Angelina Jolie and Beyond: Unpacking TIFF 2025’s Most Authentic Red Carpet Style Moments

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Angelina Jolie and Beyond: Unpacking TIFF 2025’s Most Authentic Red Carpet Style Moments

The Toronto International Film Festival (TIFF) is always more than just a celebration of cinema; it’s a runway where stars unveil their sartorial stories, a true testament to personal style shining bright under the global spotlight. This year, for its monumental 50th edition, TIFF 2025 truly delivered, bringing a dazzling array of fashion moments that spoke volumes about individual flair and the power of a well-chosen ensemble. As the festival captivated audiences and critics alike, the red carpet became a vibrant tapestry of expressions, from understated elegance to playful experimentation, each look telling a unique tale.

What makes a red carpet moment truly unforgettable isn’t just the designer label or the sparkle, but the way a celebrity embodies the look, making it an extension of their authentic self. TIFF 2025 has been a masterclass in this, offering a refreshing glimpse into how actors and filmmakers interpret glamour in their own unique ways. Forget trying to blend in; this year, it was all about standing out by staying true to who you are, even when the cameras are flashing relentlessly.

From Angelina Jolie’s powerful return to an iconic silhouette to other A-listers embracing bold colors and unexpected textures, the Toronto streets have been graced with pure style magic. We’re diving deep into some of the most striking fashion moments from TIFF 2025, unpacking the trends, the personal touches, and the sheer confidence that made these looks truly special. Get ready to be inspired as we celebrate the stars who brought their authentic vibe to the forefront.

Angelina Jolie in Gabriella Hearst: The Return of an Icon
Angelina Jolie – Vikipedija, Photo by wikimedia.org, is licensed under CC BY-SA 4.0

1. **Angelina Jolie in Gabriella Hearst: The Return of an Icon**When Angelina Jolie steps onto a red carpet, you know it’s going to be a moment, and her appearance at the premiere of her new movie, *Couture*, at TIFF 2025 was nothing short of legendary. She showcased her trademark minimalist style, proving once again that true glamour lies in understated sophistication with a powerful twist. Her choice of a double-breasted Gabriella Hearst trench dress in a rich chocolate brown was a masterclass in modern chic, instantly grabbing attention while maintaining her signature elegance.

The beauty of Jolie’s look was in its subtle yet impactful design. The dress, styled from a trench coat, featured a thigh-high slit that offered a tantalizing glimpse of her stockinged leg, a deliberate callback to her unforgettable Versace moment at the 2012 Academy Awards. This wasn’t just a dress; it was a fashion statement echoing a past cultural phenomenon, proving that some iconic poses truly have lasting power. She completed this sultry ensemble with sheer nylons and classic black Christian Louboutin stiletto pumps, creating a cohesive and polished aesthetic that felt both contemporary and timeless.

Beyond the fashion, Jolie’s presence was deeply personal. Her film *Couture* explores the intersection of film and fashion, and her own style often reflects her commitment to conscious creation, particularly through her Atelier Jolie studio, which champions upcycling and artisanship. Her TIFF look was a physical embodiment of her authentic vibe: powerful, minimalist, deeply considered, and always with a touch of intriguing allure. It was polished, understated glamour with a knowing wink, reminding us why she remains a perennial style icon.

Molly Shannon in Vibrant Blue: Bold and Beautiful
Molly Sims Shares Her Energizing Morning Routine, Photo by camillestyles.com, is licensed under CC BY-SA 4.0

2. **Molly Shannon in Vibrant Blue: Bold and Beautiful**Molly Shannon brought a delightful splash of color and undeniable vibrancy to the red carpet at the premiere of *Driver’s Ed*. The *Saturday Night Live* alum stunned in a striking blue gown, a choice that instantly lit up the evening and perfectly captured her spirited personality. It was a look that exuded confidence and a joyful embrace of bold fashion, proving that standing out in a sea of black and neutrals can be incredibly empowering.

The gown itself was a marvel of design, featuring a vibrant sleeveless silhouette with a sophisticated mock neck. What truly elevated the ensemble was a daring thigh-high slit, adding a modern and edgy touch to the classic gown. This combination of elegance and a hint of playful rebellion is exactly what makes Shannon’s red carpet style so captivating. She made a clear statement: fashion should be fun, expressive, and a reflection of your inner glow.

Her choice of such a vivid hue showcased a fearless approach to red carpet dressing, a wonderful example of embracing color as a form of self-expression. It wasn’t just a dress; it was a celebration of her radiant energy, making her one of the undeniable best-dressed stars at the festival. Molly Shannon truly made this moment her own, reminding us that sometimes, all you need is a fabulous dress in an unforgettable shade to leave a lasting impression.

