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Quick View Original Penguin High Road S/S Shirt in Navy Original Penguin High Road S/S Shirt in Navy $89.00

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Original Penguin High Road S/S Shirt in Navy

Original Penguin High Road S/S Shirt in Navy

$89.00

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Original Penguin delivers classics made from luxurious, well-treated fabrics. This shirt is cut from lightweight linen to keep you breezy and features an awesome blue and sand plaid to keep you looking cool. Who doesn't love the chest pocket with embroidered logo? Designed for a classic slim cut, it'll see you through the warmer months with ease – simply throw on with a pair of shorts or chinos for alfresco lunches or a trip to your local brewery.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Linen

Machine Washable


Quick View Original Penguin Palm Logo Tee in White Original Penguin Palm Logo Tee in White $45.00

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Original Penguin Palm Logo Tee in White

Original Penguin Palm Logo Tee in White

$45.00

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Inject some tropical vibes into your T-shirt arsenal with this tee from Original Penguin. Made for laid-back weekends at home, this tee promises nothing but ultra comfort thanks to its soft cotton fabrication. The famous logo gets a fun yet subtle update with a palm tree print. Perfect to pair with your favourite denim and a lightweight jacket, this tee will be your must trusted companion on Saturdays.

This Tee is available in Other Colors.

100% Cotton

Machine Wash


Quick View Original Penguin Say My Name L/S Shirt in Navy Original Penguin Say My Name L/S Shirt in Navy $99.00

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Original Penguin Say My Name L/S Shirt in Navy

Original Penguin Say My Name L/S Shirt in Navy

$99.00

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Original Penguin's cotton shirt is a fine example of the label's take on dapper dressing. In a suave navy and white gingham print, this slim-fit shirt is cool and contemporary and will look particularly smart against darker tones. Featuring a curved hemline, this must-have is crafted with a comfortable stretch interlining for the guy on the move. Let your cuffs peek out from under a dark blazer at the office.

This Style from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

98% Cotton, 2% Elastane

Machine Wash Cold


Quick View Original Penguin Torrance S/S Shirt in Grey Original Penguin Torrance S/S Shirt in Grey $89.00

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Original Penguin Torrance S/S Shirt in Grey

Original Penguin Torrance S/S Shirt in Grey

$89.00

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Best known for precise tailoring and premium fabrics, Original Penguin imbues all its designs with a sense of refined elegance. This subdued grey shirt is cut from soft cotton in a slim yet comfortable fit. Extensible stretch makes it perfect for the guy on the move! The soft grey works particularly well with navy or black trousers.

This Style from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Pomona Polo in Blue Original Penguin Pomona Polo in Blue $75.00

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Original Penguin Pomona Polo in Blue

Original Penguin Pomona Polo in Blue

$75.00

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Liven up your polo arsenal with this design from Original Penguin! The crisp white tipping along the collar, three-button placket, and cuffs breathes life into this blue-hued polo. Ultra soft, it's made from pure cotton and you may never want to take it off, you've been warned! Expertly tailored for a slim fit, this shirt wouldn't be complete without the famous embroidered logo at the chest pocket! Pair with khaki shorts for downtime on the weekend.

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Slim Fit

100% Cotton

Machine Washable


Quick View Boundary Tee in Navy Boundary Tee in Navy $45.00

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Boundary Tee in Navy

Boundary Tee in Navy

$45.00

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Hippy Tree knows no boundaries when it comes to comfort and style, this T-shirt makes that evident. Featuring a soft, jersey fabrication and waterbase ink print, the tee is perfect for days that call for laid-back style. Its tagless inner neck and mini tree shoulder print offer the perfect touch of detail. The easy regular fit makes it a perfect match for slim denim. 

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

50% Cotton, 50% Polyester

Regular Fit

Machine Washable


Quick View Boundary Tee in Rust Boundary Tee in Rust $45.00

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Boundary Tee in Rust

Boundary Tee in Rust

$45.00

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Hippy Tree knows no boundaries when it comes to comfort and style, this T-shirt makes that evident. Featuring a soft, jersey fabrication and waterbase ink print, the tee is perfect for days that call for laid-back style. Its tagless inner neck and mini tree shoulder print offer the perfect touch of detail. The easy regular fit makes it a perfect match for slim denim. 

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

50% Cotton, 50% Polyester

Regular Fit

Machine Washable


Quick View Kraken Tee in Army Kraken Tee in Army $45.00

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Kraken Tee in Army

Kraken Tee in Army

$45.00

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A T-shirt that knows your wild side but also your need for comfort, this one ticks all the boxes. Featuring a soft, jersey fabrication and waterbase ink print, this tee is perfect for days that call for laid-back style. Its tagless inner neck and mini tree shoulder print offer the perfect touch of detail. Wear it to add a little personality to simple outfits.

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

50% Cotton, 50% Polyester

Regular Fit

Machine Washable


Quick View Mavi Marcus Caspian Slim Straight in Caspian Mavi Marcus Caspian Slim Straight in Caspian Mavi Marcus Caspian Slim Straight in Caspian $128.00

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Mavi Marcus Caspian Slim Straight in Caspian

Mavi Marcus Caspian Slim Straight in Caspian

$128.00

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To say that the Marcus jean from Mavi is a Jack of all trades would be an understatement. Neither a straight leg, nor a skinny, the Marcus jean is a middle-of-the-road, slim-straight leg for the man who wants it all. Comfortable and stylish, this pair is cut from a stretch denim so you'll never feel constricted and a faded blue wash will keep you looking vintage-cool. Pair this timeless pair with a long-sleeve henley or dress it up with a printed button-down!

