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Quick View Levi's Paulo S/S Shirt in Stripe Levi's Paulo S/S Shirt in Stripe Levi's Paulo S/S Shirt in Stripe $68.00

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Levi's Paulo S/S Shirt in Stripe

Levi's Paulo S/S Shirt in Stripe

$68.00

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This striped shirt from Levi’s is crafted from a cool and crisp linen blend, for a professional style that exudes casual charm. The Paulo is a short sleeve shirt, equipped with a refined collar and chest pocket, and cut to a comfortable relaxed silhouette for a perfectly polished fit. Tuck yours into medium wash jeans with brown leather shoes for a dapper style, or layered over a white tee with blue shorts for your next backyard barbecue.

Also available in store at Roadtrip.

55% Linen, 45% Lyocell

Machine Wash Cold


Quick View Levi's Marlo S/S Shirt in Navy Levi's Marlo S/S Shirt in Navy Levi's Marlo S/S Shirt in Navy $68.00

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Levi's Marlo S/S Shirt in Navy

Levi's Marlo S/S Shirt in Navy

$68.00

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Fabricated from a cool and crisp linen blend, the Marlo is a soft short sleeve shirt that is attentively designed for year round wear. Equipped with a refined collar and chest pocket, this button down is cut to a comfortable relaxed silhouette for a perfectly polished fit. Style yours under a sports jacket with dark chinos for classic office attire, or with navy shorts and boat shoes for relaxing weekends in the sunshine.

Also available in store at Roadtrip.

55% Linen, 45% Lyocell

Machine Wash Cold


Quick View Ben Sherman In The Clouds S/S Shirt in Sky Ben Sherman In The Clouds S/S Shirt in Sky Ben Sherman In The Clouds S/S Shirt in Sky $88.00

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Ben Sherman In The Clouds S/S Shirt in Sky

Ben Sherman In The Clouds S/S Shirt in Sky

$88.00

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Cut in a regular fit from a soft and crisp cotton fabric, this staple sports a chest pocket with side tab branding, and comes equipped with a button down collar for effortless outfits dressed up or down. A must have for office wear, take yours for a spin this weekend with tan shorts and boat shoes.

Also available in store at Trustfund

100% Cotton

Machine Washable


Quick View Ben Sherman Clarity L/S Shirt in White Ben Sherman Clarity L/S Shirt in White Ben Sherman Clarity L/S Shirt in White $108.00

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Ben Sherman Clarity L/S Shirt in White

Ben Sherman Clarity L/S Shirt in White

$108.00

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The Clarity L/S Shirt from Ben Sherman is crafted from a soft and breathable cotton fabric that features a memorable diamond print throughout. Sporting a concealed button down point collar and cut to a regular fit, this long sleeve is easily dressed up or down. Wear yours to work with you with navy chinos and dress shoes, or transition it into weekend wear with dark wash denim and rolled cuffs.

Also available in store at Trustfund.

100% Cotton

Machine Washable


Quick View Ben Sherman Kaleidoscope L/S Shirt in Navy Ben Sherman Kaleidoscope L/S Shirt in Navy Ben Sherman Kaleidoscope L/S Shirt in Navy $118.00

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Ben Sherman Kaleidoscope L/S Shirt in Navy

Ben Sherman Kaleidoscope L/S Shirt in Navy

$118.00

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Equipped with a two finger button down collar for versatile wear, this long sleeve is the simple way to craft a statement style for any occasion. Fabricated from cool and breathable cotton, pair yours with tan shorts and boat shoes for the ideal weekend look.

Also available in store at Trustfund.

100% Cotton

Machine Washable


Quick View Ben Sherman Taylor Oxford in Blue Ben Sherman Taylor Oxford in Blue Ben Sherman Taylor Oxford in Blue $98.00

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Ben Sherman Taylor Oxford in Blue

Ben Sherman Taylor Oxford in Blue

$98.00

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Known for their impeccable craftsmanship and iconic dress shirts, Ben Sherman offers up another modern day classic with the Taylor Oxford. Crafted from a soft, crisp cotton and cut to a regular fit, this wardrobe essential comes in the ideal shade of blue for versatile dressing. Polished off with a casual two finger button down collar, back box pleat, and chest pocket, this stylish staple is a minimalistic must-have for year round wear. Wear yours with anything, from light wash denim to pressed pants, for an effortlessly sophisticated look.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Clint L/S Shirt in Azure Ben Sherman Clint L/S Shirt in Azure Ben Sherman Clint L/S Shirt in Azure $98.00

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Ben Sherman Clint L/S Shirt in Azure

