Being asked to judge a Fashions on the Field event is such an honor for me. My first international invitation was two years ago, at the Ellerslie Prix De Fashion races in Auckland. This year’s Wellington Cup was my second.

The lovely ladies, Bridget, Lucy, Jess and Caitlin from the Wellington Race Club committee invited me to come on board the judging panel for their biggest race day of the year, Wellington Cup Race Day. I didn’t have to think too hard about it. Yes please!

The Night Before Wellington Cup Race Day

I caught the early Friday morning flight and was met at the airport by the lovely, bubbly and kind Bridget. She took great care in chaperoning me around, making sure everything went smoothly and ensuring I had a fantastic time!! The volunteers at race clubs really do so much hard work and such a commendable job.

The beautiful Rydges Hotel was my home, as they sponsor the event. I found myself in a luxurious Superior King room- talk about making me feel like a VIP!

Rydges Wellington Hotel room

Image: Rydges Wellington. Rydges is central to everything, within walking distance to restaurants and cafes. The staff are all super friendly too. If you’re having a trip to Wellington, I definitely recommend staying here.

After checking in, Bridget and I had a scout around at the shops in town which allowed me to get a feel for the city. I will definitely have to make a proper trip back to do some serious sightseeing- I’ve heard just an hour away there are a bunch of wineries all within walking distance of each other with beautiful scenery too- sign me up!

While in town, we popped into the hair salon that sponsors the event as they would be doing my hair the next morning.

Buoy Salon is amazing! If you’re ever in Wellington and need some hair play, pop in here! It is on the top floor of a building with plenty of glass windows and natural light. All the workers there are so hip and trendy, rocking some seriously lush and enviable hair. No wonder they’ve won numerous hair awards and trophies. I was in good hands and looking forward to my return the next morning to have my hair styled by Michael Beel. I crept his Instagram and saw he was awarded NZ Hairdresser of the Year three times!

Bridget and I had a delicious dinner at an Asian restaurant in town, called Dragonfly. I definitely recommend it, and you must order the ‘three cheese parcels.’ My mouth is watering just thinking about them!

asian restaurant cuisine

Getting Ready for a Day of the Races

It was a relaxed start on Saturday morning, getting up at 7am to head down to the buffet breakfast- I LOVE a good buffet. Especially when I’ve got a forgiving outfit planned. I could eat as much as I wanted :D

rydges hotel buffet breakfast scrambled eggs baked beans potatoes

Tummy full I headed to Buoy Hair where Michael did me a fabulous big classic bun. I don’t have very long or thick hair so I always use padding to puff my hair out!

milano imai purple peacock millinery turban

milano imai purple peacock millinery turban with big bun rear photo

I love a big classic bun and having your hair styled on race days is a must! It helps to balance out your millinery- let’s be honest here, this piece would look a little big for my head if I had just done my hair by myself in a small bun or ponytail.

The outfit I decided on was my favourite purple, hot water bottle dress. I chose this dress because it was the only dress I owned with long sleeves, and when I packed, the weather forecast for the day was cold and windy. It actually turned out to be sunny and quite nice! I have worn this dress about five times before!!! Talk about a serial outfit repeater, but if you love it- wear it!

milano imai purple dress worn multiple times restyle rewear recycle adapt change

Just a few outings haha! I definitely got my money’s worth for this dress!

I was also dying to wear the Peacock Millinery Turban I had made by Belinda last year. It’s one of my favourite millinery pieces, so lightweight and easy to wear. I love how it looks so regal, though some racegoers said I looked like a bunny, so maybe I’ll wear it again at Easter time haha.milano imai racing fashion blogger purple dress with purple turban

The Fashions on the Field Judges and Prizes

Judging contemporary and classic categories is quite hard. I wrote a blog about it here.

When there’s a themed FOTF competition, entrants get rightfully annoyed when judges don’t stick to the theme and the rules. It’s a bit unfair. So, I always take extra care to abide by the guidelines. There’s no point having a theme if the judging isn’t going to honor it.

For contemporary and classic, there is often a lot of trouble deciding what category to put yourself in. It is also up to the judges’ interpretation of what they think classic and contemporary racewear is. Confusing.

