Everything works, with the exception of the trousers. The trousers should be worn with high heels of platforms to get them off the ground. That will not only add a little more swish to the fabric but also make the trousers stay cleaner (NYC sidewalks!) and last longer. Alternately, the trousers can be hemmed up.
Regarding the length, you sound like my mom when I was a teenager. The point was to have the wide leg of your pants drag on the ground even in platform shoes. For jeans, un-hemmed and frayed was the best.
Apparently that was a New England Mom thing–I heard it too!
And I had the same response you do: for wide-legged pants, touching/dragging the ground (at least around the heel) is key. My own preference is hemmed jeans that have a nice little semi-circle worn out of the back of the hem…
Premier example of style and swagger in The Big Apple! The ensemble is classic and clever at the same time, and the find of the bag (with the art work that is a subtle depiction of her) and the bold, old- school hoops with the proper size for her face just complete the look flawlessly. And sometimes, when the look plays this way, you just don’t give a darn about the pants getting a bit dirty. That’s for your dry-cleaner to fret over. Can’t get them clean? Oh, well, guess I’ll go shopping. I’ll miss shots like this in November.