Ben Sherman Clint L/S Shirt in Azure

$98.00

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Ideal for smart, casual dressing, the Clint Shirt is a sharp looking button down in Ben Sherman's iconic gingham print. Designed in a regular fit and detailed with a 2 finger button down collar and chest pocket, this versatile style is lightweight and breathable, ensuring a polished look from your morning commute to after work celebratory drinks. Finish it off with beige chinos and a black belt for an all day, ruggedly refined outfit.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Classic Oxford in Pink Ben Sherman Classic Oxford in Pink Ben Sherman Classic Oxford in Pink $88.00

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Ben Sherman Classic Oxford in Pink

Ben Sherman Classic Oxford in Pink

$88.00

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The Classic Oxford from Ben Sherman is an everyday essential you'll be happy to have on hand week after week. In an easy to wear regular fit, this cotton shirt is detailed with a two finger button down collar and chest pocket with side tab branding for a professional, easy to wear staple. Polished off with a box pleat and locker loop, this short sleeve shirt is a timeless go-to in the ideal shade of pink. From weekend brunch dates to afternoon meetings, style yours with navy bottoms and leather shoes for an effortlessly handsome outfit.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Glen S/S Shirt in Navy Ben Sherman Glen S/S Shirt in Navy Ben Sherman Glen S/S Shirt in Navy $88.00

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Ben Sherman Glen S/S Shirt in Navy

Ben Sherman Glen S/S Shirt in Navy

$88.00

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A year round essential, this short sleeve button down checks all our boxes. From the soft and breathable fabrication to the versatile two finger button down collar, the Glen Shirt offers maximum wearability for all occasions. Cut to a regular fit for all day comfort and sporting a chest pocket with tab branding, this casual dress shirt is designed to easily be dressed up or down. Style yours with shorts and a pair of boat shoes for the days off in the sun, or belt it into navy slacks for looking sharp at the office.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Denver L/S Shirt in Sky Ben Sherman Denver L/S Shirt in Sky Ben Sherman Denver L/S Shirt in Sky $128.00

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Ben Sherman Denver L/S Shirt in Sky

Ben Sherman Denver L/S Shirt in Sky

$128.00

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This button down from Ben Sherman features the ideal micro floral print to keep your style fresh all day long. Cut to a slim fit for a polished and professional look, this cotton long sleeve shirt sports a classic concealed button down collar for a timelessly dashing outfit. Pair yours with navy chinos and leather loafers for a refined office style, or roll up the sleeves and wear it open over a white tee for weekend barbecues.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Original Penguin Citation Polo in Navy Original Penguin Citation Polo in Navy Original Penguin Citation Polo in Navy $75.00

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Original Penguin Citation Polo in Navy

Original Penguin Citation Polo in Navy

$75.00

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Give your polo collection a sophisticated refresh with the Citation Polo from Original Penguin. Styled to a slim fit, this piece is crafted with Pima cotton, offering supreme stretch and softness for your daily dressing. A double button neck and embroidered logo keep this polo on the refined side. Take on warmer weather in style and team it with printed shorts and sunglasses.

Also available in store at Trustfund.

65% Pima Cotton, 35% Cotton

Machine Wash Cold


Quick View Original Penguin Frankel Polo in Teal Original Penguin Frankel Polo in Teal Original Penguin Frankel Polo in Teal $69.00

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Original Penguin Frankel Polo in Teal

Original Penguin Frankel Polo in Teal

$69.00

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For all those off duty days when you need to stay sharp, the Frankel Polo has your back. One of Original Penguin's classic staples, this shirt is crafted from a super soft and slightly stretchy cotton, in a slim fit for subtle sophistication and all-day comfort. Polish off the look with boat shoes and your favourite shades.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Original Penguin I See You L/S Shirt in White Original Penguin I See You L/S Shirt in White Original Penguin I See You L/S Shirt in White $99.00

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Original Penguin I See You L/S Shirt in White

Original Penguin I See You L/S Shirt in White

$99.00

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Featuring a stylish glasses print, this button down from Original Penguin is crafted from a soft cotton twill, keeping you comfortable all day long. Designed in a slim silhouette, this long sleeve shirt comes equipped with a full yolk and back box pleats, button down collar, and a chest pocket with side tab branding, all to ensure a cool and collected look. A staple in casual wear, dress it up with a sports coat and bow tie for a modern twist on a classic style.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin Willis L/S Shirt in Sky Original Penguin Willis L/S Shirt in Sky Original Penguin Willis L/S Shirt in Sky $99.00

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Original Penguin Willis L/S Shirt in Sky

