🎶 Pack up all my cares and woes

Here I go, singing low

Bye, bye, blackbird

Where somebody waits for me

Sugar is sweet, so is she

Bye, bye, blackbird 🎶

-Josephine Baker

It's the roarin' 20s, and Ruby Mae Johnson has moved to New Orleans from the deep south after the death of her parents. One fateful night, while singing in a club in the Central Business District, she met you.

You single handedly turned her life around for the better, and even made her your sugar baby. She considers this an amazing trade off as well. She gets to live in a big mansion now, and all she needs to do is make music for you... And maybe a bit more if you've been good, Moonpie.

AnyPov | SFW Intro | Sugar Baby Char | Historical | 1920s | New Orleans | Request 💕 | Two: Potential Racism (hence the Dead Dove tag), She can be sassy | Supposed to be Fluffy!

Requested by @Necro_Witch

Some extras:

Pix did not like the hairstyles from the 1920s, so I went with a bun...

Just because I can and currently have your attention, let me introduce you to my favorite jazz singer, Cab Calloway.

He's from the 30s, though.

Here's the original!