I LOVE this. #1 is so beyond fab -- you look absolutely gorgeous. Those cage sandals were a great purchase last year. And we know how well you wear a knit pencil. I would totally keep this. It will be a workhorse for you.
Although I love the chambray best, it looks good with both the black jackets, also. And I'm sure it will look super with denim. How about your new-ish black and white jacket -- or is that too strong and graphic with this?
It will work with many different tops, I think. A sassy sweatshirt style sweater will work as well. In short, this is a no brainer!
It fits perfectly with your goal to SING and it also provides a punch of drama. What could be better?