This Jeans from Mavi are also available in Other Washes

Also available in store at Roadtrip.

Regular Rise

Slim Straight Leg

99% Cotton, 1% Elastane

Machine Wash Cold

Front Rise: 10"

Back Rise: 15"

Knee: 17"

Bottom: 15"


Quick View Mavi Marcus Slim Straight in Rinse Mavi Marcus Slim Straight in Rinse Mavi Marcus Slim Straight in Rinse $118.00

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Mavi Marcus Slim Straight in Rinse

Mavi Marcus Slim Straight in Rinse

$118.00

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To say that the Marcus jean from Mavi is a Jack of all trades would be an understatement. Neither a straight leg, not a skinny, the Marcus jean is a middle-of-the-road, slim-straight leg for the man who wants it all. Comfortable and stylish, this pair is cut from a stretch denim so you'll never feel constricted and a true blue wash will keep you looking classically dapper. Pair this timeless pair with a long-sleeve henley or dress it up with a printed button-down!

This Jeans from Mavi are also available in Other Washes

Also available in store at Trustfund.

Regular Rise

Slim Straight Leg

65% Cotton, 17% Tencel, 16% Polyester, 2% Elastane

Machine Wash Cold

Front Rise: 10"

Back Rise: 15"

Knee: 17"

Bottom: 15"

 


Quick View Mavi Jacob Shorts in Army Mavi Jacob Shorts in Army Mavi Jacob Shorts in Army $78.00

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Mavi Jacob Shorts in Army

Mavi Jacob Shorts in Army

$78.00

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Mavi's chino shorts are an astute investment in luxurious comfort. Crafted from a soft stretch cotton, this slim-fit pair is cool and contemporary, yet works with your every move. Whether you dress 'em up or dress 'em down, you'll be begging for warm weather just to be able to rock these mid rise twill shorts. Wear them with everything from polo shirts to your favourite tees.

These Shorts from Mavi are also available in Other Colors.

Also available in store at Roadtrip.

Mid Rise

97% Cotton, 3% Elastane

10 oz

Machine Washable

Front Rise: 11"

Back Rise: 15"

Inseam: 11"

 


Quick View Ben Sherman London Calling T-Shirt in Oat Ben Sherman London Calling T-Shirt in Oat Ben Sherman London Calling T-Shirt in Oat $58.00

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Ben Sherman London Calling T-Shirt in Oat

Ben Sherman London Calling T-Shirt in Oat

$58.00

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A man can never have too many graphic tees and this one from Ben Sherman is the perfect addition to your collection. Inspired by the Ben Sherman brand heritage, this vintage-looking target tee is just bold enough without being in-your-face bold. A classic, modern fit and soft cotton fabrication means this tee is just as comfortable as it is stylish. So what's holding you back? Hit the mark every time and pair this tee with jeans and a hoodie for a cool and casual look or throw it on with khaki shorts and hit the beach bar!

This Tee is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Border Crossing Polo in Green Ben Sherman Border Crossing Polo in Green Ben Sherman Border Crossing Polo in Green $78.00

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Ben Sherman Border Crossing Polo in Green

Ben Sherman Border Crossing Polo in Green

$78.00

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A pique polo is an iconic piece that every man needs in his roster. This polo will serve you well in almost any situation, be it a casual lunch meeting or a golf tournament. Contrasting tipping on the collar and sleeves gives a refined and modern feel to this classic polo while bold branding on the chest keeps you looking sharp. Pair this polo with printed shorts or throw it on with slacks at work!

This Polo is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Border Crossing Polo in Red Ben Sherman Border Crossing Polo in Red Ben Sherman Border Crossing Polo in Red $78.00

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Ben Sherman Border Crossing Polo in Red

Ben Sherman Border Crossing Polo in Red

$78.00

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A pique polo is an iconic piece that every man needs in his roster. This polo will serve you well in almost any situation, be it a casual lunch meeting or a golf tournament. Contrasting tipping on the collar and sleeves gives a refined and modern feel to this classic polo while bold branding on the chest keeps you looking sharp. Pair this polo with printed shorts or throw it on with slacks at work!

This Polo is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Border Crossing Polo in Pink Ben Sherman Border Crossing Polo in Pink Ben Sherman Border Crossing Polo in Pink $78.00

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Ben Sherman Border Crossing Polo in Pink

Ben Sherman Border Crossing Polo in Pink

$78.00

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A pique polo is an iconic piece that every man needs in his roster. This polo will serve you well in almost any situation, be it a casual lunch meeting or a golf tournament. Contrasting tipping on the collar and sleeves gives a refined and modern feel to this classic polo while bold branding on the chest keeps you looking sharp. Pair this polo with printed shorts or throw it on with slacks at work!

This Polo is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman London Calling T-Shirt in Blue Ben Sherman London Calling T-Shirt in Blue Ben Sherman London Calling T-Shirt in Blue $58.00

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Ben Sherman London Calling T-Shirt in Blue

Ben Sherman London Calling T-Shirt in Blue

$58.00

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A man can never have too many graphic tees and this one from Ben Sherman is the perfect addition to your collection. Inspired by the Ben Sherman brand heritage, this vintage-looking target tee is just bold enough without being in-your-face bold. A classic, modern fit and soft cotton fabrication means this tee is just as comfortable as it is stylish. So what's holding you back? Hit the mark every time and pair this tee with jeans and a hoodie for a cool and casual look or throw it on with khaki shorts and hit the beach bar!

