Lipstick, Powder and Pants

I’ve spent much of the last week wearing a men’s fragrance and it got me thinking about some of the great female style icons who made cross-dressing both elegant and sexy. And nobody did it better than Marlene ..

Mind you, she wasn’t the only 1930s style queen to embrace cross-dressing – Katharine Hepburn was another fan of trouser suits and brogues, and – unlike Marlene – she continued to sport the style throughout the rest of her life. Here she is in a favourite shot from the 1940s.

Other style heroines of mine, including the great photographer Lee Miller, have dabbled with elements of the male wardrobe. Carole Lombard was often photographed wearing skirt suits with very mannish jackets, or off-duty in checked shirts, rolled-up jeans and brogues. I love this picture of her wearing a very masculine jacket and trousers with her high-heeled Mary Janes.

Sixties style icon Bianca Jagger set a trend for white trouser suits but few women could have carried off this Charlie Chaplin-inspired ensemble as beautifully as she did.

The only other person of her generation who could – and did – was Diane Keaton whose own naturally quirky style was showcased in the brilliant 1977 comedy Annie Hall.

And if a trilby is more your taste in headgear, then take a leaf out of Judy Garland’s book and team it with a slimming black tux and a great pair of legs …

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