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Sissy Time

First Time Sissy, Please Be Gentle (Pics Inside)

Re: Sissy Task, First Time Posting

My sissy boyfriend's first time getting dressed up and fucked. Doesn't he look cute?

This is inevitable sissy. Just accept it now, and it'll be easier. Now on your knees,

First time cumming since embracing my inner sissy ( with dress up of course)

Really like the feed back I got last time. Any young sissies?

First time post here. Sissy sex slave for you(; Send some dirty and kinky pms(;

Look like I have some time for a new sissy. Cum be mine.

Does anyone enjoy the tush of a non-white sissy? :) (First time posting!)

First time posting in sissies

Shaved my boipussy for the first time, can I be your sissy?

On the 11th day before Christmas I give /r/sissies... a pic of the first time I got

I'm gonna be a full time sissy this weekend

My soft sissy clitty, time to invest in a cage. DMs and wonderful comments welcome!

I did what all good sissies do in their free time(=

One Mistake And She's Keeping Me Locked Until The End Of Time

It's friday, time to do sissy things

sexy little ass just before leaving this morning. It's more than a little tempting

Turns out I had a “Sissy Hole” the whole time! It’s pretty but I’m not sure

A good sissy maid takes time to practice

First time sissy smooth in a year...bye bye nasty boy hair

I have only been on a sugar-daddy dating site for one day and have been favorited

New sissy, first time here! <3

The last time is far too long ago, feels good to be wearing this again..

Should i just be a full time sissy?

While ago I was a straight boy, but now I'm almost bending over... And I think my

/r/sissies motivated me so much & now I am in chastity for the very first

I deleted my account again but I'm already back! Please help me stay this time...

[29] the sheer amount of desperation when its time to be relocked after cleaning

Every time I take a break I come back 10x as desperate for cock ?

My boyhood vanished a long time ago. All that's left now is this. I was was always

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy slut here looking for fun. I love sissies in sexy panties and promise

High sissy misstress slut here looking for fun. I love sissies in sexy panties and

High sissy misstress slut here looking for fun. I love sissies in sexy panties and

This sissy just went outside dressed up for the first time and exposed herself! I

High sissy misstress slut here looking for fun. I love sissies in sexy panties and

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