Kennedy Oaks Day 2022: Best and worst dressed celebrities at the Birdcage at Flemington Racecourse

While the horses competed for a $1 million prize on the track in Flemington, the real competition took place on the field when Australian celebrities brought their tailoring competition on Kennedy Oaks Day.

Traditionally known as ‘Ladies Day’, the country’s celebrities braved the Melbourne breeze in a range of bright and pastel colors, stunning ensembles and striking lengths.

Many managed to capture the racing fashion brief, but others missed the mark with bizarre asymmetrical cuts, strange color combinations and unflattering dress lengths.

Among them was Andy Lee’s friend Rebecca Harding, whose strange semi-sheer skirt, asymmetrical jacket and pastel blue headpiece hit all the wrong notes.

Andy Lee’s friend Rebecca Harding’s strange semi-sheer dress, asymmetrical jacket and pastel blue headpiece hit the wrong note (pictured); Joining Rebecca was TV host Melissa Leong, whose Cinderella-inspired bejeweled ensemble was a bizarre choice

Jules Robinson’s gray Elle Zeitoune dress and Serena Lindeman’s bunny-eared fascinator faded her pretty pale complexion (pictured), while Hannah Ferrier’s floral ensemble had a similar effect

Joining Rebecca was Masterchef Australia judge Melissa Leong, whose Cinderella-inspired blue jeweled blue ensemble fell to an equally awkward, unflattering height, marking her second appearance on FEMAIL’s worst-dressed list this week.

Melissa paired her odd sheer bling-y ensemble with burgundy accessories and ended up with an outfit that didn’t look right.

Jules Robinson’s gray Elle Zeitoune dress and Serena Lindeman’s bunny-eared fascinator faded her pretty pale complexion, while Hannah Ferrier’s floral ensemble did nothing for the TV star either.

Supermodel Nicole Trunfio appeared in both best and worst dressed, first impressing in a gorgeous tweed pink mini-suit that paid tribute to the late Chanel designer Karl Lagerfeld, but later morphed into a neon-patterned pink outfit, complete with elbow-length gloves and a floor-length satin jacket.

Supermodel Nicole Trunfio appeared in both best and worst dressed, first impressing in a gorgeous tweed pink mini-suit that paid tribute to the late Chanel designer Karl Lagerfeld, but later morphed into a neon-patterned pink outfit, complete with elbow-length gloves and a floor-length satin jacket

The Melbourne model and girlfriend of Josh Daicos, Annalize Dalins, opted for a blue thigh-high split that was a slightly sassy choice for conservative Flemington, while Nikki Phillips narrowly missed the mark with her statement-waist Mariam Seddiq gown.

The Melbourne model and girlfriend of Josh Daicos, Annalize Dalins, 21, opted for a risqué blue thigh-high split that was a slightly racy choice for conservative Flemington.

The otherwise beautiful dress was bizarrely paired with pearl-encrusted sheer sleeves that did nothing for the overall outfit effect.

Model Nikki Phillips narrowly missed the best-dressed list with her bright orange Mariam Seddiq gown with asymmetrical sleeves, which engulfed her delicate figure thanks to an odd statement waist detail.

Race royalty Kate Waterhouse was also a whisker away from best-dressed, with her gorgeous pink and red pied-de-cat two-piece suit, but her hat choice didn’t quite match.

While Jamiee Belle Kennedy’s choice of a Barbie pink dress was gorgeous, the combination of the plunging neckline and frou-frou sleeves was more showy than girlish (pictured); race royalty Kate Waterhouse (pictured) narrowly missed the best dressed

29-year-old style icon Jamiee Belle Kennedy’s choice of a hot pink dress and matching headpiece was a perfect fit for the Barbie core trend (pictured)

The outfit choice of new single Olivia Molly Rogers was another standout. Her pastel blue Oglia Loro Couture dress was incredibly ladylike, especially when paired with a Valentino clutch and Stephanie Spencer hat (pictured)

But the show-stopping outfits weren’t all for the wrong reasons — with some A-listers definitely nailing their look on the day.

Among them was the ever-stylish Kennedy Luxury Group creative advisor Jamiee Belle Kennedy.

The 29-year-old style icon’s choice of a hot pink dress and matching headpiece was a perfect fit for the core Barbie trend, while her accessories were well-coordinated.

The outfit choice of new single Olivia Molly Rogers was another standout.

Her pastel blue Oglia Loro Couture dress was incredibly ladylike, especially when paired with a Valentino clutch bag and wide-brimmed Stephanie Spencer hat.

Christian Wilkins also made sure all eyes were on him, with TV star Richard Wilkins’ son turning heads in a floral peplum dress with the word “God” on the front, along with a Matador-inspired hat. and leather boots (photo)

Tayla Damir impressed the fashion crowd in a green slip dress and pink hat, while model and 2022 Melbourne Cup Carnival Ambassador Demi Brereton portrayed Audrey Hepburn-inspired elegance in her powder blue dress and white gloves.

Christian Wilkins made sure all eyes were on him, with the son of TV star Richard Wilkins turning heads in a floral peplum dress with the word “God” on the front, along with a Matador-inspired hat and leather boots.