Fashion

How to Dress Like a Modern Gentleman, As Demonstrated by Will Ashley

The PBB alum's charm trickles down to his fashion choices.
Kyla Villena

by Kyla Villena

Published on Jul 30, 2025

PHOTO: Instagram/willashley17
Will Ashley has been booked and busy since concluding his Pinoy Big Brother: Celebrity Collab Edition journey as the second big placer, along with Ralph de Leon. From serving as a judge in a segment of the noontime show It’s Showtime to filming for the anticipated sequel of the movie Bar Boys, Will has been making crowds scream at the thought of his next public appearance.

While his show biz career is surely worth looking forward to, there is also much excitement about his promising sense of style.
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PHOTO: Instagram/willashley17.
Styled by Mesmyrrhized, a team led by Myrrh Lao To, and composed of Josh Galang and Carlie Lajara, Will’s wardrobe is built on crisp yet playful pieces that encapsulate his youthful charm.
5 OOTDs for the Modern Gentleman, As Seen on Will Ashley
1. Elevated Casual
Will elevates everyday basics in this clean and casual attire. The tank top, made of lightweight stretched ribbed cotton, is a breathable staple. Staying warm and cozy, he layered it with a slightly oversized structured jacket adorned by subtle dove prints, and paired them with blue straight cut jeans. A simple color palette was maintained, enough to still ooze with calm and character.
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PHOTO: Instagram/willashley17.
2. Small Details, Big Impact
With similar elements, Will can also pull off a white tank paired with an apple green cardigan outlined with reverse stitches—a cohesive theme that was present in his cuffed denim pants as well. These thoughtful details may seem small, but they add great dimension to the overall look.
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PHOTO: Instagram/mesmyrrhized.
3. Fearless in Florals
Floral patterns have evolved through the years, and this button-down top is proof. Will donned a striped cotton polo shirt embellished with anthurium flowers. Bringing balance to the colorful printed top were a sharp pair of white cargo pants that come with a belted waist and ankles. Brown loafers capped off the look that was nothing short of spruce and stylish.
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PHOTO: Instagram/willashley17.
4. Double Denim
According to the nation’s son, double denim is still in—and we believe him. Historically speaking, jeans were popularized in the 1950s by fashionable men like James Dean, so this look was only natural for the cool boy. Will sported a set made using the twill-woven fabric, both connected by the contrasting stitches that bedecked their hems. Tuck in the jacket to add new flair to the trend.
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PHOTO: Instagram/willashley17.
5. Think Pink
Will never shied away from pink, and in this outfit, he brought its sophistication in the form of a polo—an eye-catching choice that fires up a neutral base. The shirt ditches the usual buttons and is, instead, closed with ribbons that serve as the standout element of the look. Finishing off with accessories, Will’s wrists were decorated with restrained and dainty bracelets.
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PHOTO: Instagram/willashley17.
SHOP:
The Exact Pieces Spotted on Will Ashley

Anagram Tank Top in Cotton, S$690 (approximately P30,655), LOEWE, loewe.com

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Dove Jacket, P3450, FRESHWIND, freshwind-order.kyte.site

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White Anchor Logo Embroidery Tank Top, $175 (approximately P9910), JW ANDERSON, ssense.com

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Free Cuff Jeans in Edition 0, P21,700, CARL JAN CRUZ, carljancrewz.com

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Speedcat Archive Sneakers, P7100, PUMA, ph.puma.com

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Anthurium Shirt, P12,000, NICOLO PEREZ, instagram.com/nicoloperez

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Belted Cargo Pants, $811 (approximately P45,927), SACAI, farfetch.com

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Aike Denim Jacket, P5795, AIUSH REFUGEE, aiushrefugee.com

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Aike Denim Pants, P4995, AIUSH REFUGEE, aiushrefugee.com

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Pink Ribbon Polo, P2450, FRESHWIND, freshwind-order.kyte.site

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Note: Some of the prices mentioned in this article have been sourced from authorized resellers and not directly from the brand's official website. While every effort has been made to ensure accuracy, it is important to note that prices may vary depending on the reseller and the region. We encourage readers to visit the official brand website or consult authorized resellers for the most up-to-date pricing information.
Kyla Villena

Kyla Villena loves a good lip gloss and a trip to the art gallery. She is Preview's beauty girl, who doubles as a self-proclaimed motivational speaker.

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