crossdressing sissy
NSFW Tumblr
find crossdressing sissy on porn pin board
crossdressing sissy clips
A wicked punishment for playing with yourself while you’re dressed up in my clothes and underwear
I want you to wear a bra every day
You called an escort and told her you like to dress up like a girl and aked her if she would be interested in making you her bondage bitch….she said yes.
A cute bra through a lace top, a tight skirt over a pad and tampon, you’re all girled up and ready fro your bondage training
xxx tumblr
Oh would you look at that, a hard pantied cock under your skirt. That means you’re a slut and I like to punish and humiliate sluts like you
Now be quiet because you don’t want to attract the attention of those girls next door, do you ?
Come in here because I want you to be a girl for me all weekend
A bra, panties and cock cage…what you’ll have to wear if you want to accompany my girlfriends and I to Las Vegas.
I just love how nicely your breasts are developing
The basics
Do you want to spend the weekend being a girl with me ?
She sent you out shopping fro bras and she wants to preapprove your purchases. Isn’t technology wonderful ?
Let’s show off that bra, shall we bitch ?
Seeing you with that pad in your panties make me want to go all lesbian on you
So you like to dress up in lingerie…
Outside
Wife’s bitch and maid
Lounging around in lingerie and handcuffs
Hi, I caught my cross dressing boyfriend dressed up in my clothes, again, and I want you to come over because I have the bitch tied up and I think we can have ourselves a little fun.
Caught shoplifting from her lingerie store
I am so looking forward to spending the day tied up in the change room of this lingerie store
You should wear a pantyliner every day, just like I do
And now I’m going to tie you up in that chair so you can enjoy wiggling around with that tampon in.
I like to dress up like girl and then tie myself up so I can feel extra pretty
That’s a very pretty bra you have on
Punished
I want you to wear a proper woman’s bra, not one of those teenage doo nothing bras you usually like to wear
She’s got this fantasy and she’s wondering whether you could help her out with it
A new little black dress and something pretty to wear underneath it
Watch and learn
I’ll bet you wish you had a pair like mine
I think it’s time you started having a period, don’t you ? I mean…if you really want to be a girl….
She’s decided to share your cross dressing and bandage “secrets” with her girlfriends.
The next person to walk into the room is going to be your wife
Gagged with a maxipad…how much more feminine can you get ?
Pad in panties
You called up and escort and told you that you were a cross dresser who wanted to be tied up and gagged
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.
A weekend with the wife and her lesbian girlfriends
Caught stealing laundry from the basement of a sorority house
I bought a new bra
I got you some new things to help you be a girl for me all weekend
Lingerie shopping
You !…… bitch !!….Are going to put in that tampon with your hands tied.
Show your bra
She’s going to lift your skirt and show your pantied cock to her girlfriends and you know it’ s hard
I want you to wear this bra you bought for me when we go out for dinner tonight
Those few hours getting yourself all dolled up to greet your wife when she comes home from work
I went shopping for a cute ballet outfit just like you suggested
Hi mistress, I hope you don’t mind but I borrowed your bra and thong as well as one of your tampons
The escort you hired has sold you out
Hoping your neighbor spots you all dressed up
mmmm…I’d like to tie you up and make you my bitch
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
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
Caught by your wife
I want you to demonstrate your commitment to femininity to me by dressing up and going out and buying some pads and tampons.
Your progress as a woman’s maid is coming along quite nicely
