Oaks Day has arrived, marking the conclusion of the spring racing carnival at Flemington Racecourse in Melbourne. Known as ladies' day, this event not only showcases fashion but also highlights the pressures faced by celebrities to make a lasting impression. Despite the excitement, several attendees found themselves on the worst dressed list due to fashion missteps.

Oaks Day's Worst Dressed Celebrities: Criticism for Ill-Fitting Gowns and Awkward Styles

Melissa Leong's Awkward Velvet Gown

Melissa Leong made a notable appearance, but unfortunately found herself on the worst dressed list once again. The 42-year-old opted for a velvet gown featuring bell sleeves and intricate collar and cuff beading, priced at $890 from Alemais. She complemented the dress with a pink spotted headscarf and a $2050 Gucci mini clutch. However, her punk-inspired eyeliner and simple black heels failed to elevate the overall look.

Oaks Day's Worst Dressed Celebrities: Criticism for Ill-Fitting Gowns and Awkward Styles

Shaynna Blaze's Deer-Themed Attire

Celebrity interior designer Shaynna Blaze caught attention for her daring deer-themed dress. This tulle gown, characterized by its relaxed V-neckline, spaghetti straps, and a delicate black belt, embraced a playful aesthetic. However, the bold deer motifs made it a risky choice. Despite the mixed fashion reception, Blaze wore the outfit with confidence, accessorizing with a stylish black bag and timeless black heels.

Oaks Day's Worst Dressed Celebrities: Criticism for Ill-Fitting Gowns and Awkward Styles

Demi Brereton's Custom-Made Dress Falls Short

Demi Brereton arrived with a radiant smile but her custom-made Atoir dress landed her on the worst dressed list. Featuring an awkward wrapped scarf neckline and sheer panels revealing her midriff, the dress struggled to flatter her figure. The pink Atoir shoes, meant to enhance her outfit, seemed lost amid the overall dramatic design. Nevertheless, Brereton's simple headband and loose ponytail added a touch of elegance to her look.

Oaks Day's Worst Dressed Celebrities: Criticism for Ill-Fitting Gowns and Awkward Styles

Annalise Dalins Takes a Risk with Short Dress

Annalise Dalins turned heads in a striking pink dress that was short and structured, yet unfortunately deemed inappropriate for the race day setting. With a plunging neckline and high hemline, her ensemble showcased her figure but not in a favorable light for the occasion. To complete her look, she opted for a unique hat that resembled a hybrid of a cowboy hat and a fascinator, alongside a matching pink bag, while her simple Tony Bianco pumps tied the outfit together.

Oaks Day's Worst Dressed Celebrities: Criticism for Ill-Fitting Gowns and Awkward Styles

Jessica Gawn's Understated Appearance Didn't Quite Shine

Jessica Gawn, known for her stunning red carpet looks, aimed for an understated appearance at Oaks Day but appeared washed out instead. Her blush-pink dress featured an awkward knee-height tie which aged her. The sheer flowing section at the bottom further complicated the overall look. Gawn’s blush headband and soft hairstyle aimed to bring sophistication, matching her husband Max Gawn’s blush tie and pocket square.

Oaks Day's Worst Dressed Celebrities: Criticism for Ill-Fitting Gowns and Awkward Styles

Chyka Keebaugh's Caped Red Dress Lacks Cohesion

Chyka Keebaugh, often celebrated for her style, appeared in a striking caped red dress featuring an unusual fluoro orange strip. This daring combination led to her placement on the 2024 Oaks Day worst dressed list. Completing her look with a flight-attendant inspired hat and an outdated red and gold bag, Keebaugh, typically a fashionista, faced criticism for her ensemble while striking poses for photographers.

Jessie Murphy's Bubble Skirt Trend Misses the Mark

Jessie Murphy’s attempt to embrace the bubble skirt trend did not succeed, landing her again on the worst dressed list. Although she sported a Capellazzo couture bubble dress with a confident smile, the proportions seemed off, resembling more of a futuristic collection than a chic race day outfit. Her choice of stunning heels by Lana Wilkinson and a cute Bvlgari bag offered glimpses of style, but ultimately couldn't salvage the ensemble.

Rebecca Harding's Confusing Ensemble

Model Rebecca Harding stepped onto the scene but quickly found herself on the worst dressed list due to her choice of a wrap-scarf neck dress that added confusion rather than clarity. With a collection of golden necklaces layered underneath, the pale dress failed to complement her features, while the floor-length skirt exaggerated her height disadvantage.

Gemma Ward's Need for Refinement

Gemma Ward appeared somewhat washed out at Oaks Day, her dress needing a proper ironing before the event. While she selected elegant pearl accessories for a touch of sophistication, their impact was diminished by the wrinkled garment. Nevertheless, Ward remains a prominent figure in the fashion landscape despite this fashion faux pas.