I think your perception of what dressing casually is will be dramatically skewed by where you are in the US -- as will what you deem to look slovenly. I think t

I think your perception of what dressing casually is will be dramatically skewed by where you are in the US -- as will what you deem to look slovenly. I think that the two are relative -- dressing casual for your location is doing something to distinguish yourself from the lazier crowd. I also think that using lookbook models as examples of casual dress is going to be excessive outside of fashion hubs. Their clothes are tailored well, layered appropriately with appealing, seasonally appropriate color schemes -- outside of a well curated closet, these aren't going to be looks that you'll pull out every day. And if your wardrobe is well selected, you probably are dressing a little more than casually. Also, I would say that skinny jeans are a pretty gender agnostic article of clothing now. And again, I think location comes into play. You're going to see a disproportionate number of women wearing sundresses/skirts in the south etc. I do think that in larger cities this is much less of a thing.