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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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A soft, refined flannel is a timeless staple for any man who knows comfort is key. This cotton blend button down is cut in a slim fit, crafted from a dobby fabrication with a brushed finish to add dimension and texture to your day! In a cool toned plaid print that goes with anything, the Paul sports a button down collar to add a touch of casual, while the left chest pocket rocks a subtle Penguin logo to polish off the look. Complete this classic style with a leather jacket and dark blue jeans for a laid back weekend.

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 Original Penguin Paul Plaid L/S in Navy Original Penguin Paul Plaid L/S in Navy Original Penguin Paul Plaid L/S in Navy $99.00

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Original Penguin Paul Plaid L/S in Navy

Original Penguin Paul Plaid L/S in Navy

$99.00

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A soft, refined flannel is a timeless staple for any man who knows comfort is key. This cotton blend button down is cut in a slim fit, crafted from a dobby fabrication with a brushed finish to add dimension and texture to your day! In a cool toned plaid print that goes with anything, the Paul sports a button down collar to add a touch of casual, while the left chest pocket rocks a subtle Penguin logo to polish off the look. Complete this classic style with a leather jacket and dark blue jeans for a laid back weekend.

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 Original Penguin Brad Buffalo L/S in Mocha Original Penguin Brad Buffalo L/S in Mocha Original Penguin Brad Buffalo L/S in Mocha $99.00

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Original Penguin Brad Buffalo L/S in Mocha

Original Penguin Brad Buffalo L/S in Mocha

$99.00

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Keep it rustic and refined in this buffalo check button up from Original Penguin! Interlocking knit fabric adds a touch of stretch to this cotton shirt, for a breathable, comfortable go-to you can move in. Cut in a slim fit with a button down collar, this shirt sports a chest pocket subtly embroidered with the iconic Penguin logo. Woven in neutral tones for versatile wear, add anything from blue jeans to sports jacket for whatever the occasion.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Good Read Flannel in Red Original Penguin Good Read Flannel in Red Original Penguin Good Read Flannel in Red $99.00

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Original Penguin Good Read Flannel in Red

Original Penguin Good Read Flannel in Red

$99.00

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Looking good and feeling better in this cotton flannel from Original Penguin! Refine your classic plaid collection with this midweight button down, featuring a polished point collar, adjustable cuffs, and applied placket of wooden buttons. Finished with a the iconic Penguin logo at the chest pocket, the Good Read Flannel is your breathable, comfortable companion, all year long. Layer yours under a brown jacket with your favourite jeans for cool days at the cottage.

Also available in store at Roadtrip

100% Cotton

Machine Wash Cold


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

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Original Penguin Stowe L/S Shirt in Blue

Original Penguin Stowe L/S Shirt in Blue

$99.00

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Flaunt your stylish taste in this handsome button-down from Penguin! Cut for a Heritage Slim fit that is slimmer through the chest and waist and boasting a flattering plaid print with subtle blue tones! Cut from ultra-soft 100% cotton to ensure you with complete comfort and a heathered look for subtle texture. With its long-lasting style and comfort, this piece is perfect for casual weekend outings. Style yours with dark wash denim and dress shoes for a night on the town.

Also available in store at Roadtrip & Trustfund.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Scotch & Soda Maxwell L/S Shirt in Sky Scotch & Soda Maxwell L/S Shirt in Sky Scotch & Soda Maxwell L/S Shirt in Sky $139.00

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Scotch & Soda Maxwell L/S Shirt in Sky

Scotch & Soda Maxwell L/S Shirt in Sky

$139.00

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Keep your style looking sharp as can be in this handsome piece from Scotch & Soda! Cut for a slim fit and featuring a collared neckline this button-down makes for the perfect tailored look. Knitted from pure cotton with a soft stretch that will keep you effortlessly comfortable. Style tucked into black trousers and paired with dark dress shoes for your next big event or a day at the office!

Also available in store at Trustfund.