This Tee is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Border Crossing Polo in White Ben Sherman Border Crossing Polo in White Ben Sherman Border Crossing Polo in White $78.00

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Ben Sherman Border Crossing Polo in White

Ben Sherman Border Crossing Polo in White

$78.00

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A pique polo is an iconic piece that every man needs in his roster. This polo will serve you well in almost any situation, be it a casual lunch meeting or a golf tournament. Contrasting tipping on the collar and sleeves gives a refined and modern feel to this classic polo while bold branding on the chest keeps you looking sharp. Pair this polo with printed shorts or throw it on with slacks at work!

This Polo is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman On the Mend S/S Shirt in Blue Ben Sherman On the Mend S/S Shirt in Blue Ben Sherman On the Mend S/S Shirt in Blue $98.00

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Ben Sherman On the Mend S/S Shirt in Blue

Ben Sherman On the Mend S/S Shirt in Blue

$98.00

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Love gingham? This time around, Ben Sherman has taken this classic print and given it a modern update. Complete with a two finger button down collar and classic spade pocket, this shirt will instantly become your go-to, lightweight button-down. Team it with black jeans for a minimal look or throw it on over a white tee, unbuttoned and be effortlessly cool!

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Frontenac Shorts in Navy Ben Sherman Frontenac Shorts in Navy Ben Sherman Frontenac Shorts in Navy $108.00

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Ben Sherman Frontenac Shorts in Navy

Ben Sherman Frontenac Shorts in Navy

$108.00

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Dare to bare a very tasteful amount of leg wearing the Frontenac short by Ben Sherman. This incredible warm weather staple comes in an array of colours; from fun to neutral, and everywhere in between. Classic in fit, these shorts are complete with an adjustable button cuff, two external and two internal pockets and finished with a gingham trim! Pair these bad boys with just about anything; a graphic tee, a plaid button-down, you name it!

These Shorts are also available in Other Colors.

Also available in store at Roadtrip.

89% Cotton, 2% Elastane

Machine Wash Cold


Quick View Ben Sherman Frontenac Shorts in Khaki Ben Sherman Frontenac Shorts in Khaki Ben Sherman Frontenac Shorts in Khaki $108.00

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Ben Sherman Frontenac Shorts in Khaki

Ben Sherman Frontenac Shorts in Khaki

$108.00

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Dare to bare a very tasteful amount of leg wearing the Frontenac short by Ben Sherman. This incredible warm weather staple comes in an array of colours; from fun to neutral, and everywhere in between. Classic in fit, these shorts are complete with an adjustable button cuff, two external and two internal pockets and finished with a gingham trim! Pair these bad boys with just about anything; a graphic tee, a plaid button-down, you name it!

These Shorts are also available in Other Colors.

Also available in store at Roadtrip.

89% Cotton, 2% Elastane

Machine Wash Cold


Quick View Ben Sherman Frontenac Shorts in Blue Ben Sherman Frontenac Shorts in Blue Ben Sherman Frontenac Shorts in Blue $108.00

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Ben Sherman Frontenac Shorts in Blue

Ben Sherman Frontenac Shorts in Blue

$108.00

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Dare to bare a very tasteful amount of leg wearing the Frontenac short by Ben Sherman. This incredible warm weather staple comes in an array of colours; from fun to neutral, and everywhere in between. Classic in fit, these shorts are complete with an adjustable button cuff, two external and two internal pockets and finished with a gingham trim! Pair these bad boys with just about anything; a graphic tee, a plaid button-down, you name it!

These Shorts are also available in Other Colors.

Also available in store at Roadtrip.

89% Cotton, 2% Elastane

Machine Wash Cold


Quick View Ben Sherman Florida T-Shirt in Navy Ben Sherman Florida T-Shirt in Navy Ben Sherman Florida T-Shirt in Navy $68.00

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Ben Sherman Florida T-Shirt in Navy

Ben Sherman Florida T-Shirt in Navy

$68.00

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You don't have to be in Cali to to experience the palm trees when you're wearing the Florida T-shirt by Ben Sherman. Cut from an ultra-soft tri blend fabrication, this tee boasts a playful all over palm tree print and branded spade pocket for a stylish yet casual finish. Pair this tee with jean shorts and a pair of flip flops for a beach party or rock it with black jeans and a jean jacket for a cool evening look!

This T-Shirt is also available in Other Colors.

Also available in store at Roadtrip.

50% Polyester, 38% Cotton, 12% Rayon

Machine Washable


Quick View Woodsman Tee in Coal Woodsman Tee in Coal $45.00

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Woodsman Tee in Coal

Woodsman Tee in Coal

$45.00

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Inject a dose of Western wilderness into your T-shirt arsenal with this cool design. Featuring a soft, jersey fabrication and waterbase ink print, this tee is perfect for days that call for laid-back style. Its tagless inner neck and mini tree shoulder print offer the perfect touch of detail.  It looks particularly great worn with jeans and sneakers.

Also available in store at Roadtrip.

50% Cotton, 50% Polyester

Regular Fit

Machine Washable


Quick View Kraken Tee in Blue Kraken Tee in Blue $45.00

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Kraken Tee in Blue

Kraken Tee in Blue

$45.00

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A T-shirt that knows your wild side but also your need for comfort, this one ticks all the boxes. Featuring a soft, jersey fabrication and waterbase ink print, this tee is perfect for days that call for laid-back style. Its tagless inner neck and mini tree shoulder print offer the perfect touch of detail. Wear it to add a little personality to simple outfits.

