I think I read somewhere that layering clothing wouldn't be an easy thing to program, but it already happens with some accessories. The problem is always clipping or what ends up on top of the other layer. I'm a scarf fan, too, like Simburian - essential about eight months of the year when outdoors, but also useful in my office, which is normally rather cold. (And I tend to buy clothes for comfort rather than style. Scarves are an inexpensive way to give myself a little more flair.)
There are a number of outfits in CAS that I would like but I don't like the top underneath, or the pants (in a full-body outfit). It was all designed as one item of clothing (it's not as if the shirt underneath actually exists as a separate item). And I do like to use the full-body outfits, especially for categories that aren't likely to be used much. (If I have a toddler who ages up from baby in Winter, it's unlikely that she's going to wear the swimsuit or hot weather outfit more than once, if at all.)
What makes me bang my head against the desk is when the shirt underneath the jacket is a different colour, and when I go to match a skirt or pants to the top, every swatch clashes with the shirt. (The jacket is white, the shirt is light purple. The skirt comes in black with a matching light purple, or white with a medium purple. Or comes in every colour except purple and plain white. Or white that is actually grey.)
