I'm thinking (after SYC -- next summer) that I will invest in a pair of Remix Vintage sandals -- the Picasso -- a 1940s style. Originally I wanted dark brown but now I have dark brown clog sandals, so maybe I'll go with dark red. Dark red was an authentic vintage 40s color. I'll have to wear the shoes with more modern pieces so I don't look like I'm in costume. I haven't seen the shoes IRL yet so this is still a wish list item (I have heard they are very comfortable though).
http://remixvintageshoes.com/picasso.html (click on the "more views" to better see the "granny" shoes)
My other reward purchase might be a pinstripe grey suit (with jacket, pants and skirt) similar to the one Angie posted.
Or... I think I may order a dress from Heart My Closet on Etsy (thanks to another YLF thread), so I'm thinking this one: (but I would do it with a swing skirt instead of a wiggle-pencil skirt)
http://www.etsy.com/listing/61.....wiggle-all