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

50% Cotton, 50% Polyester

Regular Fit

Machine Washable


Quick View Ben Sherman Frontenac Shorts in Red Ben Sherman Frontenac Shorts in Red Ben Sherman Frontenac Shorts in Red $108.00

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Ben Sherman Frontenac Shorts in Red

Ben Sherman Frontenac Shorts in Red

$108.00

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Dare to bare a very tasteful amount of leg wearing the Frontenac short by Ben Sherman. This incredible warm weather staple comes in an array of colours; from fun to neutral, and everywhere in between. Classic in fit, these shorts are complete with an adjustable button cuff, two external and two internal pockets and finished with a gingham trim! Pair these bad boys with just about anything; a graphic tee, a plaid button-down, you name it!

These Shorts are also available in Other Colors.

Also available in store at Roadtrip.

89% Cotton, 2% Elastane

Machine Wash Cold


Quick View Ground Tee in Rust Ground Tee in Rust $45.00

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Ground Tee in Rust

Ground Tee in Rust

$45.00

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A great tee is a requirement for any weekend wardrobe, and this one proves why. Featuring a soft, jersey fabrication and waterbase ink print, the T-shirt is perfect for days that call for laid-back style. Its tagless inner neck and mini tree shoulder print offer the perfect touch of detail. Pair with jeans and a light zip-up to complete a smart, casual look.

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

50% Cotton, 50% Polyester

Regular Fit

Machine Washable


Quick View Ground Tee in Grey Ground Tee in Grey $45.00

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Ground Tee in Grey

Ground Tee in Grey

$45.00

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A great tee is a requirement for any weekend wardrobe, and this one proves why. Featuring a soft, jersey fabrication and waterbase ink print, the tee is perfect for days that call for laid-back style. Its tagless inner neck and mini tree shoulder print offer the perfect touch of detail. Pair with jeans and a light zip-up to complete a smart, casual look.

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

50% Cotton, 50% Polyester

Regular Fit

Machine Washable


Quick View Ben Sherman Lasting Moment L/S Shirt in Pink Ben Sherman Lasting Moment L/S Shirt in Pink Ben Sherman Lasting Moment L/S Shirt in Pink $108.00

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Ben Sherman Lasting Moment L/S Shirt in Pink

Ben Sherman Lasting Moment L/S Shirt in Pink

$108.00

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Check off classic plaid from your must-have list with this great button-up from Ben Sherman. Boasting an adjustable single cuff and two finger button-down collar, the shirt promises a sleek and polished look. Its mod fit guarantees total comfort, topped off with bias check on its pocket and back yoke for the perfect touch of detailing. Pair with dark denim and a grey cardigan for a sophisticated, casual look.

This shirt is available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Branded Spade Pocket

Machine Wash


Quick View Ben Sherman Guelph S/S Shirt in Blue Ben Sherman Guelph S/S Shirt in Blue Ben Sherman Guelph S/S Shirt in Blue $118.00

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Ben Sherman Guelph S/S Shirt in Blue

Ben Sherman Guelph S/S Shirt in Blue

$118.00

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Something about linen just gives any outfit an effortless, easy-going feel and his gingham short-sleeve linen shirt from Ben Sherman is the perfect example. A classic and crisp gingham is offset by the casual linen fabrication to create the perfect everyday shirt. Featuring a two finger button-down collar, a back box pleat and our traditional tab branded chest pocket, this shirt is a truly iconic transition piece. Pair it with khakis, rolled at the bottom, for a sleek look.

Also available in store at Roadtrip.

55% Linen, 45% Cotton

Machine Wash Cold


Quick View Ben Sherman Florida T-Shirt in Pink Ben Sherman Florida T-Shirt in Pink Ben Sherman Florida T-Shirt in Pink $68.00

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Ben Sherman Florida T-Shirt in Pink

Ben Sherman Florida T-Shirt in Pink

$68.00

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You don't have to be in Cali to to experience the palm trees when you're wearing the Florida T-shirt by Ben Sherman. Cut from an ultra-soft tri blend fabrication, this tee boasts a playful all over palm tree print and branded spade pocket for a stylish yet casual finish. Pair this tee with jean shorts and a pair of flip flops for a beach party or rock it with black jeans and a jean jacket for a cool evening look!

This T-Shirt is also available in Other Colors.

Also available in store at Roadtrip.

50% Polyester, 38% Cotton, 12% Rayon

Machine Washable


Quick View Ben Sherman Palm Tree S/S Shirt in Ash Ben Sherman Palm Tree S/S Shirt in Ash Ben Sherman Palm Tree S/S Shirt in Ash $118.00

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Ben Sherman Palm Tree S/S Shirt in Ash

Ben Sherman Palm Tree S/S Shirt in Ash

$118.00

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Life's a beach, especially when you're wearing the Palm Tree short sleeve shirt from Ben Sherman. Add this lightweight multi tonal palm print short sleeve to your roster and your won't be sorry. Equipped with a 2 button-down collar and back darts, this slim fit gem is just the piece you need to make a fun statement. Pair it with navy chino shorts and a pair of boat shoes and hit the beach! This shirt is also a great way to bring some life into your office wardrobe in the colder months when you're Cali dreamin'!

Also available in store at Roadtrip.