100% Cotton

Machine Washable


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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A luxurious long sleeve button down in all the perfect colors! Featuring a regular fit with an eye-catching multi-color print 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 Ystad L/S Shirt in Grey Casual Friday Ystad L/S Shirt in Grey Casual Friday Ystad L/S Shirt in Grey $89.00

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Casual Friday Ystad L/S Shirt in Grey

Casual Friday Ystad L/S Shirt in Grey

$89.00

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The Ystad is a neutral plaid button down and the perfect addition to any wardrobe. Crafted from comfortable and super lightweight cotton, this long sleeve shirt is cut in a regular fit with a button down collar for a versatile style that takes you from the 9-5 grind to after hour beers effortlessly. Celebrate the start of your weekend with black trousers and rolled sleeves!

Also available in store at Roadtrip.

100% Cotton

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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About as classic as you can get, this button down is crafted from super soft and breezy cotton and cut in a slim fit for snug movement. With a chest pocket and versatile button down collar, the Bergen features neutral grey tones for a truly timeless appeal. Grey trousers go well with this item for a clean look, or unbuttoned over a white tee with dark denim for weekends by the lake.

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 the modern take on a classic button down that takes you seamlessly from the work day to weekend wear. Sporting fresh all over starburst print and crafted from a light and breezy cotton, this long sleeve is cut in a regular fit for all day comfort. With a classic chest pocket and button down collar, wear it to the office with grey slacks and dress shoes before celebrating the start of the weekend.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Casual Friday Trondheim Sweater in Charcoal Casual Friday Trondheim Sweater in Charcoal Casual Friday Trondheim Sweater in Charcoal $105.00

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Casual Friday Trondheim Sweater in Charcoal

Casual Friday Trondheim Sweater in Charcoal

$105.00

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The kind of comfort you'll never stop reaching for, the Trondheim Sweater is woven from a soft and stretchy lightweight wool blend, a versatile layer for year long wear. Sporting sleek skinny stripes, this crew neck is simple while stylish, making casual dressing a breeze. Team this pullover with anything from pressed trousers to faded denim and look sharp on and off duty.

Also available in store at Roadtrip.

50% Wool, 50% Acrylic

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 light and comfortable cotton and cut in a slim fit that never compromises movement, this shirt features a button down collar to easily dress up or down. 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 ultra-soft 100% cotton, this timeless piece promises you nothing but complete comfort! The button flap square pockets and double button cuffs make this piece super 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 Matinique Percy L/S Shirt in Grey Matinique Percy L/S Shirt in Grey Matinique Percy L/S Shirt in Grey $139.00

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Matinique Percy L/S Shirt in Grey

Matinique Percy L/S Shirt in Grey

$139.00

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Neutral and playful, the Percy shirt from Matinique is an instant staple in any wardrobe. Crafted from soft and breathable cotton in a regular fit for year long wear, this long sleeve shirt features a two toned dot pattern and button down collar that's great for work and even better on weekends. Wear yours with navy chinos and brown boots for after work beers!

Also available in store at Roadtrip.

100% Cotton

Machine Wash Delicate


Quick View Matinique Woodlawn L/S Shirt in Grey Matinique Woodlawn L/S Shirt in Grey Matinique Woodlawn L/S Shirt in Grey $119.00

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Matinique Woodlawn L/S Shirt in Grey

Matinique Woodlawn L/S Shirt in Grey

$119.00

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Keep your style suave and simple with this steely Matinique staple! Crafted from cotton in an easy to wear regular fit, this button down features a full placket and button down collar, a perfect piece to take you from the work day to your wind down. Roll with the laid back look and style yours with dark blue denim and white sneakers for evening drinks.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Regent L/S Shirt in Red Matinique Regent L/S Shirt in Red Matinique Regent L/S Shirt in Red $119.00

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Matinique Regent L/S Shirt in Red

Matinique Regent L/S Shirt in Red

$119.00

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For the modern man, we have the Regent Shirt from Matinique. Crafted from breathable cotton and cut in a regular fit, this easy to wear piece is subtly stylish while remaining timeless. In a fun geometric print, with a spread point collar, this button down transitions easily from work to drinks. Wear it on your next night out with dark blue jeans and brown dress shoes.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


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

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Matinique Regent L/S Shirt in Blue

Matinique Regent L/S Shirt in Blue

$119.00

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For the modern man, we have the Regent Shirt from Matinique. Crafted from breathable cotton and cut in a regular fit, this easy to wear piece is subtly stylish while remaining timeless. In a fun geometric print, with a spread point collar, this button down transitions easily from work to drinks. Wear it on your next night out with dark blue jeans and brown dress shoes.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Osgoode Flannel Shirt in Brown Matinique Osgoode Flannel Shirt in Brown Matinique Osgoode Flannel Shirt in Brown $119.00