Original Penguin Willis L/S Shirt in Sky

$99.00

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Dress like the charmer you are in this sky blue button down from Original Penguin. This shirt is crafted from a soft slub cotton, offering a melange of blues ideal for casual dressing. A button down collar and chest pocket offer sharp sophistication, and the dobby weave creates a subtle texture to the classic slim fit. Style yours with beige chinos, rolled sleeves, and steel watch for a ruggedly refined look.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin Rhodes S/S Shirt Original Penguin Rhodes S/S Shirt Original Penguin Rhodes S/S Shirt $89.00

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Original Penguin Rhodes S/S Shirt

Original Penguin Rhodes S/S Shirt

$89.00

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Enjoy every bit of warmth on sunny days in the Rhodes Shirt. In a short sleeve silhouette and crafted from 100% linen, this style is super soft and extra breathable. Displaying muted tones of blue and red with the classically embroidered chest pocket, this remarkable piece fits into any outfit seamlessly. Style yours with blue shorts and boat shoes for your next backyard party, or navy slacks and a sports jacket for a more polished look!

Also available in store at Roadtrip.

100% Linen

Machine Wash Cold


Quick View Original Penguin Perrin L/S Shirt in Blue Original Penguin Perrin L/S Shirt in Blue Original Penguin Perrin L/S Shirt in Blue $99.00

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Original Penguin Perrin L/S Shirt in Blue

Original Penguin Perrin L/S Shirt in Blue

$99.00

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Always a smart decision, this classic Original Penguin button down is crafted from a deep blue cotton, and sports a geometric stitching detail to offer subtle texture to an everyday essential. Style yours with beige chinos and leather shoes for a refined take on weekend wear.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin Orson L/S Shirt in Blue Original Penguin Orson L/S Shirt in Blue Original Penguin Orson L/S Shirt in Blue $99.00

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Original Penguin Orson L/S Shirt in Blue

Original Penguin Orson L/S Shirt in Blue

$99.00

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For the man who loves comfort in a classic style, a plaid button down is essential. The Orson Shirt is fabricated from a luxurious linen blend that ensures a lightweight and comfortable wear. A button-down collar and patch pocket add a laid back attitude to this professional piece, and a contrasting colour pallet creates a modern look. Style yours with a belt and slacks for the work week, or untuck it with your favourite pair of faded denim for weekend wear.

Also available in store at Roadtrip.

55% Linen, 45% Cotton

Machine Wash Cold


Quick View Original Penguin Maguire L/S Shirt in Grey Original Penguin Maguire L/S Shirt in Grey Original Penguin Maguire L/S Shirt in Grey $89.00

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Original Penguin Maguire L/S Shirt in Grey

Original Penguin Maguire L/S Shirt in Grey

$89.00

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This button down from Original Penguin is cut from a soft and lightweight cotton, and features a heathered pattern with a hint of stretch in the fabric for all-day comfort. Cut to a slim fit, the Maguire Shirt comes equipped with a button down collar to seamlessly dress up or down. Create a dapper office look with navy slacks and a black belt, or get it weekend ready in dark blue denim and rolled sleeves!

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin Rainforest Polo in Navy Original Penguin Rainforest Polo in Navy Original Penguin Rainforest Polo in Navy $79.00

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Original Penguin Rainforest Polo in Navy

Original Penguin Rainforest Polo in Navy

$79.00

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Your favourite Hawaiian shirt with a polished twist. The Rainforest Polo is a tropical cotton shirt, cut to a dapper slim fit. A bold statement pattern is polished off with a tipped collar and cuffs. All you need to add is a light pair of chinos and sneakers for a refined take on a classic style.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Matinique Lonsdale L/S Shirt in Blue Matinique Lonsdale L/S Shirt in Blue Matinique Lonsdale L/S Shirt in Blue $119.00

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Matinique Lonsdale L/S Shirt in Blue

Matinique Lonsdale L/S Shirt in Blue

$119.00

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A dashing print on a modern classic. Matinique's iconic button down sports a dapper daisy print across inky blue cotton for a refreshingly unique take on a timeless item. Cut to a regular fit, this style will go great worn under a jacket or on its own for full display. We love the look with grey chinos and rolled sleeves for a casual look on a warm day.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Gareth L/S Shirt in Green Matinique Gareth L/S Shirt in Green Matinique Gareth L/S Shirt in Green $119.00

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Matinique Gareth L/S Shirt in Green

Matinique Gareth L/S Shirt in Green

$119.00

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Add a modern twist to a classic with this freshly printed button down. Accented with light green florals and cut to a classically rugged regular fit, this staple from Matinique is the subtle pop of colour your wardrobe has been craving. As versatile as it is timeless, pair yours with a navy sports jacket and chinos for a laid back, yet polished look.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Clematis L/S Shirt in Navy Matinique Clematis L/S Shirt in Navy Matinique Clematis L/S Shirt in Navy $119.00

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Matinique Clematis L/S Shirt in Navy

Matinique Clematis L/S Shirt in Navy

$119.00

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Keep your style fresh and refined with this button down from Matinique. The Clematis is a soft and comfortable regular fitting shirt, sporting a finely detailed micro print to add a dose of depth to your outfit. Always the first choice for office wear, dress yours down for the weekend with cuffed denim and sneakers on your next afternoon off.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique George L/S Shirt in Lilac Matinique George L/S Shirt in Lilac Matinique George L/S Shirt in Lilac $119.00

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Matinique George L/S Shirt in Lilac

Matinique George L/S Shirt in Lilac

$119.00

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A must-have in modern day menswear, this pastel purple button down from Matinique offers timeless style and crisp comfort each time you add it to your outfit. A micro print adds depth to this classic style, and a timeless regular cut offers easy, everyday wear. A piece as versatile as this will go with everything in your closet, just add a sports jacket and slacks to polish it off.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique George L/S Shirt in Blue Matinique George L/S Shirt in Blue Matinique George L/S Shirt in Blue $119.00

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Matinique George L/S Shirt in Blue

Matinique George L/S Shirt in Blue

$119.00

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A must-have in modern day menswear, this sky blue button down from Matinique offers timeless style and crisp comfort each time you add it to your outfit. A micro print adds depth to this classic style, and a timeless regular cut offers easy, everyday wear. A piece as versatile as this will go with everything in your closet, just add a sports jacket and slacks to polish it off.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Bromley L/S Shirt in Blue Matinique Bromley L/S Shirt in Blue Matinique Bromley L/S Shirt in Blue $119.00

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Matinique Bromley L/S Shirt in Blue

Matinique Bromley L/S Shirt in Blue

$119.00

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Another of Matinique's iconically versatile button downs, the Bromley Shirt feels even better than it looks. Crafted from a soft and sustainable cotton with a slightly textured print, this long sleeve shirt is cut to a regular fit for a comfy, classic wear. Team it with navy blue slacks and a navy tie for the work week, or dark blue denim and rolled sleeves for your off duty days.

Also available in store at Roadtrip.

Regular Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Karlito L/S Shirt in B/W Ben Sherman Karlito L/S Shirt in B/W Ben Sherman Karlito L/S Shirt in B/W $98.00

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Ben Sherman Karlito L/S Shirt in B/W

Ben Sherman Karlito L/S Shirt in B/W

$98.00

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Cut and styled for year round comfort, this cotton button down is the ideal staple. Sporting Ben Sherman's iconic gingham print, the Karlito features a classic two finger button down collar, side tab branding on the chest pocket, and a back box-pleat and locker-loop. In a regular modern fit, this shirt offers a polished and professional look. Style it with pants and leather shoes for the office, or with tan chinos and rolled sleeves for a more relaxed look.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Karlito L/S Shirt in Cocoa Ben Sherman Karlito L/S Shirt in Cocoa Ben Sherman Karlito L/S Shirt in Cocoa $98.00

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Ben Sherman Karlito L/S Shirt in Cocoa

Ben Sherman Karlito L/S Shirt in Cocoa

$98.00

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Cut and styled for year round comfort, this cotton button down is the ideal staple. Sporting Ben Sherman's iconic gingham print, the Karlito features a classic two finger button down collar, side tab branding on the chest pocket, and a back box-pleat and locker-loop. In a regular modern fit, this shirt offers a polished and professional look. Style it with pants and leather shoes for the office, or with tan chinos and rolled sleeves for a more relaxed look.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Karlito L/S Shirt in Cobalt Ben Sherman Karlito L/S Shirt in Cobalt Ben Sherman Karlito L/S Shirt in Cobalt $98.00

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Ben Sherman Karlito L/S Shirt in Cobalt

Ben Sherman Karlito L/S Shirt in Cobalt

$98.00

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Cut and styled for year round comfort, this cotton button down is the ideal staple. Sporting Ben Sherman's iconic gingham print, the Karlito features a classic two finger button down collar, side tab branding on the chest pocket, and a back box-pleat and locker-loop. In a regular modern fit, this shirt offers a polished and professional look. Style it with pants and leather shoes for the office, or with tan chinos and rolled sleeves for a more relaxed look.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Karlito L/S Shirt in Indigo Ben Sherman Karlito L/S Shirt in Indigo Ben Sherman Karlito L/S Shirt in Indigo $98.00

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Ben Sherman Karlito L/S Shirt in Indigo

