Sienna Miller Wore Calvin Klein Collection To The ‘Jack Ryan: Ghost War’ New York Premiere

Sienna Miller attended the premiere of her latest film, Amazon MGM’s Tom Clancy’s Jack Ryan: Ghost War, held at Regal Times Square in New York City alongside her beau, Oli Green, just three weeks after giving birth to her third daughter.

This may surprise you, but I’m not actually opposed to the British actress wearing this Calvin Klein Collection Fall 2026 grey wool pleated strapless column dress, although I do think it is too long for her.

What interested me more, however, was the overall shift in direction. Sienna’s style has long been tied to the boho aesthetic she helped define in the 2000s – all floaty dresses, fringed textures, vintage references, and effortless festival dressing. Even when trends moved on, she largely stayed connected to that undone approach.

This Calvin Klein look suggests something different. The clean lines, architectural volume, muted grey tone, and near absence of embellishment point towards a more minimalist approach that feels worlds away from the Sienna we are used to seeing. That may well explain the appointment of Gabriella Karefa-Johnson as her stylist. Gabriella’s styling work tends to favour sharper fashion narratives over nostalgic bohemianism, and this feels like the first real indication that Sienna is ready to evolve her image.

I don’t think she will abandon her natural ease entirely, because that remains central to her appeal, but there is something refreshing about seeing her embrace a cleaner, more directional silhouette.

The look was completed with sculptural silver earrings and slicked-back hair, which only reinforced the modern minimalism of the overall styling.

Stylist: Gabriella Karefa-Johnson.

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