Theresa May's most talked-about fashion moments of all time

Danielle Fowler
Freelance Writer
As Theresa May bids farewell to Number 10, we chart her most talked-about looks to date [Photo: Getty]

To bid an emotional farewell to Number 10 this afternoon, former Prime Minister Theresa May played one last sartorial move in her go-to Tory blue suit by Daniel Blake.

Though it’s not surprising, as the 62-year-old has kept fashion devotees fixated on her Downing Street wardrobe over the course of her three-year tenure.

With a strong and stable relationship with British labels including L.K Bennett, Amanda Wakeley and Vivienne Westwood - May has continued to fly the blue and white sartorial flag.

While her penchant for jazzy footwear has continued to entertain the nation courtesy of those red-lipped ballerina pumps and her ever-growing collection of leopard print kitten heels.

From her ‘first day’ look to a surprising Frida Kahlo tribute, we chart Theresa May’s most talked-about outfits of all time.

Flying the British fashion flag

The newly-appointed Prime Minister decided to fly the British flag in a £695 coat by Amanda Wakeley for her first day in office.

It was a tactical fashion move too, as her neon-dipped outerwear was surely designed to convey a sense of confidence.

Theresa May wore an Amanda Wakeley coat for her first day in office [Photo: Getty]

Giving the nation a not-so-subtle hint at her forthcoming love affair with clashing prints, she finished the ‘first day’ ensemble with a pair of £165 leopard print L.K Bennett shoes - which promptly sold out.

A royal fashion moment

To welcome the President of Columbia to the UK back in November 2016, the Prime Minister joined the Queen and Boris Johnson for the Horse Guards Parade.

Careful not to upstage her Majesty, who chose a lime-hued co-ord by Angela Kelly, May dressed in an L.K Bennett tweed jacket paired with a matching hat and leather gloves.

For the royal event, Theresa May opted for a tweed jacket by L.K Bennett [Photo: Getty]

Bringing a touch of May magic to the ensemble, she wore a pair of her favourite Russell and Bromley shoes - the £175 Vivacious Bow Trim Courts for those asking.

READ MORE: Everyone used to curtsy like Theresa May, expert reveals

The 'lucky suit'

Dressed to kick-start Brexit negotiations in January 2017, May dug her Black Watch Vivienne Westwood suit out of the closet and paired the tartan co-ord with well-polished Russell and Bromley loafers which retail for £215.

Theresa May dug out her favourite Vivienne Westwood suit for the keynote speech [Photo: Getty]

The former Prime Minister was first photographed in the £1,190 suit back in 2013 and it soon became widely known as her "lucky suit", as May was famed for wearing the look to tackle difficult political decisions.

Fun fact: Cara Delevingne famously wore the look for her 21st birthday party.

Her go-to leopard print kitten heels

Ever since May stepped out in red-lipped ballerina pumps, the nation has been well-informed of the Prime Minister’s penchant for out-there footwear.

Theresa May wore a pair of her favourite leopard print shoes for a meeting with Nicola Sturgeon [Photo: Getty]

So it came as no surprise to see her wear a pair of her favourite Russell and Bromley kitten heels (in go-to leopard print) to meet Nicole Sturgeon ahead of the triggering of Article 50 on March 27, 2017.

The tailored camel coat

Championing Amanda Wakeley once more in March 2017, May chose a chic tailored camel-hued coat by the British designer for Prime Minister’s Questions.

For Prime Minister's Questions, Theresa May kept warm in a camel coat [Photo: Getty]

A chain-link necklace, also by the eponymous label, complimented the look.

The snap election pinstripe look

To surprise the nation with a general election, the Prime Minister wore a pinstripe skirt suit by Daniel Blake.

To announce a snap election, May chose a pinstripe co-ord by Daniel Blake [Photo: Getty]

Her signature leopard print kitten heels from L.K Bennett finished the ensemble.

The Amanda Wakeley power suit

May surprised fashion critics by opting for a Labour red ensemble for a trip to Maidenhead where counting was taking place for the general election.

Theresa May surprised the fashion crowd in a bold red ensemble for a trip to Maidenhead [Photo: Getty]

On a less surprising note, the skirt suit was by Amanda Wakeley’s 2014 Cruise collection. A glossy pair of L.K Bennett shoes in a matching hue completed the look.

The now-famous Tory blue skirt suit

For the G20 meeting in Hamburg back in July 2017, May championed Tory blue in a cobalt skirt suit by Daniel Blake. She first wore the ensemble on the day she was elected as MP back in 1997 - thrifty, huh?

Theresa May dressed in Tory blue for the 2017 G20 Summit in Hamburg, Germany [Photo: Getty]

Politics aside, she accessorised the look with a pair of fun Charlotte Olympia pumps in, you guessed it, leopard print.

The surprising Frida Kahlo tribute

May’s keynote speech at the Conservative Party Conference back in November 2018 will certainly make the history books for all the wrong reasons courtesy of a protestor and her countless coughing fits.

The former Prime Minister graced the headlines courtesy of her accessory game [Photo: Getty]

But it was the Prime Minister’s surprising accessories game which really stole the headlines, as she wore a bracelet emblazoned with the face of Mexican artist Frida Kahlo.

READ MORE: How to prevent an embarrassing coughing fit

The resignation co-ord

Theresa May chose a punchy ensemble to announce her resignation on May 24, 2019 [Photo: Getty]

Perhaps in a bid to lighten the sombre mood, May stuck to positive hues once more to announce her resignation in a tangerine-hued skirt suit by go-to tailor Daniel Blake.

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