99% Cotton, 1% Polyester

Machine Washable


Quick View Ben Sherman High Tide Shorts in Olive Ben Sherman High Tide Shorts in Olive Ben Sherman High Tide Shorts in Olive $98.00

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Ben Sherman High Tide Shorts in Olive

Ben Sherman High Tide Shorts in Olive

$98.00

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Transition without a hitch into warmer weather wearing these stretch chino shorts from Ben Sherman. A classic rolled cuff creates a perfect length: not too long, not too short, and a slim fit gives these shorts a modern feel. For the man who thinks comfort is key, these shorts will be a major winner. Make outfits easy, pairing these shorts with a striped tee or classic piqued polo for a casual cool look!

These Shorts are also available in Other Colors.

Also available in store at Roadtrip.

97% Cotton, 3% Elastane

Machine Washable


Quick View Ben Sherman High Tide Shorts in Black Ben Sherman High Tide Shorts in Black Ben Sherman High Tide Shorts in Black $98.00

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Ben Sherman High Tide Shorts in Black

Ben Sherman High Tide Shorts in Black

$98.00

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Transition without a hitch into warmer weather wearing these stretch chino shorts from Ben Sherman. A classic rolled cuff creates a perfect length: not too long, not too short, and a slim fit gives these shorts a modern feel. For the man who thinks comfort is key, these shorts will be a major winner. Make outfits easy, pairing these shorts with a striped tee or classic piqued polo for a casual cool look!

These Shorts are also available in Other Colors.

Also available in store at Roadtrip.

97% Cotton, 3% Elastane

Machine Washable


Quick View Ben Sherman High Tide Shorts in Grey Ben Sherman High Tide Shorts in Grey Ben Sherman High Tide Shorts in Grey $98.00

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Ben Sherman High Tide Shorts in Grey

Ben Sherman High Tide Shorts in Grey

$98.00

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Transition without a hitch into warmer weather wearing these stretch chino shorts from Ben Sherman. A classic rolled cuff creates a perfect length: not too long, not too short, and a slim fit gives these shorts a modern feel. For the man who thinks comfort is key, these shorts will be a major winner. Make outfits easy, pairing these shorts with a striped tee or classic piqued polo for a casual cool look!

These Shorts are also available in Other Colors.

Also available in store at Roadtrip.

97% Cotton, 3% Elastane

Machine Washable


Quick View Matinique Driver's Seat L/S Shirt in Navy Matinique Driver's Seat L/S Shirt in Navy Matinique Driver's Seat L/S Shirt in Navy $119.00

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Matinique Driver's Seat L/S Shirt in Navy

Matinique Driver's Seat L/S Shirt in Navy

$119.00

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Looking for that shirt you can wear no matter the occasion? Matinique has you covered with the Driver's Seat button-down shirt. Cut from a soft satin weave, this long sleeve shirt has just the slightest sheen to it for added sophistication. An all-over print is also subtle enough to wear to work while still giving your outfit some interest. Pair it with a navy suit at work or roll up the sleeves and team it with jeans for a casual lunch.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip 

100% Cotton

Machine Washable


Quick View Matinique Anywhere With You Polo in Navy Matinique Anywhere With You Polo in Navy Matinique Anywhere With You Polo in Navy $89.00

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Matinique Anywhere With You Polo in Navy

Matinique Anywhere With You Polo in Navy

$89.00

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"A timeless classic with some boyish charm" is the best way we can describe this polo from Matinique. Its soft cotton construction is accented by a stylish, contrasting sleeve which adds a a little something special to any look. Without being boldly patterned, this polo boast a subtle texture that looks great with a sports jacket over top on casual Friday!

Also available in store at Trustfund.

100% Cotton

Hand Wash Cold


Quick View Matinique Second Fiddle L/S Shirt in Mod Matinique Second Fiddle L/S Shirt in Mod Matinique Second Fiddle L/S Shirt in Mod $109.00

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Matinique Second Fiddle L/S Shirt in Mod

Matinique Second Fiddle L/S Shirt in Mod

$109.00

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Set yourself apart from the crowd wearing this all-over printed mini-dot shirt from Matinique. A bold, yet classic dot pattern is perfect for adding some panache to your business attire while a classic fit and sharp, cut-away collar make this button-down a timeless favourite. Team this shirt with suit pants and a navy tie for an effortless and distinguished work look!

Also available in store at Trustfund.

100% Cotton

Hand Wash Cold


Quick View Matinique From Above L/S Shirt in Blue Matinique From Above L/S Shirt in Blue Matinique From Above L/S Shirt in Blue $119.00

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Matinique From Above L/S Shirt in Blue

Matinique From Above L/S Shirt in Blue

$119.00

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Take stripes to a whole new level with this striped button-down from Matinique. Subdued horizontal stripes give this stylish long-sleeve shirt a polished feel while a sharp button-down collar and classic fit make it an instant favourite. Throw it on under a navy sports coat and slacks for prep-cool or pair it with sporty bomber and a baseball cap for a put-together street-wear look!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Player's Game L/S Shirt in White Matinique Player's Game L/S Shirt in White Matinique Player's Game L/S Shirt in White $109.00

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Matinique Player's Game L/S Shirt in White

Matinique Player's Game L/S Shirt in White

$109.00

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Want to make the right kind of statement? Start with this boldly patterned long-sleeve from Matinique. Apart from its punchy print, this slim-fit button-down is equipped with a sharp button-down collar and matching white buttons for a stylish vibe. Let this soft, lightweight cotton shirt speak for itself and pair it with a black suit for work, or throw it on with black jeans and a white tee for an understated weekend look!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Matinique Driver's Seat L/S Shirt in Sky Matinique Driver's Seat L/S Shirt in Sky Matinique Driver's Seat L/S Shirt in Sky $119.00

