Crossdressing Caption Gallery
wedgieslave
gurgurgur35
kodamaki
cieldoberman
saitou kazu
She’s totally not asking you to be feminized. You will be whether you want to be or not.
Are you sure you’re not hiding her meds?
Obedient drone (Dronification TG TF story) The most attractive thing for Adam was the sight of
The grass on the other side of the fence is actually greener!
jason-kt: mind-trapp: sissy-captions-cocksucking: slutschool: Reblog if you would Yes In a heartbeat
It starts with harmless captions and an occasional crossdress, before you notice you start spiraling
I’d wear that and be proud!
Advantages of having a crossdressing husband!
secret-girl-x: Crossdressing caption I have one and we both love it too
I sure do!
Well, you wanted the roles to be reversed for the evening. That was your fantasy. Time to make
Last night was just the warmup. Now comes the payoff.
Punishment? I don’t think so.
I simply cant put to words how much I love babydolls. If I could do it, I would only wear them.
I’m a sissy bunny for alpha males.
As if you needed more incentive.
It’s hard enough to know that your next door neighbor has your hotwife’s number for a bo
It’s times like these that grant those wonderful inspirational moments
We’re all so excited to see your little cocklet in these frilly panties!
It’s called a Male to Female Led Relationship or MtFLR. It’s the newest thing. Let your
Reminding her of the rules: it’s always best to constantly remind your boi-toi about the rules
He looks that good all by himself? Methinks that someone is in the closet. Those kind always wind up
grand-queen-alice: “You little sissy slut. I couldnt actually believe that you volunatarily co
Go ahead. It’s a total coincidence that the CEO of the company is dropping by today to do a sp
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