I started with the last image (top hat and sunglasses girl) and did some inerative work to get the first image. I didn't have any end result in mind, I was just playing.
I gave her some pink hair and dragon tattoos, put her back in the forest, and gave her twintails. Then I put her in a black dress, gave her a teardrop tattoo under her eye, and did some inpainting to fix her face and eyes.
Finally, I performed an SD Upscale with the prompt "highly detailed, realistic skin, highly detailed skin, perfect lighting" with a 12 CFG and .1 denoising using ERSGAN_4x.
After noticing the horrible results I got doing a basic upscale of top hat girl (the upscale without much prompt info stripped a lot of the detail away from her), I added the original prompt back into her and got a much better result (included in set).
I applied that strategy to my final girl, and opened up the denoising first to .2, then to .3. I added some freckles and pokies. You can see how the freckles made it on to not only her face, but her chest, arms, and even legs as well, which made the legs look a lot more detailed.
I've been having a lot of fun working with Stable Diffusion.