I recently got my hair cut into a one length bob thinking it would be perfect for setting in pin curls a la Marilyn Monroe but I pin curled it using my typical Rita Hayworth/ Dita von teese style it just looked awful even after a brush out. 

So has anyone got any ideas how I can make this style look more vintage? 

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Perhaps a youtube search for short pinup hairstyles will help: http://www.youtube.com/results?search_query=short+pin+up+hairstyles...

It definitely helped me with how to style my shoulder length hair.

you probably pin curled them too tight, maybe use a curling iron or large/jumbo hot rollers that would give you a looser curl

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