Trans Bimbo Comics & Captions

Housecall

Chastity 101

Chastity Contest Winner 🔐

Attitude Adjustment

Classic Post 🌟 c. 2020

Classic Post 🌟 Circa 2020

Wardrobe Change

Seeing what...

Classic Post 🌟 Circa 2020

Classic Post 🌟 Circa 2020

Mistress presenting her sissy...

Classic Post 🌟 Circa 2020

A Traveling Assistant

Sissy Maid in Public View

Classic Caption 🌟 Circa 2020

Top of the Class

Classic Caption 🌟 Circa 2020

An Incentive to Own

Classic Caption 🌟 Circa 2020

Ready for inspection

Your lil’ maid 💖

Sissy Maid Academy

TG Transformations (Revisited): Sissy Maid Training

The Sissy Maid Academy always delivers!

The Department of Milking and Ruined Orgasms

Our Little Secret

A sissy's first night...

Plugged and Locked

A chance for sissies to shine...

Preparing for the real thing...

Sissy Shopping Trip

Preparations

Dressed and ready to serve

Properly Trained

Chastity Inspection

Nod Your Head

A Sissy's Proper Place

Strict Mistress

Study Abroad Program

High Heels Punishment

She can't fight her programming...

Sissy Maid House Hunting

An evening of carnal delights...

An evening at a 5-star hotel...

Sissy Shopping Assistant

Service with a smile

High Tea

Standard of Excellence

A Mistress demands excellence

Sissy G-Spot