Sissy Caption Stories | page 17 of 46

Let me take a load so you can focus bro'

Let me take a load so you can focus bro

Sissy Caption Stories

A couple hundred short on rent (Full Story)'

A couple hundred short on rent (Full Story)

Sissy Caption Stories

Chilling With Friend'

Chilling With Friend

Sissy Caption Stories Sissy Captions

Hanging out with my old goon bud comes with "benefits"'

Hanging out with my old goon bud comes with "benefits"

Sissy Caption Stories Sissy Captions Still Straight Captions

Be a good sissy'

Be a good sissy

Sissy Caption Stories Sissy Captions Still Straight Captions

The start'

Sissy Caption Stories

Accidental - S2 Part 1'

Accidental - S2 Part 1

Sissy Caption Stories

The "true" story of how I became a Cock Sucking Slut - Part 8'

The "true" story of how I became a Cock Sucking Slut - Part 8

Sissy Caption Stories Sissy Captions Still Straight Captions

its okay to experiment with your roommate, she doesnt have to know 🤭'

Its okay to experiment with your roommate, she doesnt have to know 🤭

Sissy Caption Stories

Sister's Sissy Makeover Part 1 (Caption by WistfulWonders)'

Sister's Sissy Makeover Part 1 (Caption by WistfulWonders)

Sissy Caption Stories

Roommate problems!'

Roommate problems!

Sissy Caption Stories

The "true" story of how I became a Cock Sucking Slut - Finale'

The "true" story of how I became a Cock Sucking Slut - Finale

Sissy Caption Stories Sissy Captions Still Straight Captions

goddam bro looks like the perfect breedable slut in her tiny yellow dress and teal lace panties…'

Goddam bro looks like the perfect breedable slut in her tiny yellow dress and teal lace panties…

Sissy Caption Stories

My roommate knows how to put me in my place'

My roommate knows how to put me in my place

Sissy Caption Stories

the bet 😍❤️'

The bet 😍❤️

Sissy Caption Stories

The perfect relationship 🥰'

The perfect relationship 🥰

Sissy Caption Stories Sissy Captions Still Straight Captions

It’s not gay when u only watch!'

It’s not gay when u only watch!

Sissy Caption Stories Still Straight Captions

You definitely lost the bet'

You definitely lost the bet

Sissy Caption Stories Sissy Captions Still Straight Captions

Uncle Sam - Part 2'

Uncle Sam - Part 2

NSFW Captions Sissy Caption Stories Sissy Captions

Your Neighbor is Crazy. (But you're kinda into it?)'

Your Neighbor is Crazy. (But you're kinda into it?)

Cheating Captions GOONED Sissy Caption Stories Sissy Captions Still Straight Captions

Chapter 3 is out.'

Chapter 3 is out.

Sissy Caption Stories

A journey of self exploration'

A journey of self exploration

Sissy Caption Stories

Rude Awakening'

Sissy Caption Stories

Someone trying to leave me like this?'

Someone trying to leave me like this?

Sissy Caption Stories

My sissy transformation in store'

My sissy transformation in store

Sissy Caption Stories Sissy Captions

Very Gay much no? 🧐'

Very Gay much no? 🧐

Sissy Caption Stories

Would You Rather!'

Would You Rather!

Sissy Caption Stories Sissy Captions

Being his fleshlight'

Being his fleshlight

GOONED Sissy Caption Stories Sissy Captions

Just a straight sleepover with you're goon bud'

Just a straight sleepover with you're goon bud

Not Gay At All Sissy Caption Stories Sissy Captions Still Straight Captions

My sister ex like me i guess'

My sister ex like me i guess

Sissy Caption Stories Sissy Captions

bro didn’t know what tf to do after he jokingly told him to put on his girl’s onepiece…he ended up filling it out so perfectly👀'

Bro didn’t know what tf to do after he jokingly told him to put on his girl’s onepiece…he ended up filling it out so perfectly👀

Sissy Caption Stories

Your home friends may be WAY more supportive than you expect! 🫱🏻‍🫲🏽🤭🥹'

Your home friends may be WAY more supportive than you expect! 🫱🏻‍🫲🏽🤭🥹

Sissy Caption Stories

Going to work with mommy'

Going to work with mommy

Sissy Caption Stories

What would your girlfriend think?'

What would your girlfriend think?

Sissy Caption Stories

That's a happy sissy'

That's a happy sissy

Sissy Caption Stories Sissy Captions Still Straight Captions

Daddy Made Me Their Playful Maid'

Daddy Made Me Their Playful Maid

Sissy Caption Stories

bro lost his girl and begged me to wear her pink panties just for him…now it’s all he ever thinks about and i wear my blonde wig just for him🍑💕'

Bro lost his girl and begged me to wear her pink panties just for him…now it’s all he ever thinks about and i wear my blonde wig just for him🍑💕

Sissy Caption Stories

Working on a porn set'

Working on a porn set

Sissy Caption Stories Sissy Captions

3 musketeers'

Sissy Caption Stories

Would you like someone to steal your manhood?'

Would you like someone to steal your manhood?

NSFW Captions Sissy Caption Stories Sissy Captions

Sissy Sissy Slut Trans Trans Woman Trans girls Transgender sissycaption Porn'

Sissy Sissy Slut Trans Trans Woman Trans girls Transgender sissycaption Porn

Sissy Caption Stories

Who want'

Sissy Caption Stories