Sam Nivola's Playful Pinstripes: A Fresh Take on Tailoring
Sam Claflin, Photo by media-amazon.com, is licensed under CC BY-SA 4.0

3. **Sam Nivola’s Playful Pinstripes: A Fresh Take on Tailoring**Sam Nivola, known for his work in *The White Lotus*, stepped onto the red carpet for the *Driver’s Ed* premiere with a refreshingly playful and fashion-forward approach to traditional suiting. Moving away from the conventional, Nivola opted for an oversized grey suit, where his jacket was less a blazer and more a statement coat, giving his ensemble a distinctive, relaxed yet undeniably chic silhouette. This wasn’t just a suit; it was a sartorial nod to modern menswear trends, demonstrating a keen eye for proportion and effortless cool.

What truly made Nivola’s look sing was his thoughtful pairing of accessories. He softened the oversized grey with a crisp blue buttoned shirt, injecting a subtle pop of color that added depth to the overall outfit. The final touch was a striped tie from Dior, a detail that provided a touch of classic sophistication while still maintaining the ensemble’s playful edge. It was a perfect blend of high fashion and accessible style, making it relatable for anyone looking to elevate their everyday menswear.

Nivola’s ensemble championed the idea that formalwear doesn’t have to be rigid or predictable. By embracing an oversized fit and incorporating unexpected elements, he showed how personal style can transform a classic into something truly unique. This look wasn’t just about wearing a suit; it was about embodying a relaxed confidence and a contemporary aesthetic, making him a standout on the red carpet and a true inspiration for daring to dress differently.

Insidious 2010,IMDB Rating: 6.8, IMDB Votes: 342247, ID: 1591095
Photo by cineenconserva.com, is licensed under CC BY-SA 4.0

4. **Rose Byrne in Romantic Pink: Chiffon Dreams and Sequined Sparkle**Rose Byrne graced the premiere of *If I Had Legs I’d Kick You* in a vision of romantic elegance, captivating all with her gorgeous pink strapless gown. The Australian actress’s choice was a celebration of feminine charm and intricate detailing, making for an absolutely enchanting red carpet moment. Her dress wasn’t just beautiful; it was a testament to the power of delicate fabrics and thoughtful embellishments in creating a truly memorable look.

The tea-length gown featured exquisite stripes of chiffon interwoven with embroidered sequins, creating a stunning texture that shimmered subtly under the lights. This interplay of sheer and sparkle added a dreamy, ethereal quality to the dress, making it feel both sophisticated and whimsically glamorous. It’s a style that perfectly balances classic femininity with modern design, proving that elegance can still have plenty of personality.

Byrne completed her ethereal look with perfectly matched accessories: dangling silver earrings that added a touch of sparkle near her face, and rose-coloured open-toe heels that perfectly complemented the gown’s delicate pink hue. Every element of her outfit was thoughtfully curated, resulting in a harmonious and utterly breathtaking ensemble. Rose Byrne’s appearance was a delightful reminder of the enduring appeal of romantic silhouettes and the magic that happens when every detail is just right.

Billie Lourd” by Gage Skidmore is licensed under CC BY-SA 2.0

5. **Billie Lourd’s Rodarte Mini: A Dark Floral Fantasy**Billie Lourd brought a touch of gothic romance and modern edge to the red carpet for the premiere of *Adulthood*, sporting a floral black mini dress from Rodarte. This wasn’t your average LBD; it was a statement piece that showcased her unique style, blending playful youthfulness with a dramatic, high-fashion sensibility. The choice of Rodarte, known for its intricate and often darkly romantic designs, perfectly suited Lourd’s cool and confident vibe.

The cape-style outfit was a true showstopper, with its most striking feature being a large black rose centrally placed on the dress. This bold embellishment added a sculptural element and a touch of theatricality, turning a mini dress into a piece of wearable art. The cape detail further enhanced the dramatic effect, creating movement and an aura of mystery as she walked the carpet. It was a look that demanded attention, without ever feeling overwhelming.

To complete her captivating ensemble, Lourd opted for a pair of open-toe heels, maintaining the sleek and contemporary feel of the dress. Her choice of a mini length, combined with the dramatic details, highlighted a fresh and daring approach to red carpet fashion. Billie Lourd’s floral black mini dress was a testament to embracing individual style with boldness, proving that even a shorter hemline can carry immense fashion impact and a truly authentic statement.

