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]

[pinkpantypassion]

[prettycrossdressing]

Pretty Crossdressers

[transfemloren]

So much more fun

[amysissys-blog-deactivated20260]

[bestsissycapts]

I am so glad I lost the bet

[sissylucy20]

[shamefulsissification]

I think you should show me how the vibrating butt plug works

[ts-mistressrachel]

Just the cutest thing ever I want that whole outfit 😊

[man2maiden]

[alwayscute]

[shamefulsissification]

Be careful what you bet on!

[forciblyfeminised]

Too late!

[forciblyfeminised]

Chris is becoming a pretty girl

[maryjbukkake]

Me, me, me.

[sissywillow121]

I love all of the cute sissy outfits! I love the captions!

[shamefulsissification]

That's me you're talking about.

[forciblyfeminised]

[genderrolereversal]

deviantart.com/alice-albert/art/Blush-2-1288171750

[shamefulsissification]

He felt shy of the girls who came on to him

[sissyfantastiez]

Pretty sissy playing in the woods

[forciblyfeminised]

They dressed him up, took him to the woods, and left him there. How could he get home dressed like that?

[kimsoriginalsissycaptions]

Original artwork and caption by Kim

[sissypredator]

But I got there before the janitor and found sissy wonderfully compliant (maybe somehting to do with the bondage) so I had a happy hour exploring his body and pumping him full of cum, and then the janitor arrived and we started all over again with a gang bang.

[freetheinnergirl]

tasks provided by the trusted and verifed Mistress TsAbbeyChase, she has thousands of them, so she agreed to help me out a little.

[sissypredator]

Come here pretty boy. I'll pull out that butt plug and plug you with something mucvh more satisfying. Thats what you really want isnt it