Alongside me on the judging panel was Julia Leuchars, marketing and brand communication director and co-designer for Trelise Cooper, Stephanie Murray, Wellington Race Club Fashion Ambassador and Mathias Te Moananui, winner of L’Oreal NZ Hairdresser of the Year 2016/17. A very stylish bunch indeed!!

fashions on the field judges bio

wellington cup race day 2020

Wellington Cup has a variety of FOTF categories to enter. Firstly, there is Maiden of the Carnival, which is for ladies and gents that have never won a FOTF category before. Then there’s Classic Lady of the Carnival, Contemporary Lady of the Carnival and Gentleman of the Carnival.

fashion competition theme categories

From each category there is a 1st Place, Highly Commended (2nd Place) and Millinery winner. From the winners of each category, a Supreme Winner is then chosen to take out the grand prize. And there were some amazing prizes on offer too including shopping sprees, hotel stays and hair packages!

wellington cup fashions in the field prizes

Image: wellingtonracing.co.nz/fashion-in-the-field

Wellington Cup Category Winners

Maiden of the Carnival

We started with the Maiden of the Carnival Category. I love the idea of this category because it’s for ladies and gents who have never won a category before. It is a great way to encourage newbies to have a go without the pressure and intimidation of going up against more experienced competitors.

Our winner was a lovely lady whose name I didn’t catch! She wore a beautiful pink and red polka dot dress featuring a pleated skirt. She accessorised with a red boater, white bag and heels. She really nailed this outfit!

pink dress with red polka dots red boater hat fotf winner

race day photo on stage fashions

Images: facebook.com/WellingtonRacingClub/

Our runner up winner wore a purple and blue floral printed dress. We especially loved the way she accessorised her outfit, even wearing two different coloured thin belts together, a clear clutch with purple insert, pink gloves and lilac strappy shoes! She did a wonderful job.

purple blue floral dress and purple wide brim hat

Image: facebook.com/WellingtonRacingClub/

Our Millinery Winner made her own hat! We loved the geometric cut-outs in her hat which we later learnt was a place mat she had painted and shaped. She added some pink flowers to the underside to tie in with her pink top.

diy headpiece placemat geometric cutout pink top

maiden of the carnival millinery winner

Images: facebook.com/WellingtonRacingClub/

Classic Lady of the Carnival

For our Classic winner, we couldn’t go past Gabby. We loved the silhouette of her dress, which embodied classic racewear. She wore an elegant off the shoulder turn over which finished to the side with a tie, and a midi length pencil cut skirt. She accessoried her outfit beautifully with contrasting blue accessories, including an acrylic marbled blue handheld bag, red and blue stone earrings and a textured raffia boater by Claire Hahn Millinery. Gorgeous classic attire.

classic lady of the carnival winner wellington cup

Gabby is so cute, when her number was called as the winner she was clapping away, looking around, not even realising it was her!!

red dress with blue accessories race day

I also love hearing about fun (stressful) behind the scenes stories of race ladies. Gabby said that she had a disaster start to the day with her hair and makeup lady mixing up the day of her event and not being able to do it, but she managed to find another lady to fit her in! I love a happy ending!

Our runner up was Eleanor, who wore a stunning white satin Aje dress with a yellow and black floral print. The dress was slightly risque for classic racewear, featuring an open back and sides, but the overall look and styling was very classic. I loved her Monika Neuhauser black disc hat with veiling on the underside, the silhouette looked very classic Dior.

yellow and black floral print dress classic lady category

race day style yellow and black floral print dress dior hat

I love seeing photos of Eleanor, she is always so poised and beautiful in every photo!

Our Classic Millinery winner was Claire Hahn. Everyone adored her hat! It was shaped like a rear facing beret, made in a cream vintage material, and had a big upside down green bow with a brooch. Her outfit was incredible as well, we all loved the green and pink together and her styling is always on point!

classic millinery winner claire hahn

Image: facebook.com/WellingtonRacingClub/

claire hahn millinery winning piece wellington cup

I’m a little bit obsessed with Claire’s style, I love seeing all the quirky, creative things she wears!

I would like to also give a special mention to Toni, who wore a seriously spectacular hat by Maree Tong Millinery. We did feel it was a bit more contemporary than classic, but loved the structure and sculpture of it nonetheless!

