Easy Vintage Hairstyles for Natural Curly Hair Look 1960s/Mad Men

Here’s my last tutorial for this series on easy vintage hairstyles for naturally curly hair. 

As I wrote before in the first Natural Curly Hair Tutorial, there is no need to make yourself insane trying to copy the curl level or texture of a vintage style. For a finished vintage hairstyle to look great, I believe the most important thing is to get the silhouette and form right. The silhouette or form in hairstyling refers to the outer shape of the hairstyle. Manipulate your curls to emulate the silhouette and you are ready to go. 

For this style, the silhouette I’m going for is the bouffant look of the early and mid-1960s. 

For a Mad Men/1960s hairstyle,

follow these steps:

See the 1940s/WW2 natural curl hairstyle here:

See the 1950s/Atomic Era natural curl hairstyle here:


Section a small piece at the bang area and gently comb it forward over the forehead. For just this one look it might help to use a large barrel curling iron or straightening iron to get the front section to swoop over to the side nicely.


Direct it forward and to the right with your fingers. Roll the ends into a small pin curl.


Pin the curl at the hairline.


Pull the rest of the hair back into a ponytail leaving the hair loose on top of the head.


Flip the curly ponytail up on top of the head and push it forward to add height to the style. Pin everything in place.

Final Style

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  1. I love this look. This is exactly the look I was wanting. I have long hair, my shortest later in front comes past my shoulders. Do you have any suggestions for creating that front bang look without ending up with a big lump on the side from the length? Thank you so much!

  2. Yes! I love all of these posts so much! I love 1940’s-1960’s fashion so, so much and I also love my curly hair! It feels like those two things can’t happen at the same time. I can’t wait to try these with my favorite sweater set or a puffy holiday dress! Thank you for helping curly girls feel vintage!

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Welcome to the Bobby Pin Blog! I am Lauren Rennells and as a hairstylist, makeup artist, writer, and generally artistic over-achiever, the Bobby Pin Blog is my outlet for thoughts and research about vintage hair and makeup trends and how to recreate them today. Thank you for stopping by!

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