I think this dress is rather lovely. Long or short would do. I think a pair of rugged boots, a slouchy bag, and glamorous bracelet would make it work for me. A simple braided up do would round it all out nicely. Of course it is in the 30's so perhaps a cute cropped jacket would be needed. Then again this little get up is just a dream so in my dream it could also be in the mid 70's.