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SissyCaptionStories

What's The Most Humiliating Thing You've Done For Cock?
SissyCaptionStories

Daddy's drunk coworkers
SissyCaptionStories

Daddy dildo casting part 1
SissyCaptionStories

You'd do anything for a promotion ;)
SissyCaptionStories

Walking in the woods - Part 1
SissyCaptionStories

You weren't very familiar with using these hookup apps....
SissyCaptionStories

All for a taste
SissyCaptionStories

You might invite them to the wedding
SissyCaptionStories

If you want to check, do it the right way!
SissyCaptionStories

Risky business
SissyCaptionStories

Breaking The Chains... Part 1
SissyCaptionStories

I knew my sisters boyfriend wanted me
SissyCaptionStories

The proposal part 2
SissyCaptionStories

Therapeutic
SissyCaptionStories

That's how everything starts - Part 1
SissyCaptionStories

Any volunteers?
SissyCaptionStories
![[OC] Ohh ... the IRONY :) ;)](https://external-preview.redd.it/xBAzn_wwBYx8RveXETbsvTezIP-AKUJpjhM0ePuwWVo.jpg?width=108&crop=smart&auto=webp&s=7d9a7db6156e21360c1f2cd192787f12708cbda3)
[OC] Ohh ... the IRONY :) ;)
SissyCaptionStories

the bet π―π―
SissyCaptionStories

From Owner to Owned
SissyCaptionStories

Beware the spirals..
SissyCaptionStories
![[OC] Now you know why she is called "The Anal Specialist" :)](https://external-preview.redd.it/4Hk1IIpT_nbBmKVzn64ulv7dZ3KmxODru2U8HDVQUro.jpg?width=320&crop=smart&auto=webp&s=69f8980beab7cd2febf6f97fc6e639f1620ff8ca)
[OC] Now you know why she is called "The Anal Specialist" :)
SissyCaptionStories

A maid duty part 2
SissyCaptionStories

A Perfect New Life Episode 2
SissyCaptionStories

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

Roomate found the panties you stole from your crush and punishes
SissyCaptionStories

Sucking cock breaks a sissy's brain
SissyCaptionStories

Cheering up your roommate
SissyCaptionStories

New lifestyle ππ¦
SissyCaptionStories

Weed Session Gone Wrong (Sissy's Pov)
SissyCaptionStories

Sucking Your Friends Dick is The Best
SissyCaptionStories

Sissy left at the altar
SissyCaptionStories

Standing up to your bully (Part 2)
SissyCaptionStories

Helping out your colleague who recently lost his wife (Part 1)
SissyCaptionStories

Roommates Maid
SissyCaptionStories

Self discovery Part 3
SissyCaptionStories
![[OC] You're having the best sex of your life with a limp dick](https://external-preview.redd.it/_UKNItxmL78SJgFZDV9F6BSWefiovhF-OySbNhCcNbA.jpg?width=216&crop=smart&auto=webp&s=64bab2914975a9f585e7c52a0de0408dd1cf2aa9)
[OC] You're having the best sex of your life with a limp dick
SissyCaptionStories

You knew this was gonna happen eventually sissyπ
SissyCaptionStories

He made you an elite cocksucker
SissyCaptionStories

Sissy found sisters dildo
SissyCaptionStories

Stay at home slut for my roommate
SissyCaptionStories

Everyone could use a big cock roommate...
SissyCaptionStories

New Roommate Helps You Get Buff (possible part 2)
SissyCaptionStories

Wanna make a bet?
SissyCaptionStories

Changing For Him! Part 1
SissyCaptionStories

Melinda part 2/5
SissyCaptionStories

Home training
SissyCaptionStories

Confronting your ex's new boyfriend went well...
SissyCaptionStories

Pineapple is so good
SissyCaptionStories

Caught?
SissyCaptionStories

Long distance relationships are actually kinda fun
* T O P L I S T * T O P L I S T *