Yeah I'd definitely like to do some of that!
Next time I do updates to the wardrobe I'd like to add some new slots like a dress slot that takes up top and bottom, a thigh slot, and glasses slot. Maybe a head slot too for headbands and hair ties and such? But yeah probably next outfits I add are going to be for some new slots.
For what scenes I might add with regard to clothes, it'd probably be generic and not tied to a particular piece of clothing for the most part. There's already a hidden "appeal" rating to each piece of clothes that only really factors into tips while waitressing right now, but I'd like to add some NPC interaction to different parts of the game when you're over certain levels of appeal.