Tom blyth 2022 2” by AMFM STUDIOS LLC is licensed under CC BY 3.0

6. **Tom Blyth’s Casual Chic: Effortless Sophistication**Tom Blyth, fresh off his starring role in *The Hunger Games* prequel, redefined red carpet elegance at *The Fence* premiere by showcasing how a casual approach can still exude undeniable chic. His ensemble was a masterclass in relaxed sophistication, proving that ditching the conventional buttoned-up look can lead to a truly magnetic and authentic style statement. Blyth’s confidence in his choice made this one of TIFF’s most relatable and inspiring menswear moments.

He opted for a navy blue double-breasted suit, but with a twist: he left the jacket boldly unbuttoned, creating an air of effortless cool. This simple styling choice instantly transformed the formal suit into something more approachable and modern. Paired with matching baggy trousers, the look embraced a looser, more contemporary silhouette that felt both comfortable and incredibly stylish. It was a refreshing departure from the stiff formality often seen on such esteemed carpets.

Blyth completed his ensemble with a brown buttoned wool shirt underneath, adding a touch of texture and a complementary earthy tone, alongside classic black shoes. This thoughtful layering and mixing of traditionally formal and relaxed elements spoke volumes about his personal style. Tom Blyth showed that true style isn’t about rigid rules but about knowing yourself and carrying an outfit with genuine ease, making casual look utterly captivating on the red carpet.

7. **Brian Cox’s Scottish Statement: Tradition with a Twist**Brian Cox, known for his formidable presence, brought a uniquely personal and culturally rich statement to the red carpet for the premiere of *Glenrothan*, his directorial debut. Eschewing a conventional suit, Cox opted for a striking black and grey Scottish fit, a powerful nod to his heritage that instantly made his ensemble stand out. It was a look that was both deeply traditional and incredibly bold, proving that personal history can be a powerful fashion accessory.

His outfit proudly featured a kilt and a matching suit jacket, a sophisticated yet authentic representation of Scottish attire. This choice was not just about fashion; it was a celebration of identity and roots, delivered with the gravitas and dignity that Cox is known for. It’s a powerful reminder that fashion can be a vehicle for storytelling, allowing individuals to share a piece of their background with the world.

Beyond the cultural statement, Cox also accessorized with an Artists4Ceasefire pin, adding a layer of meaningful activism to his look. This blend of personal style, cultural pride, and social consciousness made his red carpet appearance particularly impactful. Brian Cox’s Scottish fit was more than just an outfit; it was a declaration of who he is, where he comes from, and what he stands for, making it an authentically powerful fashion moment at TIFF.

Continuing our fashion journey through TIFF 2025’s red carpet, we’re still reeling from the incredible parade of celebrity ensembles that truly exemplified bold self-expression and trend-setting aesthetics. It’s been a festival where stars didn’t just wear clothes; they wore their hearts and personalities on their sleeves (or kilts!), revealing the unique ‘vibe’ each brought to the silver screen’s biggest fashion stage. Get ready for more inspiring style moments that prove true glamour is all about being authentically you.

Matt Dillon: The Enduring Power of Classic Suavity
Marshal Matt Dillon – Wikipédia, a enciclopédia livre, Photo by wikimedia.org, is licensed under CC BY-SA 4.0

8. **Matt Dillon: The Enduring Power of Classic Suavity**Matt Dillon, a name synonymous with cool and collected, graced the red carpet for the premiere of *The Fence* and reminded us all why classic sophistication never goes out of style. In an era often dominated by experimental looks, Dillon made a powerful statement through understated elegance, proving that sometimes, the most authentic vibe is one of timeless charm.

He opted for a classic black double-breasted suit, a sartorial choice that speaks volumes about confidence and refined taste. This isn’t just a suit; it’s a testament to enduring style, embodying a quiet gravitas that effortlessly commanded attention without needing extravagant frills. It’s a look that transcends fleeting trends, cementing his status as a true style icon.

Dillon completed his suave ensemble with a crisp white shirt and shiny black Oxford shoes, perfect details that underscored the polished nature of his attire. His appearance was a masterclass in how simple, well-executed menswear can project an authentic masculine charm, showing that true personal flair is often found in embracing the enduring appeal of the classics.

Alexandra Shipp: Glamour with a Conscience
Alexandra Shipp – Wikipedia, Photo by wikimedia.org, is licensed under CC BY-SA 4.0

9. **Alexandra Shipp: Glamour with a Conscience**Alexandra Shipp brought a striking blend of glamour and meaningful activism to the red carpet at the premiere of *Glenrothan*. Her ensemble was a beautiful example of how fashion can be both visually stunning and a powerful platform for personal values, truly showcasing an empowering and inclusive approach to celebrity style.

