A Sissy's Rabbit Hole @billiesfemspace - Tumblr Blog

When sissies get sold...girlies go the extra measure in getting prettied up for new Owners...wanting to look as pretty and girlish as possible....hoping that their owners make as much as possible in the sale!

prettysissydani

Nothing for You

sissymaddieee

billiesfemspace

That's all it needs to say

sissymaddieee

womansbitch

silkpanties69

glitteryruinswombatnever

sissyamber318

Happy New Year babes 💕💕

louiselongin

sandybrown121

Beautiful

kim1girl

And never, ever want to take off. So whispy you could just float away…

kimmipettie

5/28/24 - And never, ever want to take off. So whispy you could just float away…

As I first said as kim1girl, in August of 2018….

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mary-penelope

Please, I would willingly wear this every day x

kimmicurls

7/2/26 - Yet another that Sandy and I shared, back in August 2018.

And I would have indeed said yes to this dress.

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sissycuckyhubby

THE DREAM!!

My desire to be kidnapped, forcibly feminized and then auctioned off to wealthy old men where I'll have to do anything they say is such a strong desire! I honestly wish it would happen 😭❤️

confused-sissy-whiteboy

oh yes a dream

rufflesandlaceme

If only. Back then…

bsissychocolatebeardchopshop

Yes please let me wear it!!

kim1girl

Only a girl would wear this…

Or a boy longing?

the-leeannemontgomery

Adorable….

sandybrown121

It was the first time that Mom had dressed me up. I came home from school and she shyly said, “Here, Sandy, try on this old dress of mine from when I was your age.” Then she put her red wig on me, put her lipstick on me, pulled me in front of a mirror and said, “Well, what do you think?” I was entranced by my own image. I didn’t know if I could ever go back to being a boring old boy again…

kimmicurls

2/28/26 - If only…. Indeed. I was always a boy longing. This lovely image could have so easily been me had I chosen the pink brick path.

I first posted this as Kim1girl in 2020 and only found this again two days ago. I am so glad I came across rufflesandlaceme! Such a lovely blog and sweet girl!

I smiled seeing that Sandy Brown then re-blogged this after me!

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kimmicurls

7/2/26 - It was always a delight when Sandy expanded on a simple post of mine, as she did in 2020.

Sandy was right. Once a boy like me sees herself in such a cute little dress, the boy will forever be gone.

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glitteryruinswombatnever

womansbitch

avis-avis

sandybrown121

I grew up on a farm, the youngest of five children. When the oldest was born a boy, my dad was happy because he would eventually be able to help with the heavy chores around the farm. Same with the next sibling, also a boy. By the third, Mother was saying t was time for a girl, because she was entitled to some help was well. She was disappointed as child number three was a boy as well. Same with child number four. I was their last hope. When I was born a boy, mother was crestfallen. Dad quietly said to her, ““Honey, you are entitled to a daughter. You can raise Sandy as a girl, and no one needs to know.” And that is how the youngest Brown son came to be raised as a girl.