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Matinique Driver's Seat L/S Shirt in Sky

Matinique Driver's Seat L/S Shirt in Sky

$119.00

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Looking for that shirt you can wear no matter the occasion? Matinique has you covered with the Driver's Seat button-down shirt. Cut from a soft satin weave, this long sleeve shirt has just the slightest sheen to it for added sophistication. An all-over print is also subtle enough to wear to work while still giving your outfit some interest. Pair it with a navy suit at work or roll up the sleeves and team it with jeans for a casual lunch.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip 

100% Cotton

Machine Washable


Quick View Matinique Gentleman's Club Polo in Navy Matinique Gentleman's Club Polo in Navy Matinique Gentleman's Club Polo in Navy $69.00

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Matinique Gentleman's Club Polo in Navy

Matinique Gentleman's Club Polo in Navy

$69.00

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A good polo is an everyday staple in any modern man's closet. This one from Matinique is a perfect example of how a polo can be classic and new at the same time! Cut in a slim fit, this short sleeve features subtle side seam splits so that this bad boy sits seamlessly over jeans or trousers. Pair it with khaki shorts and white sneakers for an understated day-time look!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


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

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Ben Sherman Rewind L/S Shirt in Navy

Ben Sherman Rewind L/S Shirt in Navy

$118.00

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If there's one thing girls love it's a plaid boy. This bold plaid button down from Ben Sherman is exactly what you need to achieve that status. Featuring a two finger button down collar and a branded front pocket, this classic checked plaid long sleeve is perfect for throwing on with khakis and a dress shoe for an understated work look. Alternatively, you can roll up the sleeves and rock this plaid boy with topsiders and jean shorts.

Also available in store at Roadtrip.

Regular Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Rewind L/S Shirt in Sunset Ben Sherman Rewind L/S Shirt in Sunset Ben Sherman Rewind L/S Shirt in Sunset $118.00

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Ben Sherman Rewind L/S Shirt in Sunset

Ben Sherman Rewind L/S Shirt in Sunset

$118.00

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If there's one thing girls love it's a plaid boy. This bold plaid button down from Ben Sherman is exactly what you need to achieve that status. Featuring a two finger button down collar and a branded front pocket, this classic checked plaid long sleeve is perfect for throwing on with khakis and a dress shoe for an understated work look. Alternatively, you can roll up the sleeves and rock this plaid boy with topsiders and jean shorts.

Also available in store at Roadtrip.

Regular Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Northern Rye Tee in Grey Ben Sherman Northern Rye Tee in Grey Ben Sherman Northern Rye Tee in Grey $68.00

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Ben Sherman Northern Rye Tee in Grey

Ben Sherman Northern Rye Tee in Grey

$68.00

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Walk the line between handsome and ruggedly casual in this classic Breton stripe tee from Ben Sherman. Cut from an ultra-soft cotton and outfitted with a classic spade pocket with contrast tipping, this tee showcases how a classic can still be contemporary. I you're pressed for time in the morning, simply throw this tee on with jeans and let the stripes do the talking!

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Original Penguin Norman Shorts in Red Original Penguin Norman Shorts in Red Original Penguin Norman Shorts in Red $89.00

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Original Penguin Norman Shorts in Red

Original Penguin Norman Shorts in Red

$89.00

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Perfect for dinners al fresco, these soft red shorts from Original Penguin are woven from a naturally breathable cotton. The slim cut, classic 5-pocket style, and mini basket weave design imbue them with a smart feel. You'll love the added detail of the chambray fabric lining on the interior waistband! Wear yours with everything from shirts to simple tees.

These shorts from Original Penguin are also available in Other Colors

Also available in store at Roadtrip.

Slim Fit  

100% Cotton

Machine Washable

Inseam: 8"


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

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Original Penguin Colorado L/S Shirt in Green

Original Penguin Colorado L/S Shirt in Green

$99.00

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For a plaid that pops, you can rely on Original Penguin to have your back! Cut for a smart slim fit, this cotton button-up shirt combines handsome hues for a standout look. Crafted for extensible stretch, it's comfortable and features the classic embroidered logo on the chest pocket. Rev up your weekend wear by sporting it unbuttoned with a white tee and jeans.

This Style from Original Penguin is also available in Other Colors.

Also available in store at Trustfund.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Lake Ontario Shorts in Blue Original Penguin Lake Ontario Shorts in Blue Original Penguin Lake Ontario Shorts in Blue $89.00

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Original Penguin Lake Ontario Shorts in Blue

Original Penguin Lake Ontario Shorts in Blue

$89.00

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With a focus on precise cuts for a superior fit, Original Penguin specialises in smart and stylish trousers. These slim fit shorts are made from lightweight cotton chambray that's perfectly suited to warm weather. You'll love the twill fabric lining on the interior waistband and gingham patterned tape for added detail. Try yours with an Oxford shirt in a complementary shade of blue.

Also available in store at Trustfund.

Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Grand Rapids Tee in Blue Original Penguin Grand Rapids Tee in Blue $59.00

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Original Penguin Grand Rapids Tee in Blue

Original Penguin Grand Rapids Tee in Blue

$59.00

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Comfort is always key with Original Penguin and this tee is no exception to the rule! Perfect for casual days, this striped shirt features a classic henley design with its three-button placket. The soft cotton fabrication keeps you comfortable, while the slim fit keeps you looking sharp. Finished with the penguin logo embroidery at the chest, wear it with jeans on lazy Sundays or out to a picnic!

