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Sissycaptionstories

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by Onedollarsissy from SissyCaptionStories

Feminized by my doctor 👗

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by Rare-Owl-4011 from SissyCaptionStories

No Labels

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by plantofail from SissyCaptionStories

Tutorial

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by Onedollarsissy from SissyCaptionStories

Breaking The Chains Part 2

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by [deleted] from SissyCaptionStories

If you had only said Truth instead of Dare!

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by ExchangeBrief820 from SissyCaptionStories

Kidnapped by the Sissy Modeling Agency 3

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by Ankita0001 from SissyCaptionStories

Well, he's not wrong, slut :) ;)

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by Onedollarsissy from SissyCaptionStories

Entertaining them!

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by QuinnArla from SissyCaptionStories

First time making videos for a while, I hope you enjoy!

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by OnyxKxng from SissyCaptionStories

Revenge on the Boss

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by CaptionsOnCommand from SissyCaptionStories

MobileStories: #tease

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by cjw2398 from SissyCaptionStories

It's not gay.......right?

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by stealthsloot from SissyCaptionStories

Multiple Loads (YUM!)

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by Affectionate-Egg431 from SissyCaptionStories

I just want to suck the cock of every older guy on here. 🤤

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by TwistedTranSista from SissyCaptionStories

Making her man into a SISSY - Part 1

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by Ankita0001 from SissyCaptionStories

Have you met an "experienced man", sissy ? :) ;)

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by Ankita0001 from SissyCaptionStories

Who cares if it's gay or not, right ? 😌

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by Onedollarsissy from SissyCaptionStories

Best job ever! Part 3

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by ashleypawg13 from SissyCaptionStories

Big fan 🤘

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by [deleted] from SissyCaptionStories

A small career change part 2

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by Throwaway1929489 from SissyCaptionStories

Roommate turns you into a cumslut

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by Kaneki_Ken009 from SissyCaptionStories

You never liked that bitch anyway

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by HighFlyBallLeftField from SissyCaptionStories

The Sissifier Agency Episode 2

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by Charming_Ad_9237 from SissyCaptionStories

Every man in my small town knows exactly how shut me up

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by Onedollarsissy from SissyCaptionStories

Joining the Cheerleading squad

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by accountens from SissyCaptionStories

You wish you were in debt now don't you?

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by captainporn2000 from SissyCaptionStories

The Principal's Sissy Policy

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by Bitter_Recording_387 from SissyCaptionStories

Turned to a sissy while dressed up as your gf

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by [deleted] from SissyCaptionStories

Dream vacation pt.1

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by CaptionsOnCommand from SissyCaptionStories

MobileStories: Bully

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by Onedollarsissy from SissyCaptionStories

K town beauty part 2

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by _Sissy_Naomi_ from SissyCaptionStories

Sissy Nightout

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by ExchangeBrief820 from SissyCaptionStories

Kidnapped By The Sissy Modeling Agency 2

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by Kaneki_Ken009 from SissyCaptionStories

Phew... Just in time

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by captainporn2000 from SissyCaptionStories

Sissy teaching gone...wrong?

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by queenhobby from SissyCaptionStories

Too stupid to drink with strangers

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by [deleted] from SissyCaptionStories

Daddy dildo casting part 2/2 END

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by Ankita0001 from SissyCaptionStories

Ohkay .... "whatever we want" .... Now I get it :) :p

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by ComfortableOk652 from SissyCaptionStories

Reunion With Your Bully (Part 1)

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by [deleted] from SissyCaptionStories

Trying to fulfill your GF's fantasies can be a slippery slope...and

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by JoeMalrow from SissyCaptionStories

Finally making a move on *that* friend

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by Ok-Escape8575 from SissyCaptionStories

You've been caught, Sissy

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by DoctorSpermus from SissyCaptionStories

New Super Bowl Ad Targets Sissies:

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by Kaneki_Ken009 from SissyCaptionStories

Oh no... "caught" again

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by Onedollarsissy from SissyCaptionStories

Light, Camera, Action! Part 1

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by _Ryoot_ from SissyCaptionStories

Who cares about the game anyway?

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by JocelynRoseTS from SissyCaptionStories

Their cocks are getting hard thinking about it

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by Fembottomboy from SissyCaptionStories

How true is this?

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by _Ryoot_ from SissyCaptionStories

Your first facial from a stranger

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by Flaky_Blackberry6402 from SissyCaptionStories

Finally gave in

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by Lexi_valentine_ from SissyCaptionStories

The night that would never end PT4 of 5

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by TheQrious1 from SissyCaptionStories

Your favorite part

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by BulkyCryptographer30 from SissyCaptionStories

Becoming His Bitch

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by Private-Pleasure from SissyCaptionStories

Sissy Father Leads a Jailbreak

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by NoWayStraight from SissyCaptionStories

YOU always Knew Who You Really Are

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by accountens from SissyCaptionStories

A man to sissy talk with your ex girlfriends new BF

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by MichelleVenus97 from SissyCaptionStories

dating made fun

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by Perfefernefer from SissyCaptionStories

Teen GIF by perffefferneffer

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by femboi-ankush from SissyCaptionStories

My roommate

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by Peanutbutter_Ambrose from SissyCaptionStories

It's Just a Phase

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