Sissy Captions (womansbitch.tumblr.com)
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You look cute dressed up as a girl and I’d like to tie you up and invite you to join my harem
Show me how you get yourself off when you’re all dressed up in lingerie
Please don’t share those pictures of me dressed up in your clothes with your girlfriends
Please Mistress, Can I keep the pretty bra and breast forms on just a little bit longer ?
Hi sissy…Guess what I am ?!
We can all see your bra, you’re not as good at hiding it as you think you are and we’ve all come to the conclusion that you’re a sissy
I put those ropes on extra tight because I want to see and oscar worthy performance so….. squirm for me bitch and show me that you’re something special because the photo shoot starts tomorrow.
So what do you think ? Is sissy’s little penis hard in her panties under that skirt ?
Caught and punished by your wife when she found you all dressed up and heading out to use your feminine charms to seduce men
You’re late sissy maid….did walking over here with your hands bound somehow slow you down ?
You’re in the perfect position and unable to resist when I introduce you to wearing your first tampon, just like us real girls do.
I made us a bondage and feminization room for us to play in
I told you exactly what I wanted you to wear and now I’m going to punish you for failing to do so.
Bound and gagged as punishment for jerking off on your wife’s bra
What you really really need…is a good push-up bra and it will do wonders for your figure
Sissy Cinderella has to stay home while the mean wife goes out to enjoy herself
I think I’m going to force my sissy husband into a pair of my wet panties before I order the bitch to make dinner for me.
Escorts…because sometimes you really need someone to tie you up and call you a whore
Your progress as a woman’s maid is coming along quite nicely
I want you to demonstrate your commitment to femininity to me by dressing up and going out and buying some pads and tampons.
There we go sissy bitch, I’ve got you all tied up and gagged in just your bra and panties and your little cock in a nice pretty plastic cage.
Caught by your wife
Hi ladies, come on in and see my cross dressed husband who I have bound and gagged for the evening as part of his feminization training
A living Barbie doll of my own to dress up like I want and have my way with while she’s bound and gagged like a helpless little bitch
mmmm…I’d like to tie you up and make you my bitch
Hoping your neighbor spots you all dressed up
The escort you hired has sold you out
Hi mistress, I hope you don’t mind but I borrowed your bra and thong as well as one of your tampons
I went shopping for a cute ballet outfit just like you suggested
Those few hours getting yourself all dolled up to greet your wife when she comes home from work
Ladies, meet my sissy boyfriend
What’s the matter, is your little sissy cock hard in your panties under that skirt ?
I want you to wear this bra you bought for me when we go out for dinner tonight
She’s going to lift your skirt and show your pantied cock to her girlfriends and you know it’ s hard
Show your bra
You !…… bitch !!….Are going to put in that tampon with your hands tied.
Lingerie shopping
I got you some new things to help you be a girl for me all weekend
I bought a new bra
Caught stealing laundry from the basement of a sorority house
My vagina is demanding attention !!…… Service it now sissy slut !
A weekend with the wife and her lesbian girlfriends
I think you’ve done a great job of cleaning my house with your hands bound and I’m going to spread the word among my girlfriends that your services as a maid are available to all.
You called up and escort and told you that you were a cross dresser who wanted to be tied up and gagged
Pad in panties
Gagged with a maxipad…how much more feminine can you get ?
The next person to walk into the room is going to be your wife
She’s decided to share your cross dressing and bandage “secrets” with her girlfriends.
I think it’s time you started having a period, don’t you ? I mean…if you really want to be a girl….
I don’t know about you but my money’s on that tied up sissy bitch’s little cock being hard in her panties
I’ll bet you wish you had a pair like mine
Watch and learn
It’s time for the next phase of your sissy punishment.
A new little black dress and something pretty to wear underneath it
She’s got this fantasy and she’s wondering whether you could help her out with it
I want you to wear a proper woman’s bra, not one of those teenage doo nothing bras you usually like to wear
Punished
That’s a very pretty bra you have on
I found this wonderful sissy training woman on the internet and she’s offering this great course on how to best turn you into the perfect woman’s bitch
I like to dress up like girl and then tie myself up so I can feel extra pretty