This Tee from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Everett Shorts in Denim Original Penguin Everett Shorts in Denim Original Penguin Everett Shorts in Denim $89.00

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Original Penguin Everett Shorts in Denim

Original Penguin Everett Shorts in Denim

$89.00

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There are a few things guys get really excited about; ice cold beer, playoff season, and shorts weather. Original Penguin offers the perfect shorts for sunny days! In a handsome chambray cotton fabrication, these refined shorts feature a mini argyle print throughout for just a subtle dose of pattern! With all the details you love in a short, these are complete with belt loops, five pockets, and a buttoned zip. Pair with a white short sleeve and navy lace-ups for a smart look.

Also available in store at Trustfund.

Five pocket style

Slim Fit

100% Cotton

Machine Washable

Inseam: 10"


Quick View Original Penguin Waterbury Shorts in Navy Original Penguin Waterbury Shorts in Navy $89.00

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Original Penguin Waterbury Shorts in Navy

Original Penguin Waterbury Shorts in Navy

$89.00

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Original Penguin's shorts will prove steadfast come sunny days. This pair is made from yarn-dyed cotton with nautical-inspired navy and white striping, and cut with a classic slim leg. Complete with a button closure and belt loops, try wearing them with a light linen tee.

Also available in store at Roadtrip.

Five pocket style

Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Visalia L/S Shirt in Red Original Penguin Visalia L/S Shirt in Red $99.00

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Original Penguin Visalia L/S Shirt in Red

Original Penguin Visalia L/S Shirt in Red

$99.00

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Wow 'em when you walk by in this eye-catching shirt from Original Penguin. With your ultimate comfort in mind, it's crafted from soft cotton and perfectly tailored for the best possible fit. Complete with the famous penguin embroidery at the chest pocket, this long sleeve button up features a cool heathered design that will bring you from the office to drinks at your go-to sports bar.

This Style from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Norman Shorts in Blue Original Penguin Norman Shorts in Blue Original Penguin Norman Shorts in Blue $89.00

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Original Penguin Norman Shorts in Blue

Original Penguin Norman Shorts in Blue

$89.00

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Perfect for dinners al fresco, these sky-blue shorts from Original Penguin are woven from a naturally breathable cotton. The slim cut, classic 5-pocket style, and mini basket weave design imbue them with a smart feel. You'll love the added detail of the chambray fabric lining on the interior waistband! Wear yours with everything from shirts to simple tees.

These shorts from Original Penguin are also available in Other Colors

Also available in store at Roadtrip.

Slim Fit  

100% Cotton

Machine Washable

Inseam: 8"


Quick View Original Penguin Richardson Shorts in Navy Original Penguin Richardson Shorts in Navy Original Penguin Richardson Shorts in Navy $89.00

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Original Penguin Richardson Shorts in Navy

Original Penguin Richardson Shorts in Navy

$89.00

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Great to have on hand when temperatures rise, Original Penguin's versatile shorts have the neat look of smart chinos. Their subtle floral print give them a look of distinction, while the slim fit is tailored for a clean cut. They're crafted comfortably from lightweight indigo cotton so you can beat the heat! Wear yours with a polo shirt or simple tee and white tennis shoes for a dapper look.

Also available in store at Roadtrip.

Slim Fit  

100% Cotton

Machine Washable

Inseam: 8"


Quick View Original Penguin Dayton Polo in Sky Original Penguin Dayton Polo in Sky $79.00

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Original Penguin Dayton Polo in Sky

Original Penguin Dayton Polo in Sky

$79.00

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Original Penguin's polo shirt is a timeless choice for low-key weekends. Detailed with ribbed cuffs and collar, this slim piece is made from stretchy cotton-jersey that wicks moisture to the surface of your clothes so it can spread out and dry more quickly. The narrow navy stripes and penguin embroidery at the chest make for a fresh and classic look. Wear it with everything from jeans to tailored shorts.

Also available in store at Roadtrip.

Slim Fit

65% Cotton, 35% Polyester

Machine Washable


Quick View Original Penguin Pomona Polo in River Original Penguin Pomona Polo in River $75.00

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Original Penguin Pomona Polo in River

Original Penguin Pomona Polo in River

$75.00

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Liven up your polo arsenal with this design from Original Penguin! The red tipping along the collar, three-button placket, and cuffs breathes life into this blue-hued polo. Ultra soft, it's made from pure cotton and you may never want to take it off, you've been warned! Expertly tailored for a slim fit, this shirt wouldn't be complete without the famous embroidered logo at the chest pocket! Pair with khaki shorts for downtime on the weekend.

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Grand Rapids Tee in Grey Original Penguin Grand Rapids Tee in Grey $59.00

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Original Penguin Grand Rapids Tee in Grey

Original Penguin Grand Rapids Tee in Grey

$59.00

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Comfort is always key with Original Penguin and this tee is no exception to the rule! Perfect for casual days, this striped shirt features a classic henley design with its three-button placket. The soft cotton fabrication keeps you comfy, while the slim fit keeps you looking sharp. Finished with the penguin logo embroidery at the chest, wear it with jeans on lazy Sundays or out to a picnic!

This Tee from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Lambert S/S Shirt in Denim Original Penguin Lambert S/S Shirt in Denim $89.00

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Original Penguin Lambert S/S Shirt in Denim

Original Penguin Lambert S/S Shirt in Denim

$89.00

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There's something very timeless about Original Penguin. An exemplar of this notion, this chambray-like shirt is cut in a slim-fit silhouette from an airy linen-cotton blend that will keep you cool and comfortable. We love the smart addition of stripes for an extra classic feel. Wear yours on lunch dates al fresco with tailored shorts and box-fresh sneakers.

