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SissyCaptionStories

Next time, remember to knock before entering his room…
SissyCaptionStories

Being her sissy cum dump feels so much better, doesn't it? She
SissyCaptionStories

The deal of a lifetime for a sissy whiteboy
SissyCaptionStories

Confronting Someone Gone Wrong
SissyCaptionStories

Completely forced
SissyCaptionStories

A Secret Bet
SissyCaptionStories

when it goes inside
SissyCaptionStories

Sissy Diet
SissyCaptionStories

Inner Sissy Talking
SissyCaptionStories

a sissy's journey 🎀
SissyCaptionStories

How to become popular
SissyCaptionStories

Sissy slut loses bet - PT.2
SissyCaptionStories

You try to deny that this is why you always invite him over,
SissyCaptionStories

Edibles make you HORNY
SissyCaptionStories

I hope i get a bud like this 🤷♂️
SissyCaptionStories

Sissy Streamer
SissyCaptionStories

Did such a good job that you kept hiring him
SissyCaptionStories

A small Career change
SissyCaptionStories

Vibrator
SissyCaptionStories

You first turned Sissy to help, now you can’t ever go back
SissyCaptionStories

Time to get wet, sissy!
SissyCaptionStories

The last minute replacement
SissyCaptionStories

There's no going back now...
SissyCaptionStories

Times are tough
SissyCaptionStories

A sissy's first date
SissyCaptionStories

No homo bro
SissyCaptionStories

Yes Sir
SissyCaptionStories

Talk about a 5-star ride
SissyCaptionStories

Oral Fixation
SissyCaptionStories

Now you have to visit him after work…
SissyCaptionStories

Entering the Friend Zone
SissyCaptionStories

What your late night texting usually leads to...
SissyCaptionStories

You lost a bet (part 2)
SissyCaptionStories

Do you think you would win against your buddy?
SissyCaptionStories

Losing control (4/4)
SissyCaptionStories

Would you like to have a girlfriend like that?
SissyCaptionStories

How to tell you're a Sissy
SissyCaptionStories

following ur dream
SissyCaptionStories

Should I tell him my sissy secret?~
SissyCaptionStories

Teasing neighbor gone wrong!?
SissyCaptionStories

Movie Night
SissyCaptionStories

A Scrawny Nerd's Revenge
SissyCaptionStories

Husbands revenge
SissyCaptionStories

From jerk bud to cocksucker
SissyCaptionStories

You really proved him wrong
SissyCaptionStories

Your friend has a great plan to get you both laid
SissyCaptionStories

when your football team loses, you win something else...
SissyCaptionStories

Paying off your debt
SissyCaptionStories

Your new favorite game
SissyCaptionStories

Sissy Contract
* T O P L I S T * T O P L I S T *