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SissyCaptionStories

21st birthday for a sissy means 2 Alpha cocks, 1 Sissy slut!

21st birthday for a sissy means 2 Alpha cocks, 1 Sissy slut!

SissyCaptionStories

a love story between an Alpha & his favorite Fleshlight โ™ฅ

a love story between an Alpha & his favorite Fleshlight โ™ฅ

SissyCaptionStories

[OC] C'mon dude ..... try being a good friend atleast once :)

[OC] C'mon dude ..... try being a good friend atleast once :)

SissyCaptionStories

Three's a crowd...

Three's a crowd...

SissyCaptionStories

[OC] Does anyone else want to be trained by a mistress ? :) ;)

[OC] Does anyone else want to be trained by a mistress ? :) ;)

SissyCaptionStories

[OC] Isn't that the story of your life ? (Yes, I am talking to

[OC] Isn't that the story of your life ? (Yes, I am talking to

SissyCaptionStories

Buying those booty shorts was the best idea you ever had! ๐Ÿคค

Buying those booty shorts was the best idea you ever had! ๐Ÿคค

SissyCaptionStories

Your girlfriend finds out you're a sissy when she asks for a

Your girlfriend finds out you're a sissy when she asks for a

SissyCaptionStories

Well, at least youโ€™re enjoying the after party ๐Ÿ˜๐Ÿ˜›

Well, at least youโ€™re enjoying the after party ๐Ÿ˜๐Ÿ˜›

SissyCaptionStories

The month bitch

The month bitch

SissyCaptionStories

Find your own sissy! ๐Ÿ’•

Find your own sissy! ๐Ÿ’•

SissyCaptionStories

I've missed making captions ;)

I've missed making captions ;)

SissyCaptionStories

We are sorry...

We are sorry...

SissyCaptionStories

More than Friends

More than Friends

SissyCaptionStories

Perfect match

Perfect match

SissyCaptionStories

Sissy vacation

Sissy vacation

SissyCaptionStories

My first workout session with my Dad's trainer (2/3)

My first workout session with my Dad's trainer (2/3)

SissyCaptionStories

Turns out you're pretty good at sucking dick!

Turns out you're pretty good at sucking dick!

SissyCaptionStories

You love your girlfriend's friends ๐Ÿ’—

You love your girlfriend's friends ๐Ÿ’—

SissyCaptionStories

Best tutor in town part 3 end

Best tutor in town part 3 end

SissyCaptionStories

My new purpose ๐Ÿ˜œ

My new purpose ๐Ÿ˜œ

SissyCaptionStories

Honestly, some people just don't get it! Why do I have to explain

Honestly, some people just don't get it! Why do I have to explain

SissyCaptionStories

Your boss has been really impressed with how you've been adapting

Your boss has been really impressed with how you've been adapting

SissyCaptionStories

Working from home has its perks

Working from home has its perks

SissyCaptionStories

It took you a long year to understand...

It took you a long year to understand...

SissyCaptionStories

House Sitting Gone Wild

House Sitting Gone Wild

SissyCaptionStories

Can't jog in peace !

Can't jog in peace !

SissyCaptionStories

There are trains and then there are... well, trains. Just don't

There are trains and then there are... well, trains. Just don't

SissyCaptionStories

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

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

SissyCaptionStories

Reunion

Reunion

SissyCaptionStories

Experimental Drug Trial (3/3)

Experimental Drug Trial (3/3)

SissyCaptionStories

Interesting parts of a Sissy's day!

Interesting parts of a Sissy's day!

SissyCaptionStories

Rule #1 of threesomes: always ask who the third person is!

Rule #1 of threesomes: always ask who the third person is!

SissyCaptionStories

Dumb Virgin Sissy

Dumb Virgin Sissy

SissyCaptionStories

sissy wifey๐Ÿ’•

sissy wifey๐Ÿ’•

SissyCaptionStories

Well, I don't think you had any other option :) ;)

Well, I don't think you had any other option :) ;)

SissyCaptionStories

[OC] Seems like you weren't lying about being tight :) ;)

[OC] Seems like you weren't lying about being tight :) ;)

SissyCaptionStories

Sissy center

Sissy center

SissyCaptionStories

We're switching roles after you cum, right?

We're switching roles after you cum, right?

SissyCaptionStories

Your curiosity got the better of you once you got a glimpse at

Your curiosity got the better of you once you got a glimpse at

SissyCaptionStories

Melinda part 1/5

Melinda part 1/5

SissyCaptionStories

Life sentence

Life sentence

SissyCaptionStories

Progress...

Progress...

SissyCaptionStories

The Most Pleasant Mistake of Your Life...

The Most Pleasant Mistake of Your Life...

SissyCaptionStories

Your boss swore he wouldnโ€™t tell anyone

Your boss swore he wouldnโ€™t tell anyone

SissyCaptionStories

His slutty pet

His slutty pet

SissyCaptionStories

There's no going back now...

There's no going back now...

SissyCaptionStories

My kind of party

My kind of party

SissyCaptionStories

Hopefully he'll need convincing again next week!

Hopefully he'll need convincing again next week!

SissyCaptionStories

Your uncles break you in!

Your uncles break you in!

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