I’m off to Royal Ascot on Saturday for the first time with my lovely friend Ruby and her family. I’ve been to the races before (my mate is a jockey), but we know this is another level! Although I’ve had months to prepare, I have obviously left full outfit planning to the last minute and so this weekend had a mad online shopping panic.

We’re in the Royal Enclosure (I know, get me) and as such, the dress code is very formal. As much as I love wearing jeans and trainers to work, I’m pretty excited to be getting dressed up! One of the things I hadn’t properly considered was that I need some decent headgear. And by decent, I mean a headpiece with ‘a solid base covering a sufficient area of the head (4 inches/10cm)’ if I’m to get let into the enclosure (and for Ruby to still be friends with me).

Whilst browsing for said headpiece I chuckled to myself, as I’ve inadvertently stumbled across an item which my boyfriend will hate, whichever colour/style/size I choose. Here are my top picks!


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‘Why are they not straight?!’ Monsoon, £49; Monsoon, £49; ASOS, £55


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‘That’s definitely inside out’ John Lewis, £90; John Lewis, £125; Accessorize, £35


Ok, bear with me on these ones. I couldn’t resist including because they are, quite frankly, ridiculous (with a price tag to match).

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‘Birds nest, antelope, mop’. All Phillip Treacy at Harrods; £2250£2250; £1950 – bargain! 

Which sort of headpiece would you wear to Ascot?! I’m still dithering, but will update you all next week!

Olivia x

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