Sissy Captions

Browse the most recent sissy caption pics.

You Never Wanted to Be a Man, Sissy!
You Never Wanted to Be a Man, Sissy!
2
My Strapon Will Make You My Bitch
My Strapon Will Make You My Bitch
2 3
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kevs5150 please please
Sissycumhole Oh yes. please.
NiceEyesNsexy Oh god if that was my fiancee I'd be on my back, legs in the air, waiting for her to turn me...
Tell Mistress You Want Her Strapon in Your Ass
Tell Mistress You Want Her Strapon in Your Ass
2 1
NiceEyesNsexy I want my fiancee's cock in my ass. Please fuck me with your cock!!!!
Feeling a Man Filling Your Sissy Ass Caption
Feeling a Man Filling Your Sissy Ass Caption
1
Reblog if You Want to Be a Sissy Bimbo
Reblog if You Want to Be a Sissy Bimbo
2 2
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poubrian Would Love to have some fun with you!
Lanysass i dress like this each night
Sissy Michelle the Humiliation Slut!
Sissy Michelle the Humiliation Slut!
1 1
Sissy is Waiting for His Mistress
Sissy is Waiting for His Mistress
Sounds like fun!
Sounds like fun!
1 4
sissydollface You think so? I though it was one of my worse actually!
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cuckoldress No you look really cute & sexy in it ! So does de treat trans gurls good or what ? You &...
sissydollface Aww, thank you! Delaware treats us ok, I think. We don't exactly have a large or closeknit c...
Did You Wear Sissy Panties to Work?
Did You Wear Sissy Panties to Work?
4 2
jasmyna I wear panties everyday
ShowYourTinyDick That's a good sissy!
Admit it! You Love Dressing Up as a Slutty Girl!
Admit it! You Love Dressing Up as a Slutty Girl!
2
Sissy Webcam Trainers
Don’t You Dare Cum on My Sofa!
Don’t You Dare Cum on My Sofa!
1
Free Your Inner Sissy Self
Free Your Inner Sissy Self
2 1
Making My Sissy Husband Take it in the Ass
Making My Sissy Husband Take it in the Ass
3 7
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babyAnnaLiAnne that's hot
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Sherrieannsissy All women I have dated had their real men take my ass and mouth with their big huge real men...
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Adultbabyfaggotgurl OMG, wow !!!
Penis Ratings
Choose Your Strapon Mistress Wisely!
Choose Your Strapon Mistress Wisely!
2 3
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cummycuckold Number 6 or 7
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clarkdev123 9 because she is fucking gorgeous
NiceEyesNsexy With my slutty mouth I am a 4 and with my hungry boi pussy I am a 5. I hope my fiancee read...
You’ve Become a Sissy Cock Sucking Whore!
You’ve Become a Sissy Cock Sucking Whore!
1
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Ghetto Gurl Ebony YES I am!!
Does the Sissy Wanna Suck Black Cock Now?
Does the Sissy Wanna Suck Black Cock Now?
Riley Was Once a Man but Now…
Riley Was Once a Man but Now…
1 2
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Riley Ann Alqueen It's true! By the way, I CANNOT STOP THINKING ABOUT COCK!!!! As a sissy, I used to suck cock...
Fem Sissy Cock is so healthy for a hungry sissy!
Go Gay! Sex With Men is the Only Way!
Go Gay! Sex With Men is the Only Way!
1 1
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FuckMeYes Yes, sex with men is the only way...
Show your penis to women online
My Goal in Life is to Become a Brainless Bimbo
My Goal in Life is to Become a Brainless Bimbo
2
Congratulations, Sissy, You’re In the Small Dick Club!
Congratulations, Sissy, You’re In the Sma ...
1 3
sissydebbie Like all sissys should have small Dicks
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cummycuckold Im a sissy but i have a good size cock.... breaking the mould
I Want to Be a Feminized Sissy Girl!
I Want to Be a Feminized Sissy Girl!
1
Sissy Wants to Serve Big Cock!
Sissy Wants to Serve Big Cock!
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