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Matinique Osgoode Flannel Shirt in Brown

Matinique Osgoode Flannel Shirt in Brown

$119.00

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There's nothing as classic as this Matinique flannel! In an easy to wear regular fit, this shirt is crafted from lightweight, breathable cotton, a must have for your year long wardrobe. Complete with a full placket and button down collar, this piece has got you covered for weekend wear with blue jeans and rolled sleeves, or for the office with chinos and a brown belt.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Osgoode Flannel Shirt in Forest Matinique Osgoode Flannel Shirt in Forest Matinique Osgoode Flannel Shirt in Forest $119.00

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Matinique Osgoode Flannel Shirt in Forest

Matinique Osgoode Flannel Shirt in Forest

$119.00

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There's nothing as classic as this Matinique flannel! In an easy to wear regular fit, this shirt is crafted from lightweight, breathable cotton, a must have for your year long wardrobe. Complete with a full placket and button down collar, this piece has got you covered for weekend wear with blue jeans and rolled sleeves, or for the office with chinos and a brown belt.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Original Penguin Morley L/S Shirt in Grey Original Penguin Morley L/S Shirt in Grey Original Penguin Morley L/S Shirt in Grey $108.00

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Original Penguin Morley L/S Shirt in Grey

Original Penguin Morley L/S Shirt in Grey

$108.00

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It doesn't get much better than two shirts for one! The Morley Shirt is crafted from comfy cotton, and features a classic plaid print on one side, and solid grey on the other. Cut in a sleek slim fit from hearty double weave fabric, sporting a convenient left chest pocket, look casually cool no matter which side you choose. The perfect piece for all weekend ensembles, it'll go perfectly with blue jeans and light jacket!

Also available in store at Roadtrip.

Heritage Slim Fit

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 and oh so comfy, the Rodger Shirt from Original Penguin is a sleek classic, 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 the body offers easy wear, and a 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 Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


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

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Original Penguin Colin L/S Shirt

Original Penguin Colin L/S Shirt

$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 button down collar, look polished and professional for every occasion. Cut in a slim fit to keep you looking sharp, with a left chest pocket embroidered with the iconic Penguin logo. Finish off the look with rolled sleeves and black jeans for your after hours wind down.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


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

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Original Penguin Haworth Polo in Navy

Original Penguin Haworth Polo in Navy

$79.00

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Always the sophisticated style, this pique polo from Original Penguin is the sharp staple to complete your collection. Crafted from lightweight cotton, 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 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 Trustfund.

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 the sophisticated style, this pique polo from Original Penguin is the sharp staple to complete your collection. Crafted from lightweight cotton, 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 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 Brandon L/S Shirt in White Ben Sherman Brandon L/S Shirt in White Ben Sherman Brandon L/S Shirt in White $118.00

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Ben Sherman Brandon L/S Shirt in White

Ben Sherman Brandon L/S Shirt in White

$118.00

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Always a staple in menswear, this Ben Sherman button down is a classic oxford shirt crafted from 100% cotton in a regular fit for maximum comfort. A fresh essential for any occasion, this long sleeved shirt comes in a versatile colour scheme for peak wearability and endless pairings. Wear yours with a dark grey sports jacket and brown loafers for a smart style worn effortlessly into the weekend.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Ethan L/S Shirt in Denim Ben Sherman Ethan L/S Shirt in Denim Ben Sherman Ethan L/S Shirt in Denim $108.00

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Ben Sherman Ethan L/S Shirt in Denim

Ben Sherman Ethan L/S Shirt in Denim

$108.00

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A guaranteed year round classic, this ultra soft long sleeve features a two-finger button down collar, tab branded chest pocket and unique corozo buttons to make sure you standout above the rest! Pair with black denim and a cream cardigan for a sophisticated look.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

Mod Fit

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Ethan L/S Shirt in Grey Ben Sherman Ethan L/S Shirt in Grey Ben Sherman Ethan L/S Shirt in Grey $108.00

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Ben Sherman Ethan L/S Shirt in Grey

Ben Sherman Ethan L/S Shirt in Grey

$108.00

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A guaranteed year round classic, this ultra soft long sleeve features a two-finger button down collar, tab branded chest pocket and unique corozo buttons to make sure you standout above the rest! Pair with black denim and a cream cardigan for a sophisticated look.

This Style is also available in Other Colors.

Also available in store at Trustfund.

Mod Fit

100% Cotton

Machine Wash Cold


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

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Ben Sherman Patrick L/S Shirt in Cocoa

Ben Sherman Patrick L/S Shirt in Cocoa

$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 sports a front pocket and a two finger button down collar, simply made for easy wear 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 Roadtrip.

100% Cotton Machine Washable


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 sports a front pocket and a two finger button down collar, simply made for easy wear 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 Original Penguin Cedar Bluff L/S Shirt in Dusk Original Penguin Cedar Bluff L/S Shirt in Dusk Original Penguin Cedar Bluff L/S Shirt in Dusk $99.00

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Original Penguin Cedar Bluff L/S Shirt in Dusk

Original Penguin Cedar Bluff L/S Shirt in Dusk

$99.00

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Keep your style looking as fresh as can be in this button-down from Original Penguin. Featuring a miniature multicolor geometric pattern, this piece is both stylish and comfortable. Cut for a slim fit and boasting a cotton fabric that allows this piece to move with your body.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Montgomery L/S Shirt in Dusk Original Penguin Montgomery L/S Shirt in Dusk Original Penguin Montgomery L/S Shirt in Dusk $99.00

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Original Penguin Montgomery L/S Shirt in Dusk

Original Penguin Montgomery L/S Shirt in Dusk

$99.00

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This button-down shirt from Original Penguin will have you prepared for just about anything. Cut for a slim fit this piece is slimmer through the chest and waist to keep you looking sharp. Featuring an eye-catching ditsy floral pattern on a plain weave 100% cotton fabric. Pair yours with dark wash denim and your go-to watch for late-night drinks.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Fairmont L/S in Navy Original Penguin Fairmont L/S in Navy Original Penguin Fairmont L/S in Navy $99.00

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Original Penguin Fairmont L/S in Navy

Original Penguin Fairmont L/S in Navy

$99.00

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This long sleeve shirt delivers a heathered finish and miniature dobby dots for a look of pure style with added subtle texture. Cut for a slim fit this piece is perfect for the office. Pair with black trousers and brown loafers for your 9-5 grind.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


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 Scotch & Soda Nathaniel L/S shirt in Jean Scotch & Soda Nathaniel L/S shirt in Jean Scotch & Soda Nathaniel L/S shirt in Jean $149.00

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Scotch & Soda Nathaniel L/S shirt in Jean

Scotch & Soda Nathaniel L/S shirt in Jean

$149.00

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Denim - it's always in style. Add some new blues to your wardrobe with this classic button down. Sporting a collared neck and chest pocket, this soft 100% woven cotton shirt comes in a regular fit, ensuring easy to wear comfort. Complete the look with a pair of boat shoes and colourful bottoms to stand out from the rest.

Also available in store at Trustfund

Regular Fit

100% Cotton

Wash inside out


Quick View Scotch & Soda Clemen L/S in Checker Scotch & Soda Clemen L/S in Checker Scotch & Soda Clemen L/S in Checker $149.00

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Scotch & Soda Clemen L/S in Checker

Scotch & Soda Clemen L/S in Checker

$149.00

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A soft long sleeve button down in all the right colours, this Scotch & Soda piece is made with comfort in mind.  A lightweight cotton blend, regular fit, and chest pocket will make this flannel your new go-to item. Wear it with your favourite pair of jeans and rolled sleeves for the ideal casual Friday outfit.

Also available in store at Trustfund

Regular Fit

84% Cotton, 16% Polyester

Machine Wash Cold


Quick View Scotch & Soda Jameson L/S Shirt in White Scotch & Soda Jameson L/S Shirt in White $135.00

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Scotch & Soda Jameson L/S Shirt in White

Scotch & Soda Jameson L/S Shirt in White

$135.00

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Scotch & Soda brings you your classic oxford shirt with a twist! Cut for a slim fit, this piece is accompanied by a collared neck, button down-front and soft 100% cotton fabrication. Pair with black dress pants and brown loafers for grabbing drinks downtown.

Also available in store at Trustfund.

Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Casper Polo in Navy Original Penguin Casper Polo in Navy Original Penguin Casper Polo in Navy $69.00

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Original Penguin Casper Polo in Navy

Original Penguin Casper Polo in Navy

$69.00

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Don't leave things up to chance, secure a suave look with this must-have polo from Original Penguin! In a cool navy hue, this pique fabrication piece is crafted from 100% cotton and cut for a slim fit to keep you looking sharp all day long. The distinctive outlines on the placket, sleeves, and collar make this polo shirt simple, yet unique. Finished with the famous Penguin logo embroidered on the chest pocket, it looks great teamed with patterned shorts and white tennis shoes.

Also available in store at Trustfund.

Slim 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 Original Penguin Pete Polo in Navy Original Penguin Pete Polo in Navy Original Penguin Pete Polo in Navy $69.00

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Original Penguin Pete Polo in Navy

Original Penguin Pete Polo in Navy

$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 Roadtrip.

Slim Fit

100% Cotton

Machine Wash Cold


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

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Original Penguin Elden L/S Shirt in Navy

Original Penguin Elden L/S Shirt in Navy

$99.00

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With your ultimate comfort in mind, this shirt is crafted from a soft cotton and perfectly tailored for a slim and flattering fit. Complete with a dobby fabrication to enhance the allover miniature geometric star pattern, this button down is the perfect way to bring a fun update to your traditional polka-dot design.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


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

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Ben Sherman Hudson L/S Shirt in Navy

Ben Sherman Hudson L/S Shirt in Navy

$118.00

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This long sleeve shirt by Ben Sherman features a scattered geo print in a tailored modern fit. Crafted from a comfortable 100% cotton fabric with a two finger button down collar, this shirt is perfect for updating your work look or stepping up your date night style. Team this piece under a navy suit for an eye-catching contrast.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Leroy Polo in Navy Matinique Leroy Polo in Navy Matinique Leroy Polo in Navy $89.00

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Matinique Leroy Polo in Navy

Matinique Leroy Polo in Navy

$89.00

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Liven up your polo arsenal with this standout design from Matinique. A shirt that really checks all our boxes, this top is cut from a soft cotton blend with an allover check print that will keep you reaching for it again and again. The contrasting darker hue along the collar, cuffs and chest pocket create a flattering and tailored appearance. Layer this piece with a grey blazer for a smart look!

Also available in store at Roadtrip.

Regular Fit

61% Cotton, 39% Polyester

Machine Wash Cold


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

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Matinique Seattle L/S Shirt in Navy

Matinique Seattle L/S Shirt in Navy

$109.00

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There's nothing more dashing than a man who can boldly sport a floral print! Perk up your office wardrobe with this fresh new style from Matinique. Crafted from pure cotton, this regular fit piece features a mini-floral print splashed against an always-flattering navy background. The handsome navy and white hues will pair well with dark denim.

Also available in store at Roadtrip.

Regular 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 Scotch & Soda Bomb Dot Com L/S in White Scotch & Soda Bomb Dot Com L/S in White Scotch & Soda Bomb Dot Com L/S in White $149.00

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Scotch & Soda Bomb Dot Com L/S in White

Scotch & Soda Bomb Dot Com L/S in White

$149.00

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Forget X, dots mark the spot to success when it comes to crisp, clean style! Easy and lightweight, this slim fit button down from Scotch & Soda is crafted from a soft cotton fabric using a fil coupé technique, which creates a tiny fringe effect throughout the shirt for a more modern and sophisticated look. Toss yours on with brown chinos and blazer for a sharp 9-5 style!

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Scotch & Soda Fly Away L/S in Sky Blue Scotch & Soda Fly Away L/S in Sky Blue $149.00

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Scotch & Soda Fly Away L/S in Sky Blue

Scotch & Soda Fly Away L/S in Sky Blue

$149.00

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Spread your wings and soar towards success in this signature button down from Scotch & Soda. Easy and lightweight, this slim fit top is crafted from a soft cotton fabric using a fil coupé technique, which creates a tiny fringe effect throughout the shirt for a more modern and sophisticated look. Pair yours with dark wash denim and cardigan for cooler days.

Also available in store at Trustfund.

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 Ben Sherman Noah L/S Shirt in Navy Ben Sherman Noah L/S Shirt in Navy Ben Sherman Noah L/S Shirt in Navy $98.00

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Ben Sherman Noah L/S Shirt in Navy

Ben Sherman Noah L/S Shirt in Navy

$98.00

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Whether you need to update your work repertoire or your signature date night look, this button down shirt has you covered. Ben Sherman knows best that a classic can never go out of style. Crafted from 100% cotton, this soft and sleek shirt features a collared neckline, chest pocket and timeless gingham print. Pair with a black trouser and your favourite watch for the perfect tailored look.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Warm


Quick View Ben Sherman Mateo L/S Shirt in Grey Ben Sherman Mateo L/S Shirt in Grey Ben Sherman Mateo L/S Shirt in Grey $98.00

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Ben Sherman Mateo L/S Shirt in Grey

Ben Sherman Mateo L/S Shirt in Grey

$98.00

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A twist on your traditional checks! Bring life back to your basic button down collection with this fresh shirt from Ben Sherman. Perfect for any occasion, this top features a button down collar, a signature soho fit and small spade pocket along the chest.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Warm


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

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Ben Sherman Grayson L/S Shirt in Forest

Ben Sherman Grayson L/S Shirt in Forest

$98.00

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Channel your inner woodsman in this forest toned flannel from Ben Sherman. This classic button down is crafted from an extremely soft cotton that will move with your body throughout the day to keep you effortlessly comfortable. The rich green hue and collared neckline are the perfect finishing details to give anyone that timeless tailored look. Pair with a dark wash denim and brown boat shoes.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


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 Original Penguin Paul L/S Plaid in Red Original Penguin Paul L/S Plaid in Red Original Penguin Paul L/S Plaid in Red $99.00

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Original Penguin Paul L/S Plaid in Red

Original Penguin Paul L/S Plaid in Red

$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.

Also available in store at Roadtrip.

60% Cotton, 40% Polyester

Machine Wash Cold


Quick View Original Penguin Aaron L/S Shirt in Green Original Penguin Aaron L/S Shirt in Green Original Penguin Aaron L/S Shirt in Green $99.00

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Original Penguin Aaron L/S Shirt in Green

Original Penguin Aaron L/S Shirt in Green

$99.00

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One button down to rule them all! Perfect for on and off the clock looks alike, this gingham shirt stands above the rest. Cut for a slim heritage fit, this piece is crafted from a lightweight twill fabrication to keep your look crisp and cool. Polished off with a button lined placket, collared neckline and chest pocket with signature Original Penguin crest, we love this top paired with black denim and a brown loafer.

Also available in store at Roadtrip.

99% Cotton, 1% Polyester

Machine Wash Cold


Quick View Scotch and Soda Texico L/S in Navy Scotch and Soda Texico L/S in Navy Scotch and Soda Texico L/S in Navy $145.00

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Scotch and Soda Texico L/S in Navy

Scotch and Soda Texico L/S in Navy

$145.00

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Keep your style looking fresh in this classic button down from Scotch and Soda. Cut for a regular fit, this piece features a button lined placket, chest pocket and collared neckline. Crafted from a super soft cotton material, we love this shirt tucked into a black trouser and paired with some dark dress shoes.

Also available in store at Trustfund.

100% Cotton Machine Wash Cold

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

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Original Penguin Arlo Polo in Navy

Original Penguin Arlo Polo in Navy

$79.00

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A sure winner, Original Penguin has created your next short sleeve go-to! This pique fabrication polo features distinctive outlines along the placket, sleeves and collar and crafted from a breezy linen blend for a comfortable slim fit finish. The neutral colour allows for the perfect opportunity to pair this look with those unique printed shorts you've been waiting to wear. With the signature Penguin logo, finish this style with boat shoes and your favourite shades to be patio ready.

This style is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

55% Linen, 45% Cotton

Machine Washable


Quick View Original Penguin Hillview Polo in Red Original Penguin Hillview Polo in Red Original Penguin Hillview Polo in Red $68.00

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Original Penguin Hillview Polo in Red

Original Penguin Hillview Polo in Red

$68.00

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You’ll keep cool in this 100% cotton top that features contrasting colour on the placket to add a stylish detail. The pique knit gives this polo a subtle textured feel to the touch. We love this piece paired with your favourite chinos and converse for a classic preppy vibe.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


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