The Best Dressed Men, And Mothers, At The 2020 Oscars

10 February 2020
Oscars, Academy Awards, Red Carpet, Style, Menswear, Best Dressed, Oscars 2020, Rami Malek, Brad Pitt, Mahershala Ali, Saint Laurent, Ermenegildo Zegna, Keanu Reeves, Once Upon A Time In Hollywood
All the (stylish) winners from last night's Academy Awards

The 92nd Academy Awards took place in Hollywood this evening, and with it, some of the world's most stylish men stepped out and showed us what they were made of.

Read More: Afghan film Learning to Skateboard in a Warzone wins an Oscar

While not everyone could home with a physical award, in the style stakes at least, there was plenty of merit on offer, just for taking part.

It's never an easy task to dress for The Oscars, especially if you want to win points for style as well as substance. The dress code is traditional Black Tie, which style purists will tell you dictates a tuxedo, a white shirt, a bow tie and dress shoes.

But the purists have clearly never seen Timotheé Chalamet in a silky, navy blue, Prada tracksuit. Worn over a white shirt and black boots, it's a look only a young, annoyingly handsome man could pull off (imagine Bradley Cooper trying to make this work) but boy does he nail it. There's also a nod to tradition for the aforementioned purists, as the tracksuit has black panelling running along the seams of the legs and shoulders- a-la-silk stripe on your tuxedo trousers.

Elsewhere, two former Oscar winners, GQ Middle East's inaugural cover star Rami Malek and Mahershala Ali broke Anna Wintour's golden style rule, never dress entirely in one colour and pulled off the night's best dual-flex. Both wearing double-breasted black suits, black shirts and black bow ties, they should have looked like bouncers. Instead they looked like mega-watt movie stars. Sorry Anna, we don't make the rules.


Malek was wearing Saint Laurent by Anthony Vaccarello and Ali rocked Ermegildo Zegna. The secret to their success? Different fabrics produced different tones of black so they didn't look like cat-burgalurs. 

Brad Pitt meanwhile played it safe, and all the better for it. If you're up for, and eventually win, your first Oscar —in Brad's case for his role as Cliff Booth in Once Upon a Time In Hollywood, you want pictures that will stand the test of time.


A black, velvet shawl-collar tuxedo from Brioni, white dress-shirt and black bow tie is as classic as they come. But in this case, we'll make an exception and say the purists were right.


Finally, in a style flex of epic proportions, Keanu Reeves brought his mum as his date and, well, she bossed it. Looking every inch the mother of John Wick, Mrs Reeves' eight-button, double-breasted ivory tux was a knockout blow. Keanu, clearly a man who knows when he's beaten, played it safe in a three-piece black tuxedo.