So these are just a bunch of silly doodles I colored of R Dorothy Wayneright modelling some 1950s inspired dresses (some of them referenced from the fashion brand Stop Staring!).
It always sorta annoyed me that we never got to see Dorothy dress how she would have- The green dress was Soldano's choice for her, the red dress Timothy Wayneright's, then her usual outfit was in line with Roger's rules. Roger and Angel got to have different outfits of their own choice, but poor Dorothy was dressed like a doll by men who quite often viewed her as a child (even when she proved she was wise beyond her late teenage shaped body.
(Who knows, maybe if we'd gotten a third season, when they wanted to give Roger and Dorothy their 'perfect world' aka Dorothy was human... we'd have gotten a saucy redhead with a sarcastic streak and a killer wardrobe.)