The actress captivated in a strapless gown that featured exquisite sequin embellishments, creating a dazzling effect under the lights. It was a classic silhouette elevated by shimmering detail, speaking to a sophisticated aesthetic that is undeniably fashion-forward and elegant. This dress wasn’t just beautiful; it radiated a quiet confidence.

However, what truly amplified Shipp’s authentic vibe was her choice to pair the elegant gown with a vibrant red Artists4Ceasefire pin. This small yet impactful accessory transformed her red carpet moment, turning it into a powerful statement of her convictions and demonstrating that her personal style is deeply intertwined with her humanitarian spirit.

Her look served as a compelling reminder that celebrities can use their platform not just for fashion statements, but for social statements too. Alexandra Shipp seamlessly wove together high fashion with a profound message, embodying an authentic self-expression that is both glamorous and deeply rooted in her values.

Amanda Seyfried: Vintage Allure and Luminous Sparkle
Amanda Seyfried June 2022, Photo by nationaltoday.com, is licensed under CC BY-SA 4.0

10. **Amanda Seyfried: Vintage Allure and Luminous Sparkle**Amanda Seyfried delivered a vision of ethereal elegance at the North American premiere of *The Testament of Ann Lee*, embracing a vintage-inspired aesthetic that felt both timeless and utterly fresh. Her choice showcased a sophisticated approach to red carpet dressing, proving that intricate details and thoughtful curation can truly make a moment unforgettable.

She looked absolutely stunning in a black tea-length gown, which featured exquisite floral embellishments delicately placed around the neckline. This design detail injected a romantic and artistic touch, lending the dress a unique character that felt deeply personal and reflective of a refined taste. It was an homage to classic beauty, reimagined for the contemporary stage.

To complement her enchanting gown, Seyfried adorned herself with magnificent jewelry from Tiffany & Co. Her ensemble was accented by a breathtaking choker necklace from the iconic Bird on a Rock line, perfectly paired with sparkling diamond stud earrings and a chic Victoria ring. These luxurious pieces didn’t just accessorize her look; they elevated it, adding a luminous glow that highlighted her radiant presence.

Amanda Seyfried’s entire ensemble, from the meticulously detailed gown to the exquisite Tiffany & Co. jewels, spoke volumes about her authentic vibe: a blend of classic Hollywood charm with an appreciation for artisanal craftsmanship and a keen eye for sophisticated beauty. She truly embodied a fashion-forward spirit with a nod to enduring elegance.

Colin Farrell: Pinstripes, Edge, and Unmistakable Cool
File:Colin Farrell TIFF 2012.jpg – Wikimedia Commons, Photo by wikimedia.org, is licensed under CC BY-SA 4.0

11. **Colin Farrell: Pinstripes, Edge, and Unmistakable Cool**Colin Farrell, ever the charismatic presence, brought his signature blend of dapper charm and rebellious edge to the premiere of *Ballad of a Small Player*. His red carpet look was a masterclass in taking a traditional suit and injecting it with unmistakable personal flair, proving that true style is all about owning your unique aesthetic.

Farrell opted for a sharp black pinstripe, double-breasted suit, a choice that immediately conveyed a sense of classic sophistication and tailored elegance. The pinstripes added a subtle visual interest, while the double-breasted cut exuded a confident, timeless appeal. It was a foundational piece that perfectly set the stage for his individualistic touches.

What truly made his outfit sing were the unexpected details that showed off his authentic vibe. He smartly paired the suit with sleek black slip-on loafers, a more relaxed footwear choice than traditional oxfords, adding a touch of laid-back cool. Then came the silver hoop earrings and a distinctively spiky hairstyle, elements that injected a dose of modern, edgy personality into the formal ensemble.

This thoughtful combination of classic tailoring with contemporary, slightly rebellious accessories perfectly encapsulates Colin Farrell’s magnetic appeal. He demonstrated that adhering to formal wear doesn’t mean sacrificing individuality; instead, it’s an opportunity to weave in personal touches that reveal your true, authentic, and utterly cool self.

Toni Collette: Ethereal Sheer and Floral Fantasy
Toni Collette – Wikipedia, Photo by wikimedia.org, is licensed under CC BY-SA 4.0

12. **Toni Collette: Ethereal Sheer and Floral Fantasy**Toni Collette graced the red carpet for the premiere of *Wayward* in an utterly enchanting and fashion-forward ensemble from Zimmermann that truly celebrated artistic self-expression. Her choice of a cream-coloured sheer outfit was a bold, beautiful move, showcasing a fearless approach to style that felt both delicate and powerfully confident.

Her look featured a long-sleeve silk top with a distinctive peplum-style hem, paired harmoniously with a matching midi skirt. The sheer fabric, adorned with intricate floral embellishments all over, created a dreamy, almost painterly effect, allowing for a captivating interplay of texture and transparency. It was a visually driven look that felt light, elegant, and incredibly unique.

Collette accessorized her ethereal outfit with a chic gold clutch, providing a touch of metallic warmth that complemented the cream hue. Her choice of brown strappy heels added a grounded yet stylish element, while the pieces from Sam Ubhi Jewellery provided subtle sparkle and a hint of bohemian sophistication, tying the entire look together with effortless grace.

This stunning ensemble revealed Toni Collette’s authentic vibe as a woman who embraces artistic vision and isn’t afraid to push conventional boundaries on the red carpet. It was a testament to her unique style, blending romantic beauty with a fashion-forward sensibility, leaving a lasting impression of sophisticated individuality.

Charli xcx: Raw Edge and Unapologetic Sheer
Charli XCX – Biquipedia, a enciclopedia libre, Photo by wikimedia.org, is licensed under CC BY-SA 4.0

13. **Charli xcx: Raw Edge and Unapologetic Sheer**Charli xcx, known for her groundbreaking music and fearless personal brand, made her film acting debut at the *Erupcja* premiere, channeling her undeniable ‘Brat energy’ into a red carpet look that was pure, unadulterated self-expression. This wasn’t just an outfit; it was a statement, a visual roar that solidified her unique place in both music and fashion.

She walked the carpet in a sheer black dress, an audacious choice that perfectly encapsulated her bold and provocative aesthetic. The transparency of the fabric, combined with the sleek silhouette, created a look that was both daring and inherently stylish, proving that confidence is indeed the ultimate accessory. It was a moment of unapologetic raw edge.

To complete her captivating ensemble, Charli xcx opted for a pragmatic yet chic cross-body bag and classic black heels. These additions provided a functional contrast to the sheer dress, grounding the high-fashion garment in an approachable, contemporary sensibility that is deeply authentic to her personal style. It spoke to a woman who is both avant-garde and real.

Charli xcx’s appearance at *Erupcja* wasn’t just about celebrating her acting debut; it was about celebrating her authentic vibe as an artist who consistently pushes boundaries and embraces her individuality with fierce conviction. She reminded us that fashion, at its best, is about fearless self-expression and owning every single moment.

14. **Sydney Sweeney: Custom Glamour with a Romantic Heart**Sydney Sweeney illuminated the red carpet at the premiere of *Christy* in a custom strapless gown from Erdem, delivering a look that effortlessly combined classic romance with modern structural artistry. The *Euphoria* actress presented an authentic vibe of polished glamour, proving her prowess as a fashion-forward icon with a penchant for breathtaking design.

Her gown was a true masterpiece, featuring a beautifully crafted corset bodice that exuded timeless allure, paired with a loose skirt that was artfully pinned at the hip. This custom detail added a unique, contemporary twist to the romantic silhouette, showcasing a thoughtful and exclusive approach to her red carpet persona that set her apart.

Sweeney’s styling choices further enhanced the enchanting quality of her ensemble. Her hair was styled in luxurious, voluminous curls that cascaded around her shoulders, invoking a sense of old Hollywood glamour. She opted for a soft glam makeup look, allowing her natural beauty to shine through and complement the gown’s delicate yet powerful aesthetic.

Every element of Sydney Sweeney’s appearance, from her bespoke Erdem gown to her impeccably styled hair and makeup, coalesced into a vision of sophisticated charm. Her ability to channel such elegant romance while maintaining a fresh, youthful energy truly unveiled her authentic vibe, solidifying her status as a red carpet sensation who consistently delivers memorable and inspiring fashion moments.

As TIFF 2025 draws to a close, it’s clear that this year’s festival was more than just a showcase for cinematic excellence; it was a vibrant tapestry of individual style and authentic expression. From daring statements to timeless elegance, these stars truly brought their unique vibes to the forefront, reminding us that fashion is ultimately about celebrating who you are, loud and proud, under the global spotlight. These looks aren’t just trends; they’re moments of personal triumph, inspiring us all to embrace our own inimitable flair. ” , “_words_section2”: “2000

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