A Sissy's Rabbit Hole

My latest attempt to stay here on tumblr. Formerly sweetharlot2. If you followed me then, follow me now (please). This blog is gender bending friendly and a safe place for trans, nonbinary, cd and other genderfluid people.

[billiesfemspace]

[sissyashleechiffon]

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.

(599)

[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!

(99)

[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. 

[herhappysissywife]

Out of necessity…a sissy is “born.”

What a beautiful story.

[wyatt1946]

That could be an interesting series of stories 😎👍🏼👍🏼

[kimmicurls]

7/2/26 - Sandy’s sweet vignette is one of my fondest fantasies. I can only wonder if this might have ever happened and no one knew.

Sure, it’s a fantasy, and my wish is that in this story Sandy grows up as a dainty daughter and a sweet Miss.

Now, will Sandy become a wonderful little farmer’s wife? Or will a nice girl discover Sandy’s secret and want Sandy as her bride?

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[sweetsissycaptions]

Sissy Caption: Stop Fighting

[velvetdependence]

You knew what she was doing.