Ben Sherman Karlito L/S Shirt in Indigo

$98.00

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Cut and styled for year round comfort, this cotton button down is the ideal staple. Sporting Ben Sherman's iconic gingham print, the Karlito features a classic two finger button down collar, side tab branding on the chest pocket, and a back box-pleat and locker-loop. In a regular modern fit, this shirt offers a polished and professional look. Style it with pants and leather shoes for the office, or with tan chinos and rolled sleeves for a more relaxed look.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Rayburn L/S Shirt in Red Ben Sherman Rayburn L/S Shirt in Red Ben Sherman Rayburn L/S Shirt in Red $98.00

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Ben Sherman Rayburn L/S Shirt in Red

Ben Sherman Rayburn L/S Shirt in Red

$98.00

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This shirt is a modern classic. Cut from a lightweight checkered cotton, it features a two finger button down collar and a tab branded chest pocket. Pair this shirt with tan chinos and leather boat shoes for the perfect weekend look.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin Lynel L/S Shirt in Navy Original Penguin Lynel L/S Shirt in Navy Original Penguin Lynel L/S Shirt in Navy $99.00

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Original Penguin Lynel L/S Shirt in Navy

Original Penguin Lynel L/S Shirt in Navy

$99.00

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The Lynel is crafted from a durable plain weave cotton fabric, that offers breathable comfort and just the right amount of stretch. In a versatile slim fit with a button down collar, this fun geometric shirt balances casual and polished perfectly. Wear yours to the office belted into dark grey chinos, or wear it on the weekend with rolled sleeves and leather boots.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin Haworth Polo in Night Original Penguin Haworth Polo in Night Original Penguin Haworth Polo in Night $79.00

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Original Penguin Haworth Polo in Night

Original Penguin Haworth Polo in Night

$79.00

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Always a sophisticated style, this pique polo from Original Penguin is a sharp staple to complete your collection. Crafted from lightweight cotton, and featuring ribbed cuffs and collar with contrast tipping, this refined piece is comfortably textured with a sleek pop of colour. A feel good fit on and off the clock, this birdseye knit fabric looks as great with faded denim and sneakers as it does with brown chinos and loafers.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Matinique Boston L/S Shirt in Navy Matinique Boston L/S Shirt in Navy Matinique Boston L/S Shirt in Navy $109.00

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Matinique Boston L/S Shirt in Navy

Matinique Boston L/S Shirt in Navy

$109.00

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The Boston is a long sleeve button down that features a mini geometric print that is easily dressed up or down. Cut to a regular fit and crafted from soft and breathable cotton, this piece gives all day comfort. A definite staple for the office, try it on the weekend with rolled sleeves and brown boots.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Venice L/S Shirt in Vert Matinique Venice L/S Shirt in Vert Matinique Venice L/S Shirt in Vert $99.00

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Matinique Venice L/S Shirt in Vert

Matinique Venice L/S Shirt in Vert

$99.00

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The Venice Shirt offers a contemporary twist to a polished and professional staple. A button down collar takes this piece effortlessly from work to play, and the breathable, soft cotton ensures all day comfort. Wear yours belted into dark  denim for a charming laid-back look.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Inside Out


Quick View Matinique Marc L/S Shirt in Maroon Matinique Marc L/S Shirt in Maroon Matinique Marc L/S Shirt in Maroon $109.00

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Matinique Marc L/S Shirt in Maroon

Matinique Marc L/S Shirt in Maroon

$109.00

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Blending formal and casual for a true staple that works all week long! This shirt from Matinique is crafted from crisp cotton and features a charming geometric print. Tuck it into black pants and accent it with a tie for the work day, or roll the sleeves and swap the trousers for denim on the weekend.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Original Penguin Maddox L/S Shirt in Blue Original Penguin Maddox L/S Shirt in Blue Original Penguin Maddox L/S Shirt in Blue $99.00

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Original Penguin Maddox L/S Shirt in Blue

Original Penguin Maddox L/S Shirt in Blue

$99.00

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The Maddox features a versatile mini gingham print, full button down placket, and a button down collar to easily dress up or down no matter the occasion. A chest pocket sports the signature Penguin logo for effortless sophistication. Keep it simple with rolled sleeves and dark denim, or wear it to work with blue panta and dark brogues.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin Adyn L/S Shirt in Blue Original Penguin Adyn L/S Shirt in Blue Original Penguin Adyn L/S Shirt in Blue $99.00

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Original Penguin Adyn L/S Shirt in Blue

Original Penguin Adyn L/S Shirt in Blue

$99.00

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Go for a classic look in this staple from Original Penguin. This button down features a full placket and a button down collar ideal for dress down days. A chest pocket sporting the signature Penguin logo keeps this fun style suave and sophisticated from early morning coffee runs to weekend date nights. Tuck it into tan chinos and add a black belt for your next casual Friday.

Also available in store at Roadtrip

100% Cotton

Machine Wash Cold


Quick View Original Penguin Flamingo S/S Shirt in Blue Original Penguin Flamingo S/S Shirt in Blue Original Penguin Flamingo S/S Shirt in Blue $89.00

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Original Penguin Flamingo S/S Shirt in Blue

Original Penguin Flamingo S/S Shirt in Blue

$89.00

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Take the tropics with you no matter the weather with the Flamingo Shirt from Original Penguin. A short sleeve, electric blue button down that features an all over flamingos and floral print, this warm weather staple sports a chest pocket and a button down collar. Get in the vacation spirit year round with slim fit denim and white sneakers.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman London Boy L/S in Navy Ben Sherman London Boy L/S in Navy Ben Sherman London Boy L/S in Navy $118.00

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Ben Sherman London Boy L/S in Navy

Ben Sherman London Boy L/S in Navy

$118.00

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In true Ben Sherman style, the London Boy is a classic button down with contemporary appeal. Crafted from 100% cotton, this breathable style comes equipped with a classic point concealed button down collar for a laid back kind of sophistication. Wear yours with a grey blazer and pants for a dashing look to take you from the office to date night.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Kalen L/S Shirt in Camel Ben Sherman Kalen L/S Shirt in Camel Ben Sherman Kalen L/S Shirt in Camel $128.00

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Ben Sherman Kalen L/S Shirt in Camel

Ben Sherman Kalen L/S Shirt in Camel

$128.00

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This long sleeve button down from Ben Sherman is the versatile staple you've been needing. Featuring a neutral base with textured details to easily dress up or down. The Kalen is crafted from breathable, season spanning cotton in Ben Sherman's signature mod fit, and includes a two finger button down collar and mitered cuffs to add a formal touch. Finish off the look with black slacks and a black leather belt for classically tailored office style.

Also available in store at Trustfund.

100% Cotton

Machine Washable.


Quick View Matinique Edmund Shirt in Navy Matinique Edmund Shirt in Navy Matinique Edmund Shirt in Navy $139.00

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Matinique Edmund Shirt in Navy

Matinique Edmund Shirt in Navy

$139.00

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This button-down from Matinique features a subtle floral print on a dark navy backdrop that makes it versatile and easy to style. Boasting a sophisticated collared neckline and a button lined placket this piece is perfect for the office. Cut for a relaxed fit and made of ultra-soft 100% cotton this piece will have you sailing through your work week with complete ease. Polish this look off with black trousers and your go-to watch.

Also available in store at Roadtrip.

Regular Fit

100% Cotton

Machine Washable


Quick View Original Penguin Charlie Check L/S in Navy Original Penguin Charlie Check L/S in Navy Original Penguin Charlie Check L/S in Navy $99.00

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Original Penguin Charlie Check L/S in Navy

Original Penguin Charlie Check L/S in Navy

$99.00

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A sophisticated style on and off the clock, the Charlie is a long sleeve shirt that can effortlessly be dressed up or down. Crafted from a soft cotton blend and featuring a full placket and button down collar, this style is designed in neutral blues to create a wardrobe staple for any occasion.

Also available in store at Roadtrip.

60% Cotton, 40% Polyester

Machine Wash Cold


Quick View Original Penguin Paul Plaid L/S in Green Original Penguin Paul Plaid L/S in Green Original Penguin Paul Plaid L/S in Green $99.00

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Original Penguin Paul Plaid L/S in Green

Original Penguin Paul Plaid L/S in Green

$99.00

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Original Penguin takes your favourite weekend staple and adds a modern twist to bring you a button down you'll find yourself reaching for again and again. This flannel shirt comes packed with a twisted yarn fabrication creating a more striking and vivid colour variation throughout the shirt. Cut for a relaxed fit, this piece is accompanied by a collared neckline, button lined placket and chest pocket. Polish off this look with some blue denim and white converse.

This Style also comes in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

60% Cotton, 40% Polyester

Machine Wash Cold


Quick View Scotch & Soda Griffin Flannel L/S Shirt in Dusk Scotch & Soda Griffin Flannel L/S Shirt in Dusk $149.00

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Scotch & Soda Griffin Flannel L/S Shirt in Dusk

Scotch & Soda Griffin Flannel L/S Shirt in Dusk

$149.00

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Featuring a regular fit with an eye-catching multi-color pattern for days where you want to flaunt your stylish taste. The combination of the classic collar, chest pocket, and lightweight fabrication make this a comfortable piece that can easily be dressed up or down. Pair with black trousers and brown loafers for your 9-5 grind.

