Michelle Williams’ Street Style Masters Character Dressing

WHAT CAN WE glean from the tea leaves of method dressing in 2025? On Michelle Williams, who’s currently on the press tour of her new Hulu series Dying For Sex, maybe nothing at all. And that’s how it should be.

Out in New York City, Williams headed to her first media stop in SoHo for Watch What Happens Live with Andy Cohen in a cropped Chanel pre-autumn 2025 tweed top with baggy mid-rise jeans. Adding a flirty touch to the ensemble, Williams left a sliver of midriff showing. 

Related: What is moto boho? Explaining the 2025 fashion trend

Like a chameleon changing scales, the actor left the studio in a double-breasted suit from Haider Ackermann’s debut collection at Tom Ford, a white floral brooch pinned to its lapel. The real kicker, however, comes at the two-inch shirt cuffs peeking out from the jacket sleeves — a stickler’s rule in men’s tailoring — only to realise where the rest of it is once you reach the chest. Did she forget to put on a shirt? You may ask. When model Kristen McMenamy wore the look down the autumn/winter 2025 runway, it indeed set a playful precedent for what Ackermann has planned for America’s sexiest brand. 

At her Good Morning America appearance with co-star Jenny Slate the next day, Williams switched things up again with a pilgrim collared dress from London-based label Alessandra Rich. The signals were scrambled further with the shoulder pads that beefed up the puritan bib, a swagging peplum at the waist that dropped into a skirt. Heading into the evening for The Late Show With Stephen Colbert, Williams still kept things light with a puffy boho slip dress, with lace layered in the skirt and lining the neckline.

Take a page out of Williams’ style book for the swiftest way into the reinvigorated attitude towards boho: knee-high leather boots to break the delicate connotations. The throughline in all of Williams’ looks so far is her Akila Logos sunglasses — a lesson in how far a great pair can take you.

Certainly, Williams can do it all; this is the same actor who went from Dawson’s Creek to Brokeback Mountain. Hitting Disney+ on April 4, Dying For Sex will see Williams play a woman diagnosed with terminal cancer who, as the title suggests, embarks on an existentially fuelled odyssey of sex. 

A Hollywood red carpet darling for over two decades, Williams has been working with long-time stylist Kate Young to assemble her looks. The two, however, don’t deal with the common currency of method dressing. What we’ve enjoyed from other stylist-celebrity relationships — Danielle Goldberg, comes to mind, dressing Greta Lee, Ayo Edebiri and Saoirse Ronan in unexpected, intelligent ways — is their ability to think more creatively about presentation during moments of greatness. Even as she outgrows her trademark pixie cut into a c*nty bob, Williams still plays to her strengths.