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I would choose to go back to the '40's....I don't really care what year. I'm not so much facinated by what was going on, but that life was much simpler back then. Our generation never got to experience simple living and I think that really sucks.
Anyway, I'd buy lots of those fancy hats with the weird flowers and veils and stuff that the flappers used to wear.
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Flappers were big during the roaring '20's which is the time I would like to visit. I would also include a safari with Teddy Rossevelt on the agenda.
Here is what women were wearing in the '40's:
