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Katie Holmes | Source: Getty Images
Katie Holmes | Source: Getty Images

Katie Holmes Makes a Statement at Milan Fashion Week in a Cream Trench Coat Alongside Her Boyfriend — Photos

Mariia Bilska
Sep 26, 2026 - 10:50 P.M.

The actress brought her boyfriend to a Milan runway show, where their coordinated arrival gave everyone plenty to look at and even more to say.

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Katie Holmes and Jason Bard Yarmosky attended Tod's Spring/Summer 2027 womenswear show in Milan, Italy, on September 25, 2026. Her take on the cream trench had a gorgeous finishing touch, but once the photos appeared, some fans were studying Jason's expression more closely than her outfit.

Some netizens didn't know what to think about Katie Holmes' most recent outing with her new boyfriend. | Source: Instagram/enews

Some netizens didn't know what to think about Katie Holmes' most recent outing with her new boyfriend. | Source: Instagram/enews

Their Outfits Had a Little Conversation of Their Own

Katie arrived in a complete look from the Tod's collection, styled by Brie Welch, according to Vogue. A cream trench coat gave the outfit its elegant first impression, but the pieces underneath made it feel unmistakably Katie: an ivory knit tee, relaxed oatmeal trousers, and black square-toe loafers.

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In her hand, she held a custom distressed black leather T Signature bag. Against the pale clothes, the darker bag and shoes gave the look just enough edge. It was polished enough for a fashion show, yet relaxed enough to make you want to know exactly how she made a trench coat look so easy.

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Jason picked up her color palette without dressing like her double. His fine cream long-sleeved knit echoed her coat, while black tailored trousers and rounded-toe loafers tied in with her accessories. Coordinated, but hardly matching, they made a handsome pair at the Tod's show.

Their clothes were only part of what caught people's attention. Once photos of the couple circulated, some fans saw a happy-looking Katie, while others studied Jason's face and came to different conclusions.

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Fans Could Not Agree on the Look Between Them

On Facebook, one commenter was protective of Katie, writing, "Sorry he doesn't look 'in love' - she deserves to be loved she's adorable [sic]." Another was far more enthusiastic: "They look good together. Jaimie Fox who? Lol [sic]."

A third said simply, "She seems so happy." That impression came through on Instagram too, where one person wrote, "He's adorable she looks so happy [sic]."

But many netizens disagreed with the critics and thought the couple looked great together. | Source: Facebook/E! News

But many netizens disagreed with the critics and thought the couple looked great together. | Source: Facebook/E! News

Others read the photos differently. "So awkward 😐," one commenter said, while another wrote, "I don't think he loves her 😥." A more skeptical observer added, "There is something wrong with this guy, I can just see it in his eyes."

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A few photos can invite wildly different interpretations, especially when people are looking for clues about Katie Holmes' new relationship. Take a look at his expression for yourself:

Katie Holmes and artist Jason Bard Yarmosky shared a sweet, affectionate moment as they arrived hand in hand for the Tod’s Womenswear Spring/Summer 2027 runway presentation during Milan Fashion Week on September 25, 2026, in Milan, Italy. Making their way past enthusiastic fans holding up smartphones, Katie radiated warmth in a beige belted trench coat layered over a plain white crewneck, while Jason guided the way beside her wearing a long-sleeved stone-hued crewneck sweater and dark trousers. | Source: Getty Images

Katie Holmes and artist Jason Bard Yarmosky shared a sweet, affectionate moment as they arrived hand in hand for the Tod’s Womenswear Spring/Summer 2027 runway presentation during Milan Fashion Week on September 25, 2026, in Milan, Italy. Making their way past enthusiastic fans holding up smartphones, Katie radiated warmth in a beige belted trench coat layered over a plain white crewneck, while Jason guided the way beside her wearing a long-sleeved stone-hued crewneck sweater and dark trousers. | Source: Getty Images

A passerby stretched out a smartphone to snap a quick selfie as the couple made their way through the bustling crowd outside the show venue. Katie remained composed and kept a tight grip on Jason’s hand, carrying her personalized "KH" monogrammed leather bag as photographers and onlookers surrounded them in the Italian sun. | Source: Getty Images

A passerby stretched out a smartphone to snap a quick selfie as the couple made their way through the bustling crowd outside the show venue. Katie remained composed and kept a tight grip on Jason’s hand, carrying her personalized "KH" monogrammed leather bag as photographers and onlookers surrounded them in the Italian sun. | Source: Getty Images

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With security clearing a narrow path ahead, the pair walked closely together toward the venue entrance amid constant camera flashes. Katie focused straight ahead as Jason stayed attuned to the surrounding paparazzi, gently clasping her fingers to steer her through the commotion. | Source: Getty Images

With security clearing a narrow path ahead, the pair walked closely together toward the venue entrance amid constant camera flashes. Katie focused straight ahead as Jason stayed attuned to the surrounding paparazzi, gently clasping her fingers to steer her through the commotion. | Source: Getty Images

Standing against a wall of lush potted bamboo, the couple paused for a serene official portrait before heading inside to take their seats on September 25, 2026, in Milan. Katie flashed a soft, content smile directly toward the cameras while Jason stood at ease with one hand resting in his pocket. | Source: Getty Images

Standing against a wall of lush potted bamboo, the couple paused for a serene official portrait before heading inside to take their seats on September 25, 2026, in Milan. Katie flashed a soft, content smile directly toward the cameras while Jason stood at ease with one hand resting in his pocket. | Source: Getty Images

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Jason's expression may have divided fans in Milan, but the couple had looked considerably more playful just weeks earlier. Katie joined him to celebrate his birthday on September 1, with a deeply affectionate gesture that moved their relationship beyond private dates and quiet public appearances.

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After months of letting their chemistry speak through stolen looks and clasped hands, the 47-year-old finally chose her own words, and four of them revealed precisely how highly she thinks of him.

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A Birthday Celebration Revealed Their Happiest Side

The "Dawson's Creek" alum marked her new man's birthday by posting a two-photo carousel filled with warmth.

The first image captured them laughing with their heads resting against each other as Katie wrapped one arm lovingly around Jason's waist. They looked completely comfortable, pressed together, sharing the kind of moment that most couples in love have on special occasions.

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Jason is a New York-based artist whose paintings and drawings explore aging, memory, and the passage of time. He graduated from the School of Visual Arts in New York City in 2010, and his work has since appeared in museums across the United States, including the Brooklyn Museum of Art.

His portrait series, "Timeless Women in New York," also received an especially prominent display in the windows of Bergdorf Goodman's Fifth Avenue store in New York City.

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The second image the actress posted shifted the attention to his birthday cake. Photographed in low light, it was surrounded by glowing candles and offered a quieter glimpse inside their celebration.

But Katie's caption delivered the most emotional part of her post. She tagged Jason and wrote, "Happy Birthday to the best of the best...❤️" Those words transformed a simple birthday greeting into a glowing public tribute to the new partner by her side.

The birthday cake from Katie Holmes' new man's birthday party, which she posted on September 1, 2026. | Source: Instagram/katieholmes

The birthday cake from Katie Holmes' new man's birthday party, which she posted on September 1, 2026. | Source: Instagram/katieholmes

It also made the post feel like a meaningful romantic step, as younger generations would say that they had just become Instagram official, a major next step in their relationship.

Although Katie tends to keep her personal life private, she deliberately shared this moment of happiness on her own social media page for everyone to see. That is a big deal.

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Jason returned the affection by offering more snapshots from the night through a carousel of his own. The images were dark and atmospheric, and featured many other people who had apparently joined them in the celebration.

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But Katie's unmistakable energy still came through in two photographs. She wore an oversized black button-down shirt with a patterned skirt, and in one wonderfully lively image, she had her arms raised and her mouth open, appearing to sing or dance as the party continued around her. Another image showed the actress taking a photograph with a disposable camera.

Katie Holmes seen having fun at new man's birthday party, which he posted on September 2, 2026. | Source: Instagram/jasonbardyarmosky

Katie Holmes seen having fun at new man's birthday party, which he posted on September 2, 2026. | Source: Instagram/jasonbardyarmosky

Katie Holmes seen with a disposable camera at new man's birthday party, which he posted on September 2, 2026. | Source: Instagram/jasonbardyarmosky

Katie Holmes seen with a disposable camera at new man's birthday party, which he posted on September 2, 2026. | Source: Instagram/jasonbardyarmosky

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Their First Public Date Was Filled With Affection

The Instagram reveal arrived less than two months after Katie and Jason were first publicly connected. On July 10, they went to the East Hampton Regal UA to watch a screening of "The Invite" that The Cinema Society presented.

They did not pose together for official photographs, but their behavior away from the cameras sounded far more revealing. According to an onlooker who spoke to People, the couple entered the event holding hands.

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"He was whispering in her ear, and she was laughing, they seemed very easy together and there was a smile on her face all night," the observer shared. "They sat together during the movie, she had her head on his shoulder at one point. They looked very cute."

Their closeness continued after the screening. Katie and Jason attended the event's afterparty at The Boat House in East Hampton, New York, where they were seen chatting with friends.

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Katie's Love Life Has Entered a New Chapter

Before Jason, Katie was last linked to musician Bobby Wooten III. They were first seen together in April 2022 and separated later that year.

After ending her famous marriage to Tom Cruise, Katie spent six years dating Jamie Foxx. She has only one child, a 20-year-old daughter named Suri, with the "Mission: Impossible" actor.

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But now it looks like her new romance with Jason will continue to unfold more gradually in public. First came a date where they avoided posing together but could not conceal their affection, followed by another hand-holding appearance just days later.

That outing gave admirers another look at the couple together, although their romance was not the only thing commanding attention. As photographs circulated, fans found themselves equally fascinated by Katie's outfit, and they had a great deal to say about the unexpected look.

Katie Holmes and her new beau reportedly first connected last month at a Tribeca Festival dinner in New York City. Since then, the couple has been enjoying each other's company around town. | Source: Getty Images

Katie Holmes and her new beau reportedly first connected last month at a Tribeca Festival dinner in New York City. Since then, the couple has been enjoying each other's company around town. | Source: Getty Images

The actress and Jason made quite an impression during an evening in Manhattan. The couple stepped out together to attend a SoHo Sessions charity event benefiting the Animal League.

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During the special gathering, guests enjoyed a live musical performance by singer Sienna Spiro. But the real show was outside on the sidewalks of New York.

Their latest public outing brought them to a SoHo Sessions charity event benefiting the Animal League. The evening featured a musical performance by Sienna Spiro, making for a memorable night out. | Source: Getty Images

Their latest public outing brought them to a SoHo Sessions charity event benefiting the Animal League. The evening featured a musical performance by Sienna Spiro, making for a memorable night out. | Source: Getty Images

A source with direct knowledge revealed that the pair first met at a Tribeca Festival dinner in NYC. They have been quietly enjoying each other's company ever since.

At the SoHo event, a clip captured them walking hand in hand down the street. Katie looked happy and content, moving with a noticeable spring in her step.

Holmes's new flame is a 39-year-old contemporary visual artist born in New York. His creative work focuses heavily on themes of aging, time, and memory. | Source: Getty Images

Holmes's new flame is a 39-year-old contemporary visual artist born in New York. His creative work focuses heavily on themes of aging, time, and memory. | Source: Getty Images

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Despite the excitement surrounding her new companion, the real controversy online erupted over her outfit choice and facial expressions. For the charity event, the actress wore a coral spaghetti-strap top paired with black leather pants and black pointed-toe heels.

She carried a black purse and had a black jacket tied around her waist. Jason opted for a casual style, wearing a white T-shirt, classic jeans, black shoes, and carrying a tote bag.

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As soon as photos of their date hit social media, the internet instantly broke into loud debate. Observers quickly questioned the energy between the couple and Katie's overall demeanor. One skeptical Instagram user wrote, "I think something is off with these two. Her spark is gone and he has a diabolical vibe to him. I hope I'm wrong."

Another commenter expressed concern over their hand-holding style, writing, "Blink twice if you need help. Hold her hand like he owns her." Katie's face became an immediate lightning rod for speculation.

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A blunt fan asked, "What happened to her face😮," while another added, "She looks different." Over on Facebook, commenters continued analyzing her appearance. One worried fan asked, "What's wrong with her face and eyes? She looks sad to me." Her fashion ensemble drew plenty of wild takes as well.

One person mocked her clothing combination as "A bathing suit and leather pants!" while another declared, "That top is very unflattering." A third user weighed in on her wardrobe with practical advice, writing, "She looks fine. She just needs a bra on that's all."

Ultimately, whether fans loved or doubted her look, Holmes looked perfectly content enjoying her night out in the city. | Source: Getty Images

Ultimately, whether fans loved or doubted her look, Holmes looked perfectly content enjoying her night out in the city. | Source: Getty Images

Yet amidst the relentless criticism, several fans jumped in to defend the star's unfiltered appearance. One supportive follower wrote, "Love [that] she's had nothing done! Nice and refreshing to see a real lady!"

Katie went from throwing her arms up at Jason's birthday party to holding his hand outside the Tod's show in Milan. The leather-pants critics can have their say, but in that gorgeous cream trench, she looked delighted to have him as her fashion-week date.

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