Maree Tong Millinery beautiful structure and sculpture hat

pink and aqua coloured hat and dress races

Images: facebook.com/WellingtonRacingClub/

Contemporary Lady of the Carnival

Our Contemporary category winner was June, who wore a custom blue and white stripe dress by Mark Blake. She had thoughtfully styled her outfit from head to toe, incorporating all elements. I adored her shoes. She had painted the points brown and cleverly included a woven shape that sat in her clear clutch. If it had been left empty, the clutch may have not meshed with the outfit so well. Her millinery was a woven straw Breton, by Irene from Moore Millinery Designs. The overall look was very well put together and modern.

Contemporary category winner June

blue and white striped dress orange accessories straw breton hat

Images: facebook.com/WellingtonRacingClub/

Our runner up was Aleisha, who wore the most fabulous green and white Mackenzie Mode dress. She looked phenomenal and finished her outfit with a rear sitting pill box with bow, veiling and a green clutch. She said she accidentally left her belt at home, which would have been a nice finishing touch to the outfit.green and white Mackenzie Mode dress

The Millinery winner was Sara, who wore a green and orange piece by Claire Hahn Millinery. The texture of the hat was unusual, along with the brightly coloured painted ends. The hat was unique and modern, and matched perfectly with her pink printed dress and green accessories.

unique modern green hat with brightly coloured painted ends

Image: facebook.com/WellingtonRacingClub/

claire hahn millinery hats

Two fabulous ladies in fabulous hats! Both by Claire Hahn Millinery.

Gentleman of the Carnival

I love seeing how men style their outfits to stand out from the crowd! Some people might think men are limited in what they wear, as suits can look quite similar, but you can always play around with colours, styling, print clashing and add extra unexpected touches to make yourself stand out.

Our gentleman’s winner was George from Melbourne. We couldn’t go past his fresh colour palette- perfect for Summertime racing and accessories, which he really pulled off. It was the detail in George’s outfit that had the judges ooh’ing and aah’ing. His cap was hand painted by Zorza from Taboo Millinery, he had an embroidered bow tie and hand painted and crafted lapel flower. His vintage binocular case and cane were a bit of added extra fun, finished with tan shoes.

wellington cup male gentlemen fashion winner

Image: facebook.com/WellingtonRacingClub/

hand painted mens hat by taboo millinery

Spectacular hand painted hat and lapel flower by Taboo Millinery.

mens accessories bow tie lapel fashion

Just look at those colours and details!! Wowee.

The runner up was a stylish gentleman in a three piece maroon suit. He looked very dapper. I especially loved the print clash and that he thought about his entire outfit from head to toe, even down to adding beaded bracelets. Stylish.mens fashion on stage

maroon suit with umbrella accessory and print clash

Images: facebook.com/WellingtonRacingClub/

Matt was our millinery winner in a black straw fedora from Hills Hats NZ. It is so great to see men wearing proper millinery and custom made pieces to finish off their race day attire. His bubblegum pink suit jacket was custom made by Sergios Menswear and perfect for summer. He finished it off with a playful polka dot tie and pink and black lapel flower.pink jacket black white polka dot tie mens fashions on the field

mens hat from Hills Hats NZ black boater

Images: facebook.com/WellingtonRacingClub/

Supreme Winner 2020

The Supreme Winner, chosen from the winners over all categories, was awarded to June. We all agreed that she had styled her outfit beautifully, from head to toe.

supreme winner june youngman wellington cup 2020

Image: @wellingtonraces

wellington cup winning outfit

Enjoying the Afternoon after the Competition

The rest of the day was spent enjoying some food in the FOTF area, checking out the track and meeting some new NZ people. They are SO friendly!! Mathias and I went for a walk to the track and along the way we were showered with compliments from happy and slightly (possibly very) intoxicated race goers, who loved our outfits and millinery. I could have stood there the entire afternoon basking in it all.wellington cup judging panel at lunch

milano imai at race course

A couple of bubbly (possibly quite drunk lolol) and friendly racegoers who insisted on a photo together!

Stan Walker, former winner of Australian Idol put on a great show too, drawing a big crowd.

stan walker australian idol winner at wellington cup on stage

Image: @wellingtonraces

All in all it was a fantastic day, and I totally recommend making a trip out to Wellington Cup!!

 

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