For this makeover, I simply sewed a bolero using Butterick B4731, view B (I purchased this pattern just a few days ago.) I sewed the bolero according to the pattern, except I extended the curve out on the bolero front.
Boleros, especially cropped boleros, naturally want to fall to the side. They have an inherent design issue in that they want to fall back just a little too much, such that they might show a bra strap right about the point where they hit the top of the dress. There are a couple of things to help here: first, make sure the dress has straps so you can pull it up high enough and it doesn't want to sink down; second, exend the front curve of the bolero in a bit, if you are sewing; third, simply safety pin the bolero to the dress in the front on each side.
The challenge with every makeover is finding cloth. I couldn't find an exact match to this dress, so I decided to use a contrast. I picked the black satin for its shine, because the dress also has a shine. Using rhinestone jewelry that is compatible with the rhinestone detail on the bodice helps to coordinate the whole and make it look more pulled-together.
Here are a few more views:
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