Also available in store at Trustfund.

65% Polyester, 35% Viscose

Machine Washable


Quick View Casual Friday Bergen L/S Shirt in Grey Casual Friday Bergen L/S Shirt in Grey Casual Friday Bergen L/S Shirt in Grey $89.00

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Casual Friday Bergen L/S Shirt in Grey

Casual Friday Bergen L/S Shirt in Grey

$89.00

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This button down is crafted from a soft cotton and cut in a slim fit. With a chest pocket and button down collar, the Bergen features neutral grey tones for truly timeless appeal.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Casual Friday Lund L/S Shirt in Blue Casual Friday Lund L/S Shirt in Blue Casual Friday Lund L/S Shirt in Blue $105.00

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Casual Friday Lund L/S Shirt in Blue

Casual Friday Lund L/S Shirt in Blue

$105.00

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The Lund shirt from Casual Friday is a modern take on a classic button down that takes you seamlessly from workday to weekend. Sporting a fresh all over starburst print and crafted from a lightweight cotton, this long sleeve is cut in a regular fit for all day comfort.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Casual Friday Odense L/S Shirt in Blue Casual Friday Odense L/S Shirt in Blue Casual Friday Odense L/S Shirt in Blue $89.00

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Casual Friday Odense L/S Shirt in Blue

Casual Friday Odense L/S Shirt in Blue

$89.00

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A shirt that fits easily into your daily wardrobe or weekend roster, the Odense is a long sleeve button down that's perfect for office casual. Crafted from a light and comfortable cotton and cut in a slim fit that never compromises movement. A simple staple for day and night, wear it year round with khaki chinos and leather sneakers.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Levi's Earl Chambray Shirt in Denim Levi's Earl Chambray Shirt in Denim Levi's Earl Chambray Shirt in Denim $89.00

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Levi's Earl Chambray Shirt in Denim

Levi's Earl Chambray Shirt in Denim

$89.00

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Whether it be a day at the office or a night on the town, this shirt has you covered. Fabricated from soft 100% cotton, this timeless piece promises you nothing but complete comfort. The button flap square pockets and double button cuffs make this piece easy to style whether you deice to keep it open or button it up. Style with black denim jeans and a white shirt underneath for a smart casual look.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin Roger L/S Shirt in Navy Original Penguin Roger L/S Shirt in Navy Original Penguin Roger L/S Shirt in Navy $99.00

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Original Penguin Roger L/S Shirt in Navy

Original Penguin Roger L/S Shirt in Navy

$99.00

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Artfully textured, the Rodger Shirt from Original Penguin is a sleek classic that is ideal for day to night wear. This unique piece is crafted from cotton in a slim fit, and features woven and raised threads that create a contrasting check pattern. A stretch fabric that moves with your body offers an easy wear, while the button down collar keeps you looking sharp. Add a grey sports jacket for office attire, or pair with jeans and sneakers for after hours.

Also available in store at Trustfund.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Colin L/S Shirt in Wine Original Penguin Colin L/S Shirt in Wine Original Penguin Colin L/S Shirt in Wine $99.00

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Original Penguin Colin L/S Shirt in Wine

Original Penguin Colin L/S Shirt in Wine

$99.00

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A staple in any work week roster, this cotton button down is the coolest choice for all day comfort. With a subtle geometric pattern and a button down collar, you'll look polished and professional for every occasion. Cut in a slim fit to keep you looking sharp. Finish off the look with rolled sleeves and black jeans for your after hours wind down.

Also available in store at Trustfund.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Haworth Polo in Wine Original Penguin Haworth Polo in Wine Original Penguin Haworth Polo in Wine $79.00

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Original Penguin Haworth Polo in Wine

Original Penguin Haworth Polo in Wine

$79.00

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Always a sophisticated style, this pique polo from Original Penguin is a sharp staple to complete your collection. Crafted from lightweight cotton, and featuring ribbed cuffs/collar with contrast tipping, this refined piece is comfortably textured with a sleek pop of colour. A feel good fit on and off the clock, this birdseye knit fabric looks as great with faded denim and sneakers as it does with brown chinos and loafers.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Patrick L/S Shirt in Forest Ben Sherman Patrick L/S Shirt in Forest Ben Sherman Patrick L/S Shirt in Forest $98.00

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Ben Sherman Patrick L/S Shirt in Forest

Ben Sherman Patrick L/S Shirt in Forest

$98.00

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This classic oxford from Ben Sherman is an instant favourite, cut from soft and breathable cotton in micro gingham print. In a regular mod fit, this essential shirt sports a front pocket, a two finger button down collar, and is made for easy wears and effortless styling. Tuck this long sleeve shirt into blue jeans and add a brown belt for a refreshing pop of pattern.

This Style is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton Machine Washable


Quick View Scotch & Soda Checklist L/S Shirt in B/W Scotch & Soda Checklist L/S Shirt in B/W $149.00

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Scotch & Soda Checklist L/S Shirt in B/W

Scotch & Soda Checklist L/S Shirt in B/W

$149.00

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Check off all your button down needs with the Checklist Shirt. With soft woven cotton and a regular fit, this lightweight dress shirt keeps you cool and classic from day to night. A black and white check pattern, a collared neckline and a chest pocket bring to life this wardrobe staple. Pair it with chinos and black laced shoes for a truly timeless outfit.

Also available in store at Trustfund

Regular Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Pete Polo in White Original Penguin Pete Polo in White Original Penguin Pete Polo in White $69.00

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Original Penguin Pete Polo in White

Original Penguin Pete Polo in White

$69.00

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Experts in classics, Original Penguin knows a thing or two about the polo game. Cut in the brand's signature heritage slim fit, this staple top is crafted from soft 100% cotton in a pique fabrication to add a unique textured appearance. The ribbed cuffs and collar with contrast tipping add a hint of sophistication, great for sporting with dark wash denim and a leather jacket.

This Style is also available in Other Colors.

Also available in store at Trustfund.

Slim Fit

100% Cotton

Machine Wash Cold


Quick View Matinique Maverick L/S Shirt in White Matinique Maverick L/S Shirt in White Matinique Maverick L/S Shirt in White $129.00

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Matinique Maverick L/S Shirt in White

Matinique Maverick L/S Shirt in White

$129.00

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Patterned shirts tend to be for the more confident set, but this subtle-floral print piece from Matinique is smart and wearable. Mini navy florals are set against a soft white background in a slim fit cut for the most dapper of looks. The stretch cotton material ensures comfort is never sacrificed here. Pair with navy suiting and brown leather brogues to add a point of interest!

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Benny L/S Shirt in Rust Ben Sherman Benny L/S Shirt in Rust Ben Sherman Benny L/S Shirt in Rust $98.00

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Ben Sherman Benny L/S Shirt in Rust

Ben Sherman Benny L/S Shirt in Rust

$98.00

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No one knows how to craft perfect versatile pieces quite like Ben Sherman. Cut for a modern fit, this top features a classic button down front, collared neckline and spade pocket on the chest. Pair with a khaki pant and brown loafer for a great 9-5 look.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Warm


Quick View Original Penguin William Polo in Navy Original Penguin William Polo in Navy Original Penguin William Polo in Navy $65.00

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Original Penguin William Polo in Navy

Original Penguin William Polo in Navy

$65.00

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Your favourite old school classic gets a revamp in this timeless polo from Original Penguin. Featuring a pique fabrication for added texture, this polo is crafted from 100% ultra soft cotton to bring you a more comfortable and breathable experience. The slim fit and dark hue creates a more flattering and tailored look. Pair with olive-toned joggers and sleek black runners.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Original Penguin William Polo in Black Original Penguin William Polo in Black Original Penguin William Polo in Black $65.00

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Original Penguin William Polo in Black

Original Penguin William Polo in Black

$65.00

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Your favourite old school classic gets a revamp in this timeless polo from Original Penguin. Featuring a pique fabrication for added texture, this polo is crafted from 100% ultra soft cotton to bring you a more comfortable and breathable experience. The slim fit and dark hue creates a more flattering and tailored look. Pair with olive-toned joggers and sleek black runners.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Scotch Neat L/S Shirt in Navy Ben Sherman Scotch Neat L/S Shirt in Navy Ben Sherman Scotch Neat L/S Shirt in Navy $118.00

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Ben Sherman Scotch Neat L/S Shirt in Navy

Ben Sherman Scotch Neat L/S Shirt in Navy

$118.00

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A good polka dot shirt is a timeless piece that will still make you stand out as a man with style! Cut in a classic fit with a back box pleat and hanger loop, this button down is finished with a minimal small point button down collar. Let the dots speak for themselves and pair this shirt with a pair of neutral trousers for an understated yet put-together outfit. Alternatively, this shirt looks great peaking out under a crew-neck sweater!

Also available in store at Trustfund.

100% Cotton

Machine Washable



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This is just a sampling of amazing items that we carry and love. We get new arrivals in our physical shop daily.


Roadtrip is your destination for today’s top brands and best indie designers

24-B York Street, Ottawa
Canada K1N 1K2
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613.562.0992