I've actually done it, 50 days of The Challenge, and here is the grand finale outfit:
My very awesome (well, it does have anchors all over it) Vivien Of Holloway dress. The cardigan is from Collectif, and the belt vintage. I got some funny looks today, but also some lovely compliment, all in all a success I'd say.
Thank you for following The Challenge, I will do a little round up shortly of course, and Rockintage will continue nonetheless, now that I've gotten into the swing of things, daily outfit posts will continue!