Sissy Captions

Browse the most recent sissy caption pics.

Become a Sissy Housewife and Serve a Purpose
Become a Sissy Housewife and Serve a Purpose
Sissies Just Need to Take it Like a Bitch
Sissies Just Need to Take it Like a Bitch
3 1
Sissycumhole I would love to be her.
Do Your Makeup and Spread Your Legs!
Do Your Makeup and Spread Your Legs!
From a Man to a Sissy Girl
From a Man to a Sissy Girl
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Riley Ann Alqueen I never thought I'd become a slutty cock addicted girl, but I wouldn't have it any other way...
Riley Ann Alqueen: Sissy Dreams Coming True
Riley Ann Alqueen: Sissy Dreams Coming True
1 1
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Riley Ann Alqueen Girl, I wasn't planning on getting feminized to the point where I have nothing between my le...
Sissy Slut Training: Must Watch Sissy Porn Every Night!
Sissy Slut Training: Must Watch Sissy Porn Ever ...
3 1
sis bella I do need some Superior to take control of me and get me back training plus really transform...
Sissy gets spotted by an old coworker
Sissy gets spotted by an old coworker
1 2
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tinyppsissywimp I like this story !
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SissiAndi My current daddy is an ex coworker!
Turn Your Husband Into a Sissy with Ease!
Turn Your Husband Into a Sissy with Ease!
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Everyone on campus knows you’re a sissy
Everyone on campus knows you’re a sissy
There Goes Your Masculinity
There Goes Your Masculinity
Sissy Webcam Trainers
Your Sissy Dick is a Cockette Now
Your Sissy Dick is a Cockette Now
The Guy with the Biggest Cock Gets to Hump the Loser
The Guy with the Biggest Cock Gets to Hump the ...
2 2
sissyboyfem I'd take that bet just so I would lose. Lol
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Adultbabyfaggotgurl Unfortunately for me I would lose every time
Happiness is a Big Penis in the Mouth
Happiness is a Big Penis in the Mouth
2 1
Lanysass i love to do this exercise each night with my pinky glossy lipstick
Penis Ratings
Crossdresser Busted by Roommate and Boned Hard
Crossdresser Busted by Roommate and Boned Hard
1 1
Sissycumhole Wish that was me.
Does This Look Like Your Dream Job?
Does This Look Like Your Dream Job?
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Put Your Lips on the Tip!
Put Your Lips on the Tip!
Remember to Train Your Boi Pussies!
Remember to Train Your Boi Pussies!
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Transform from a Sissy to a Bimbo Sex Doll
Transform from a Sissy to a Bimbo Sex Doll
Show your penis to women online
Sissy Dance Lessons
Sissy Dance Lessons
Reblog if You Crossdress When You’re Home Alone
Reblog if You Crossdress When You’re Home ...
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Caitlyn’s Captions: I’m a Sissy Faggot Bottom Bitch
Caitlyn’s Captions: I’m a Sissy Fag ...
2 1
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bredbottom Yes I am
Caitlyn’s Captions: Once a Man but Now I Serve Them
Caitlyn’s Captions: Once a Man but Now I ...

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