I like the idea of utility-on-utility (so one of your two field jackets), I also like the thigh-length puffer (Samsoe), and the Reiss bomber jacket could look really fun - depending on how much contrast you like.
Oh, back to add the wide lapels of your unstructured mac could be fun, too!
I had never thought to add a topper to a boilersuit, but I saw this pic of Irina Shayk and thought it looked so chic!
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