Crossdressing Caption Gallery

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fagdaddylovestodeepthroat: omgrachellabian: cdbimbosue: sissy-limp-clitty: sissy crossdressing capti
It’s little hints like this that let your girlfriend make that final leap to feminizing you.
Porn didn’t lie to me?!
I used to think sexual preferences couldn’t be altered. It just takes proper training&hell
Wow! That’s about as bimbo as bimbo gets.
She’ll keep all your secrets for the right price… and maybe for a new pair of thigh
Don’t hate me because I’m beautiful
It’s a natural progression. Pretty soon, it’ll be two guys, and then a whole gangbang, w
… What just happened?
Letting your clients use you to relieve their own tension is just a side benefit.
Sometimes living the cliche is a good thing.
Lesbians it is!… at least for tonight.
She/He looks happy enough. Why mess with a good thing? Just keep the money for yourself. She’l
Guess you better make sure you look as feminine as possible.
Too bad about that dinner party you were hosting in a couple of hours. Looks like everyone will know
Prove that you don’t need a cock to make her cum like a rocket. Show your manliness&hellip
Isn’t technology awesome?
Here’s to helpful parents!
Who knows? After Sharon gets better maybe they’ll want a second guitar rubber-chick on a more
Dress for Suckess!
Wouldn’t it be refreshing to meet a girl that is up front about how much she is going to be fe
Bigger breasts? Cool! We really do get what we want!
That extra girth in your plug means extra sway in your strut.
It’s all part of being your girlfriend’s femme-toy; entertaining her.
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