Jenna Ortega Reigns in Gothic Glam: Ann Demeulemeester and Louboutin Looks for Wednesday Season 2 Press Tour

With the highly anticipated second season of Wednesday now streaming on Netflix, it’s no surprise that gothic glamour is having a huge comeback. And no one embodies it better these days than the show’s star Jenna Ortega.

Known for blending edgy fashion with vintage-inspired drama, Ortega fully leaned into the show’s dark aesthetic at the Wednesday Season 2 premiere, held at the Paris Theater in New York City. She turned heads in a striking black and navy gown by Ann Demeulemeester, channeling her on-screen persona with a high-fashion twist.

Just days before the premiere, Ortega continued her gothic streak while promoting the series on Good Morning America. She sported a black top hat that gave her an enigmatic charm, paired with a gray skirt suit by Willy Chavarria.

Jenna Ortega brings gothic glamour to the Wednesday Season 2 press tour in an Ann Demeulemeester dress and a Willy Chavarria skirt suit with bold black shoes from Miista and Christian Louboutin (Credit: Darla Khazei / Roger Wong / INSTARimages)

Whether she’s walking the red carpet or making press appearances, Jenna Ortega consistently puts a fresh spin on gothic fashion. Let’s take a closer look at her latest outfit choices.

Gothic Grace: Jenna Ortega in Ann Demeulemeester Dress & Miista Lace-Up Boots

Jenna Ortega fully embraced her signature dark aesthetic at the New York premiere of Wednesday Season 2, arriving in a moody and deconstructed black gown from the Ann Demeulemeester Fall 2025 collection. The look was unapologetically gothic yet elegant, perfectly capturing the spirit of the series that made her a Gen Z style icon.

Crafted from midnight blue satin, the dress featured a plunging cowl neckline and a fluid slip silhouette that effortlessly skimmed Jenna’s slender figure. What made this dress stand out were the angular ruffled leather panels that artfully cascaded in a zigzag pattern from the bodice down to the skirt. These textured ruffles added depth to the sleek satin material, creating an edgy contrast that lent the ensemble a dark, deconstructed edge.

The design culminated in a dramatic floor-sweeping hem that pooled elegantly around her feet, creating a short train that added movement to the look. The skirt’s hidden slits offered glimpses of her shoes, providing a surprising touch to the sophisticated silhouette.

Jenna Ortega masters gothic glam in a deconstructed midnight blue dress by Ann Demeulemeester featuring a plunging neckline and black ruffled leather panels cascading in a zigzag pattern from the bodice to the skirt on August 5, 2025, in New York City (Credit: Darla Khazei / INSTARimages)

Jenna slipped her feet into a pair of black lace-up boots that took the gothic energy of her ensemble to the next level. She wore the $685 “Shana” lace tall boots by Miista, crafted from a mix of black cow and sheep leather.

Featuring dramatic front lacing and silver eyelets that ran from the shafts down to the square toes, the boots delivered a blend of punk and Victorian flair. They complemented the leather detailing on her dress, making them the perfect finishing touch to her bold, goth high-fashion moment.

Beyond their striking detailing, these boots also offered height, thanks to their sharp, angular wedge heel, measuring about 2.5 inches. They commanded attention without sacrificing comfort, as they were built with ultra-cushioned memory foam insoles with padded stitching, vegetable-tanned leather lining, and rubber-enclosed toes for durability and grip.

Jenna Ortega teams her deconstructed slip dress with black leather lace-up boots by Miista featuring silver eyelets, square toes, black leather laces, and angular wedge heels (Credit: Darla Khazei / INSTARimages)

Ortega kept her accessories minimal, skipping a necklace and earrings in favor of a few silver rings and a sleek bangle by Kinraden. The modest jewelry added a subtle metallic accent while allowing the dress to take center stage.

When it came to her glam, Jenna wore her dark hair in tousled waves that mirrored the moody feel of her gown. The slightly disheveled style gave the look an effortless edge, while her makeup leaned into the gothic theme, with smudged black eyeliner and pale nude lips giving her a haunting, ethereal look.

Retro Noir Revival: Jenna Ortega Wears Willy Chavarria & Louboutin Pumps on GMA

Jenna Ortega made yet another eye-catching fashion statement during her visit on Good Morning America before attending the Wednesday Season 2 premiere. This time, she veered toward a mysterious, retro aesthetic, wearing a tailored skirt suit from Willy Chavarria’s Spring 2026 collection. She continued with the somber palette as a nod to her new series, but the silhouette and styling brought a polished noir elegance reminiscent of the looks from 1940s movies.

Jenna wore a large, pewter-toned single-breasted blazer with flap pockets, a clean white pocket square, sharply peaked lapels, and puffed shoulders that not only nodded to vintage power dressing but also added dimension to the look. Layered underneath was another blazer, this time in black, with a deeper plunge and the same lapel design.

She wore the double-blazer combination with nothing underneath, allowing her décolletage to peek through, adding sensuality to an otherwise androgynous suit. Balancing the masculine energy of the blazers, Ortega paired them with a sleek black pencil skirt that gently hugged her hips and fell just below her knees. Its clean, straightforward silhouette offsets the drama of the double-layered tailoring, enhancing the look’s old-school glamour.

Jenna Ortega embraces 1940s noir fashion in a black and gray double blazer, a pencil skirt, and a wide-brimmed pork pie hat at ‘Good Morning America’ in Hudson Square on August 4, 2025, in New York City (Credit: Roger Wong / INSTARimages)

Jenna’s accessories added the perfect dose of theatrical flair, elevating the noir-inspired ensemble with bold, mysterious accents. She topped off the look with a wide-brimmed black pork pie hat, worn low to veil her gaze and dial up the drama. A pair of $95 Dezi “Sly” sunglasses completed the vibe—sharp, shadowy, and dripping with cinematic intrigue.

Her long hair extensions cascaded down her back, adding softness to the structured ensemble, while her makeup was kept simple with nude pink lips. For jewelry, she opted for the $20 (on sale from $42) Bohomoon Criss Cross hoop earrings and statement rings from UNOde50 and Sheryl Lowe.

Jenna completed her look with black Christian Louboutin “Cassia Nodo” platform pumps ($995 at Nordstrom) that echoed the dramatic appeal of her outfit. A sophisticated take on the classic ballet flat, these shoes were crafted from black crepe satin and featured an iconic décolleté cut that elegantly framed the foot.

A small bow at the top added a feminine touch, while square toes and grosgrain trims highlighted the ballet-inspired design. These pumps were set on 4-inch stiletto heels with sturdy platforms, offering extra height without sacrificing comfort.

Jenna Ortega completes her sultry business suit with the ballet-inspired Christian Louboutin Cassia Nodo platform pumps (Credit: Roger Wong / INSTARimages)

🖤 Jenna Ortega’s Boldest Shoe & Fashion Moments

From red carpet goth glam to statement runway appearances, Jenna Ortega continues to cement her status as a Gen Z fashion icon. If you’re inspired by her bold footwear choices and edgy style, don’t miss these standout looks: