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my_sissycaptions

You really messed up...
my_sissycaptions

No wonder you're the one dressed like a girl...
my_sissycaptions

It's time to pay him back...
my_sissycaptions

What did you say?
my_sissycaptions

Winning arguments became much easier as a sissy
my_sissycaptions

It's not gay if...
my_sissycaptions

Making bets we know we can't win
my_sissycaptions

Sissy Cum Target For Roommate
my_sissycaptions

Submit to the BNWO
my_sissycaptions

I'm not gay, it's part of my costume...
my_sissycaptions

Caught by you roommate
my_sissycaptions

Your roommate was drunk & you were dressed up...
my_sissycaptions

Pro's and Cons
my_sissycaptions

Bullies should get paid by the government to feminize
my_sissycaptions

The origin story of half of this reddit's users
my_sissycaptions

Im just a cock hungry slut
my_sissycaptions

Everyday's plan
my_sissycaptions

A new slut is born
my_sissycaptions

Don't stop daddy...
my_sissycaptions

Totally straight goon session | By Str8BroacaptionX
my_sissycaptions

I fall harder for him, everytime he drills me
my_sissycaptions

All your mouth is good for is sucking cock
my_sissycaptions

Anime convention | By u/captionporn2000
my_sissycaptions

You grew up dressing as a girl | By wxhluyp
my_sissycaptions

If you can't decide...
my_sissycaptions

Your buddy walked in on you dressed up in his girlfriends clothes
my_sissycaptions

The halloween party
my_sissycaptions

Aaahhhh
my_sissycaptions

On my time off - By AskMe
my_sissycaptions

Getting a teaching job - By MisterSyn
my_sissycaptions

It probably runs in the family
my_sissycaptions

You are nothing more than a hole for daddy to fuck
my_sissycaptions

"Talking" with the coach - By SissyRoshnii
my_sissycaptions

It's hard to fight aDICKtion...
my_sissycaptions

However they want
my_sissycaptions

Your supportive girlfriend
my_sissycaptions

It were just two stupid words...
my_sissycaptions

Daily reminder to get pretty & practice
my_sissycaptions

The first date
my_sissycaptions

Daddy likes it
my_sissycaptions

Popped
my_sissycaptions

Got arrested for speeding 😔
my_sissycaptions

Requirements for dating
my_sissycaptions

Sissy Caption Hypno
my_sissycaptions

Just a few photo's
my_sissycaptions

Once you become this sexy...
my_sissycaptions

I'm not leaving, this party is way to much fun!!!
my_sissycaptions

Asking for help...
my_sissycaptions

You had to admit, they were right...
my_sissycaptions

Sissy life is miraculous
* T O P L I S T * T O P L I S T *