I thought the 1935 Hoffman at the 2016 EyesOn Design last Sunday was rather aerodynamic for it's day.
I did not take photos this year, found some on the Internet though.
1935 Hoffman X-8 Prototype - Conceptcarz
And I had a soft spot for the 1949 Airstream South Wind Breeze with 1949 Buick Sedanette, owned by Doug and Sharon Cuyler.
Similar to this:
https://www.flickr.com/photos/rexgra...8908?ytcheck=1