salty Stick Like A Good Little Thirst Trap

Sissy Caption Stories Sissy Captions Still Straight Captions

Jackie's Sissy Slut Fantasies - Part 4: Bitch Boy Breakdown'

Jackie's Sissy Slut Fantasies - Part 4: Bitch Boy Breakdown

Sissy Caption Stories

Game Night Turns Naughty: Sissy Gets Stuffed & Ridden Hard'

Game Night Turns Naughty: Sissy Gets Stuffed & Ridden Hard

Sissy Caption Stories Sissy Captions

Ex-Buddies Get Wild - Part 2'

Ex-Buddies Get Wild - Part 2

Sissy Caption Stories

Ex-BFFs Turned Fuck Buddies - Part 1'

Ex-BFFs Turned Fuck Buddies - Part 1

Sissy Caption Stories

Slippery Sissy Slut Gets Oiled Up & Pumped (Part 7)'

Slippery Sissy Slut Gets Oiled Up & Pumped (Part 7)

Sissy Caption Stories Sissy Captions

Sissy's Goon Fuel: Finding Bliss Between Her Thighs'

Sissy's Goon Fuel: Finding Bliss Between Her Thighs

Sissy Caption Stories

From Roomie to Babe: Turning Your Sissy Side into His GF Material'

From Roomie to Babe: Turning Your Sissy Side into His GF Material

Sissy Caption Stories Sissy Captions

Daddy's Submissive Sissy Cock Goblin'

Daddy's Submissive Sissy Cock Goblin

Sissy Caption Stories

Peeping on my naughty neighbor jerking off'

Peeping on my naughty neighbor jerking off

Sissy Caption Stories Sissy Captions

Naughty Step-by-Step Guide for My Sissy Sluts!'

Naughty Step-by-Step Guide for My Sissy Sluts!

Sissy Caption Stories

She molded me into her perfect little plaything.'

She molded me into her perfect little plaything.

Sissy Caption Stories Sissy Captions

Good Girl Gets Her Sweet Reward'

Good Girl Gets Her Sweet Reward

Sissy Caption Stories

College Life Got Me Thirsty for BBC'

College Life Got Me Thirsty for BBC

Sissy Caption Stories

Sissy Slut Transformation: He Taught Me How to Take It Like a Good Girl'

Sissy Slut Transformation: He Taught Me How to Take It Like a Good Girl

Sissy Caption Stories Sissy Captions

Sissy Slut's Ultimate Submission Test'

Sissy Slut's Ultimate Submission Test

Sissy Caption Stories Sissy Captions

Bro promised if he put on her little black dress it would be impossible to resist. Didn’t believe him, but goddam. He’s so right, look at that fat ass and tight pink bussy reveal itself when he twerks like a good slut.'

Bro promised if he put on her little black dress it would be impossible to resist. Didn’t believe him, but goddam. He’s so right, look at that fat ass and tight pink bussy reveal itself when he twerks like a good slut.

Sissy Caption Stories

Just Friends Bonding'

Just Friends Bonding

Sissy Caption Stories

They're lots of fun'

They're lots of fun

Sissy Caption Stories

New Job'

Sissy Caption Stories Sissy Captions

Jackie bitch boy is a cock slut part 2'

Jackie bitch boy is a cock slut part 2

Sissy Caption Stories

Almost Ready'

Sissy Caption Stories

Just relax sissy... let the girls take care of you!'

Just relax sissy... let the girls take care of you!

Sissy Caption Stories

You don't need your brain... just relax!'

You don't need your brain... just relax!

my_sissycaptions Sissy Caption Stories

Jackie bitch boy is a cock slut part 3'

Jackie bitch boy is a cock slut part 3

Sissy Caption Stories

No Nut November Challenge'

No Nut November Challenge

Sissy Caption Stories Sissy Captions

The Beginning'

Sissy Caption Stories

Jackie bitch boy is a cock slut part 1'

Jackie bitch boy is a cock slut part 1

Sissy Caption Stories

Roleplaying For Him! (Part 3)'

Roleplaying For Him! (Part 3)

Sissy Caption Stories Sissy Captions

This Was Soemone Son Once'

This Was Soemone Son Once

Sissy Caption Stories

How would you react if YOUR friends asked to dress you up?'

How would you react if YOUR friends asked to dress you up?

Sissy Caption Stories

What would you do if someone found your sissy stash?'

What would you do if someone found your sissy stash?

JamieSissyCaption NSFW Captions Sissy Caption Stories Sissy Captions

The best job you could have ever dreamed of'

The best job you could have ever dreamed of

Sissy Caption Stories

Would you take the Inheritance?...'

Would you take the Inheritance?...

Sissy Caption Stories

Its not gay if I want to be all of these right? Sissy GIF by epithalamic'

Its not gay if I want to be all of these right? Sissy GIF by epithalamic

Not Gay At All Sissy Caption Stories

Chained to his manhood'

Chained to his manhood

Sissy Caption Stories Sissy Captions Still Straight Captions

Any Time, Any Place'

Any Time, Any Place

Sissy Caption Stories Sissy Captions

First anal session'

First anal session

Sissy Caption Stories Sissy Captions

"Litteral Mind-Breaking" (Sissy Caption)(Credit:@mia-ashley-cd)'

"Litteral Mind-Breaking" (Sissy Caption)(Credit:@mia-ashley-cd)

Sissy Caption Stories