Here’s everything Win Metawin wore for his return to Milan Fashion Week.
Win Metawin has mastered the menswear rulebook with his appearances at Fashion Week. Since he first graced the Prada Spring-Summer 2023 show, the Thai actor has left a well-documented archive of stylish front-row looks. For his latest Milan Fashion Week attendance, the superstar pulled all the right style moves. Spoiler: he offered a masterclass on modern-day dressing.
Style Lesson No.1: Flared pants are in
Win started his fashion pilgrimage to Milan on a high note. En route to the Doumo City, the actor sported a fashion-savvy alternative to the classic airport fit. Where many A-listers opt for streetwear or sweats, Win reinvented airport style with a retro-infused Prada outfit.
The ensemble tapped into menswear staples, combining gray flared trousers, a tucked-in polo knit and a chocolate brown bomber jacket. As for accessories, Win reinforced the 1970s flair of his look with a pair of heeled boots and a patent leather messenger bag.
If the outfit looks familiar, that’s perhaps because Win has been championing flared pants for a while now. Even ahead of Kendrick Lamar’s Super Bowl halftime show, which prompted a flare jeans fever, Win has been ahead of the curve, sporting flare trousers every time the occasion allowed. Now that summer is officially underway, the actor is offering a take on flare pants for the hot weather season. The hack? going for a relaxed pair of pants made of lightweight fabric.
Style lesson noted.
Style Lesson No. 2: Crop jackets and high-waisted pants are a match made in heaven
ICYIM, the trend circle has, for years, oscillated between high-waisted pants and waistbands so low you can barely sit comfortably (Y2K, I’m talking about you). However, even during the periods when high-waist pants are supposedly out, these pants remain a safe, cool and comfortable option.
Need an example? Win embraced the high-waisted look as he promenaded in Milan. But that’s not all. The Under Parallel Skies star took his look to the next level by styling the pants with a tucked light blue polo and a cropped jacket. The silhouette was, to put it in Gen-Z terms, a certified slay, but Win added a dash of cool with a fashionable gentleman staple: the monk strap shoes.
The best part? Win looked so comfortable in this look, even while riding a scooter and carrying a backpack.
Look approved.
Style Lesson No. 3: You can never go wrong with retro boots
Ahead of the Prada SS26 runway, Win teased his front row appearance with a series of pictures posted on social media. Sporting the opening look from the brand’s previous menswear collection, the actor leaned once again on eras past to craft his outfit. This time his OOTD featured bootcut pants, a tight knit top and printed ‘60s-style floral boots.
As we step into summer, Win’s spin on footwear could be anticipating the return of vintage boots to the streets. Think of it, in recent years, fashionistas have demonstrated that boots are not exclusive to colder weather seasons. Now, add a fun, summer-appropriate design like those that populated music festivals in the 1960s. There you have it, the perfect summer shoe trend.
Win might be onto something.
Style Lesson No. 4: Full leather can be summer-appropriate
Full leather looks are often associated with fall, but if there’s something Win Metawin can do is reinvent style rules. For his front-row return, the actor wore a leather-on-leather outfit that made us rethink head-to-toe leather. To make the full look occasion appropriate, the star ruled out black and went for a chocolate leather set consisting of a single-breasted jacket and panneled skinny pants.
Win combined the ensemble with a light blue shirt closed with just one button, bringing a personal spin on the sans-shirt look. He topped the outfit with a pair of leather boots that matched the exact color of the pants and played with the trompe-l’oeil effect. As the seams connecting the pants’ panels were strategically placed mid-thigh, the result was a thigh-high boot illusion. Yes, we’re talking about the viral boots every Hollywood heartthrob, from Pedro Pascal to Brad Pitt, is wearing.
Beating for an all-leather look was a bold move during summertime, but Win has proven to always have his finger on the pulse of the fashion conversation, so his outfit worked perfectly for the occasion. The verdict? Win has officially mastered the art of dressing for the front row.
