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The TV series Mad Men plot starts in 1960, where we can see that hairstyle is mostly short, greased, combed, flat and facial hair style is freshly shaven.

Matthew Weiner seems to have worked close to mid/late 60s reality and trends for his characters and we can notice most of them adopting various trends that were growing popular back then. For facial hair: big beards, whiskers, moustache... For hair: ungreased, uncombed, mid-long.

However, Donald Draper stays always the same and keeps his hair flat, greased and combed. I think that this is meaningful for the character development.

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    I don't have a source yet to back this up and make into an answer, but my guess has to do with the way Don was raised and some of the experiences he had in childhood during the Depression Era (I think he was born in 1926). One also has to consider that Hippie culture (a lot of facial hair on men) emerged towards end of the sixties and that it was the younger generations that ended up having mass facial hair, rebelling against "the establishment", which Don was apart of. In addition the character was chronically depressed. – Darth Locke Nov 15 '18 at 17:17
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    I will try to source it but the way I see it is mainly two-fold: 1) from a storytelling point of view, despite his existential doubts Don remains an extremely confident person: think for example on how he views his advertising work, he is never seeking for someone to validate his idea, whereas other characters (Peggy, Pete) are often seeking his approval. In that sense, he does not adhere to fashion trends, like for example Roger Sterling does (whose look evolves throughout the show) because he has his own style and he is confident about it (cont’d). – Tripoelca Cosalbar Ymos Nov 15 '18 at 18:31
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    2) secondly, and this is more speculative, I wonder whether Matthew Weiner kept Don’s (facial) hair style (and his general style) unchanged in order to give some anchor to viewers: if all the characters in the show had abruptly changed their hair and clothing style from season to season depending on evolving fashion trends, part of the audience might have lost the emotional connection to the show. Keeping Don practically unchanged would thus be a way to ensure the cyclicality every show needs so that the viewer knows that at least some things won’t change. – Tripoelca Cosalbar Ymos Nov 15 '18 at 18:37
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    @TripoelcaCosalbarYmos Those comments would be a reasonably good answer – user568458 Dec 13 '18 at 9:04

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