This isn't a proper tutorial, just a few photos for your own inspiration...
Since my back hair is too long for a truly 1940s look, I always have to be creative about what I do with it. I found a quick roll to get it out of my way while working well for hats, and if my front hair is done right, can look very Period.
Do the front hair first and when it suits you, starting on the right side of your head, lift and roll the whole way around, picking up fresh sections as you go. Keep it nice and loose, as long as it feels secure.
Wrap the leftover tail across the top of your head and secure it on the other side with a barrette. Use bobby pins to keep ends in and add security. It stays well and frames the face. Plus, it's quick, especially for an updo! I also use a short comb on this roll. You want to tuck it well down so it's not visible, if possible.
So there's my version of a Retro Roll! Normally in movies when I see them wearing a roll like this it is done with short hair curled at the bottom and probably secured with bobby pins - like an upside down pageboy. But with longer hair you have to get the tail out of the way.
Now I'm ready for some Glenn Miller Christmas music! :-)