Here's my tutorial on a quick-and-easy retro 'do.
This is the style we are trying to replicate, somewhat:
I have bangs, and a longer face, and we are doing a daytime look, so my version is different, but you can get that exact look using the following directions.
With prepped hair, (see below), the actually styling will take anywhere from 5 minutes to 20 minutes, depending on how much pratice you've had. Don't get frusterated, the look does take time to perfect. This hairdo works on any length of hair, but if you have long bangs, you have to get more creative at the front by adding them into the side rolls. Retro styles will come out most authentic-looking with one-length hair cut into a U-shape in the back instead of straight across. (See Daniela Turudich's 1940's Hairstyles book for examples of this.)
Disclaimer: These are some silly and terrible pictures, so just forgive me and pay attention to the steps, lol
Things you will need:
-Hot Curlers (Curling irons take too long)
-Hair Brush
-Fine-toothed comb
-Hairspray
-Bobby Pins
-Flower (if you want)
To prep your hair for this style: Wash, conditioner, blow dry. Part your hair to one side and roll in hot curlers all over, setting with curlers coming towards your part. Spray all over with hairspray to lock in curl. Wait 10-15 minutes, take curlers out in a gentle spiral motion, (to get some ringlet action) spray again with hairspray. Gently break up curls by shaking your head and slowly running your fingers through them. If you have bangs, curl them under slightly. You are now prepped and ready to style.
Prepped Hair:
Let's Begin!
1. Make sure your side part is straight and neat.

2. Using your fine-toothed comb, take a section of hair from your part, to behind your ear and grasp section.

3. Tease/ratt/backcomb the back of the section.
4. Smooth out the front of the section with comb and tightly roll towards part. (Depednding on how tightly you roll your hair and how much hair you put into the section, your rolls will be bigger or smaller.)

5. Looking in the mirror, position the roll where you feel it's flattering to your face shape. If your face is long, seperate them farther out to the side like mine. If your face is round, you can have them higher on top of your head and closer to your part.

6. Pin roll in place with bobby pins crossing, (for added stability), until you can shake your head and your rolls won't move. Make sure it feels tight.
7. Hairspray the roll and smooth over with fine-toothed comb.

8. Starting on the other side of the head, repeat steps 2, 3 and 4.
9. Add flower on side where smaller roll is to balance out the look, if desired.

10. Softly brush out your super tight curls for a softer back intrest, if desired. You can also leave your curls springy and bouncy.
11. Tease the back crown of your head so your hair looks fuller.
12. If your hair is one length, make sure it is flipped UNDER, not out. If your hair is layered, try your best to make it look curly, not "flippy".

You're done, dolls!
HAVE FUN! I'd like to see pictures of your styles! And feel free to add your own Retro Hairstyle Tutorials in this thread!