Crossdressing Caption
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Its your purpose. xx
Its your purpose. xx
I wish a dominant could see me in my chastity now.. xx
I wish a dominant could see me in my chastity now.. xx
Carrying on my obsession with Faye Reagan, I’ll let you imagine what would happen xx
Carrying on my obsession with Faye Reagan, I’ll let you imagine what would happen xx
Make sure you’re locked up at midnight like me! xxx
Make sure you’re locked up at midnight like me! xxx
A simple Rule for Sissies xx
A simple Rule for Sissies xx
It’s such an important rule! xx
It’s such an important rule! xx
I love captioning photos of Sissies.. And @sissychloe​ is no exception! 
I love captioning photos of Sissies.. And @sissychloe​ is no exception! 
Something I really wish someone would say to me… xx
Something I really wish someone would say to me… xx
I need to look like this. xx
I need to look like this. xx
sluttycocksuckr: you are destined to be a sissy Faggot
sluttycocksuckr: you are destined to be a sissy Faggot
crossdressed4u: I’d love to be a bride!
crossdressed4u: I’d love to be a bride!
brandilovescock: sissy-limp-clitty:sissy crossdressing captions i love to!!
brandilovescock: sissy-limp-clitty:sissy crossdressing captions i love to!!
sissy-limp-clitty:sissy crossdressing captions
sissy-limp-clitty:sissy crossdressing captions
Make sure his heels are extra high for those long walks.
Make sure his heels are extra high for those long walks.
It’s like an addiction. Once a man sees exactly how much of a slut a gurl can be, they have to have
It’s like an addiction. Once a man sees exactly how much of a slut a gurl can be, they have to have
Finding out new things about yourself can brighten up your day!
Finding out new things about yourself can brighten up your day!
Dear God… yes!
Dear God… yes!
Wouldn’t the world be a better place if every boy had to go to an all-girls school?
Wouldn’t the world be a better place if every boy had to go to an all-girls school?
You must be firm with your sissy. Especially when they look sooooooo cute and give you those soulful
You must be firm with your sissy. Especially when they look sooooooo cute and give you those soulful
Being both at the same time definitely has its advantages.
Being both at the same time definitely has its advantages.
It’s one step closer to obtaining your goal of full feminization with an eager mistress.
It’s one step closer to obtaining your goal of full feminization with an eager mistress.
Honey, it’s time we sit down and had a talk about our relationship… I’m a lesbian
Honey, it’s time we sit down and had a talk about our relationship… I’m a lesbian
Pandora’s Box: every boy will want a taste of what’s inside.
Pandora’s Box: every boy will want a taste of what’s inside.
Why must new sissies argue with their trainers? Just accept that you’ll never be a guy again a
Why must new sissies argue with their trainers? Just accept that you’ll never be a guy again a
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