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Where The Style Came From

The look for the Annie Hall character in this film of the same name was all Diane Keaton’s doing. In fact, the “menswear-on-women” look, or what we presently call the “boyfriend” look, is what the actress regularly fashioned in her real life. Not that that typically has an impact on the folks making the film. But in this case Diane was also a good friend of writer/producer/director/co-star Woody Allen, and he loved the look, refusing to let the film’s costumer dress her. The style is both modest and neurotic, perfectly fitting the movie’s quirky character.

And Then...

Ralph Lauren finessed the look in the year that followed, and Donna Karan played with it in her fashion line while working at Anne Klein. Others soon followed suit.

Diane Keaton in real life

On the runways, baggie pants and oxfords became popular

The necktie also became a fun accessory for women

Top to bottom:
Diane Keaton as she appeared in Annie Hall (1977); Diane’s clothes in real life matched that of the character in the film; baggy pleated slacks and oxfords were all the rage in 1977-78; women were not shy about borrowing from men’s closets to get this look right.