Wow, lots of really helpful feedback. The cropped looks seem to be favored, and that makes sense to me too - with all the volume it helps lengthen the leg line a bit.
Rae, the shirt is actually silk - a plaid silk Equipment shirt from fall that I loved but never picked up...
http://www.theiconic.com.au/Br.....53801.html
Jonesy, so happy to see you around! Yes, shoes would make a big difference. I'm in the process of a shoe/boot overhaul, selling a few that I've hung onto irrationally, and when those pay off I'll be looking at some better shoe options for the slouchy look, which I intend to embrace wholeheartedly!
Jeneva, the idea of intentionality is important to me, so thanks for bringing that up.
As for looking fat, I had to step back and think about this idea after my initial and sadly predictable reaction of "OH NO!". Obviously, I'm not thrilled with the F-word, and it's likely Anna's not the only one who might see that aspect. On the other hand, I'm certainly not always focused on conventional figure flattery. These are an XS and with all the room in them, I'm certain it's intentional. I've always liked to create volume on my bottom half to balance my shoulders and for the fun of a slouchy silhouette. I realize some will have a poison eye for this look and I'm okay with that - I have my own poison eyes.
And thank you to those who feel this can be a flattering look - it reassures me that I'm not out of my mind.