Trans Bimbo Comics & Captions

Happy ( • )( • ) Tuesday

Hope you are having a lovely week so far 🖤

Let’s kick of a great week! 👠

Hope it is a good one for you 🙂

Locked Up 🔐

There is no going back now 💖

Happy FriYay!

Playing with an alternative look again 🖤

AU/AI Jessica Presley 10

It is uncanny and a step beyond The Uncanny Valley. I ladore the lingerie the fan prompted 💖

Happy ( • )( • ) Tuesday!

Au naturel except for…

It has been 8-and-1-half months since I got my boobs done again and so far, so good! I like the way these 1450cc implants feel more than the 1200cc implants I had pr...

Celebrating

After a job well done, Mistress enjoys the company of her personal sissy maid 💖

Back in black 🖤

Continuing to explore alternative looks 👀

Classic Post 🌟 Circa 2020

If only there was such a thing as a Pleasure Ball to attend 💖

AU/AI Jessica Presley 9

Another fan creation producing interesting results. Imagine what AI will be able to achieve in the years to come as it continues to learn and evolve. Kinda scary to ponder 🤔

Happy ( • )( • ) Tuesday!

Hope your week is going well so far 🖤

Do not disappoint Mistress

Sissy Maid Kelly retired many moons ago. This was the last bit of news I could find:

🤍💙🩵

Working on new content to share 💖

AU/AI Jessica Presley 8

This AI creation by a fan definitely freaks me out a little 👀

Mistress presenting her sissy...

...for a proper inspection!

Mrs. Silk left us long ago but her influence can still be felt through all the years 💖

Happy ( • )( • ) Tuesday

Hope your week is going well so far 🤍💙🩵

Classic Post 🌟 Circa 2020

Having fun going through my early projects! Definitely inspiring me to continue working on new captions to share 🙂

Wedding Night Lingerie 👰🏼

Text and graphic design by Ethical Captions

AU/AI Jessica Presley 7

I thought this was a very interesting alternative version of me from the still-evolving AI world. Definitely some anatomical issues but overall a fascinating take.

Good Girl or Bad Girl?

Text and graphics by Ethical Captions

A Moment of Reflection

A Mistress will sometimes pause to enjoy the work she has done to create a sissy maid but then remind her servant there is still much more transformational progress to come...

Classic Post 🌟 Circa 2020

4th of July festivities are underway and this sissy maid will be quite busy and popular with guests 💖

A Traveling Assistant

I read that this past Friday was the busiest travel day ever in the US ✈️ It would be so lovely to have a sissy maid with you to help make the process go by more pleasantly 💖

AU/AI Jessica Presley 6

An office receptionist in the AI world 🤖👩🏼‍💼

A New Role

Sissy does indeed look so much happier now 💖

Classic Post 🌟 Circa 2016

I definitely want to do more office looks again soon 👩🏼‍💼

Let’s kick off a great week 👠

Working on loads of new content to share. Ajay writing a lot. Excited to be creative 💖

Sissy Maid in Public View

Have you noticed this too? Perhaps it is you ☺️

AU/AI Jessica Presley 5

Another entry that quite shocked me upon first viewing! Still does in some ways. AI is not there yet but the scary thing is it continues to work towards its goals. And unlike artists, it does not n...

Classic Caption 🌟 Circa 2020

So humiliating when a sissy receives their size assessment and recommendation 💖