Also available in store at Roadtrip.

Slim Fit

82% Cotton, 18% Linen

Machine Washable


Quick View Original Penguin New Haven S/S Shirt in Sky Original Penguin New Haven S/S Shirt in Sky $89.00

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Original Penguin New Haven S/S Shirt in Sky

Original Penguin New Haven S/S Shirt in Sky

$89.00

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Every guy needs a great white button-up in their wardrobe, but look closely and you'll notice this is no ordinary white shirt! Original Penguin takes a classic design and gives it a fresh twist with light blue pin dots that create a subtle argyle design for depth and dimension! Crafted for a neat slim fit, this jacquard-fabrication is made up of cotton and modal for the latest and greatest feel. Pair with blue shorts and white sneaks for a preppy-cool look.

Also available in store at Roadtrip.

Heritage Slim Fit

91% Cotton, 9% Modal

Machine Washable


Quick View Original Penguin Sunnyvale S/S Shirt in Denim Original Penguin Sunnyvale S/S Shirt in Denim $89.00

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Original Penguin Sunnyvale S/S Shirt in Denim

Original Penguin Sunnyvale S/S Shirt in Denim

$89.00

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Original Penguin is known for its classic designs, yet always brings something new and exciting to the table, and this short sleeve button-up is just that! In a cool denim hue for the modern man, it's sparsely splayed with a mini argyle-like print throughout for just the right hint of pattern. Slim in fit, this cotton piece is also crafted from elastane to ensure you stay cool and comfortable. Simply pair with lightweight navy shorts or trousers and you'll be cruisin'!

Also available in store at Roadtrip.

Heritage Slim Fit

98% Cotton, 2% Elastane

Machine Washable


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

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Original Penguin Visalia L/S Shirt in Blue

Original Penguin Visalia L/S Shirt in Blue

$99.00

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Wow 'em when you walk by in this eye-catching shirt from Original Penguin. With your ultimate comfort in mind, it's crafted from soft cotton and perfectly tailored for the best possible fit. Complete with the famous penguin embroidery at the chest pocket, this long sleeve button up features a cool heathered design that will bring you from the office to drinks at your go-to sports bar.

This Style from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Thornton Polo in White Original Penguin Thornton Polo in White Original Penguin Thornton Polo in White $79.00

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Original Penguin Thornton Polo in White

Original Penguin Thornton Polo in White

$79.00

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Lightweight and sporty are the names of the game with this polo from Original Penguin. Crafted from lightweight cotton in a smart slim fit, this white piece features various stripes for a fresh day-to-day option. Finished with the renowned penguin logo embroidery at the chest, it's perfect to pair with chinos on sunny days!

Also available in store at Roadtrip.

Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Bridgeport Polo in Blue Original Penguin Bridgeport Polo in Blue $79.00

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Original Penguin Bridgeport Polo in Blue

Original Penguin Bridgeport Polo in Blue

$79.00

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What's better than two-in-one? Absolutely nothing! Penguin has delivered once again knowing that all guys have a penchant for something reversible! This handsome blue polo is simple yet smart in its fabrication; it's cut for a slim fit and features the penguin logo at the chest on either side. Whether you wear it the cotton-pique way, or the smoother side, this will be a sure favourite and will pair perfectly with all denim!

Also available in store at Roadtrip.

Heritage Slim Fit

68% Cotton, 32% Polyester

Machine Washable


Quick View Original Penguin Abilene S/S Shirt in Red Original Penguin Abilene S/S Shirt in Red $89.00

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Original Penguin Abilene S/S Shirt in Red

Original Penguin Abilene S/S Shirt in Red

$89.00

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We will never tire of a good gingham print, especially when it's from Original Penguin! Blue and red make for a standout combo while stretch cotton ensures comfort is number one! In a smart slim fit, this must-have teams well with dark trousers and shorts alike!

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Torrance S/S Shirt in Red Original Penguin Torrance S/S Shirt in Red $89.00

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Original Penguin Torrance S/S Shirt in Red

Original Penguin Torrance S/S Shirt in Red

$89.00

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Best known for precise tailoring and premium fabrics, Original Penguin imbues all its designs with a sense of refined elegance. This subdued red shirt is cut from soft cotton in a slim yet comfortable fit. Extensible stretch makes it perfect for the guy on the move! The subtle red works particularly well with navy or beige trousers.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


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

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Original Penguin Thousand Oaks L/S Shirt in Blue

Original Penguin Thousand Oaks L/S Shirt in Blue

$99.00

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Patterned shirts tend to be for the more confident set, but this subtle-floral print piece from Original Penguin is smart and wearable. Mini navy florals are set against a soft chambray blue in a slim fit for the most dapper of looks. Stretch cotton 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.

Mini Collar

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Abbotsford S/S Shirt in Navy Original Penguin Abbotsford S/S Shirt in Navy $89.00

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Original Penguin Abbotsford S/S Shirt in Navy

Original Penguin Abbotsford S/S Shirt in Navy

$89.00

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What's black and blue and cool all over? This hot shirt from Original Penguin! The short sleeve design gets a mod twist with a contemporary black plaid pattern and pops of blue. Penguin never sacrifices style for comfort, and this is evident with its soft cotton fabrication and mechanical stretch. Finished with the renowned logo embroidered at the chest pocket, this classic fit shirt looks quickly put together with dark denim or shorts!

Also available in store at Roadtrip.

Mini Collar

Classic Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Colorado L/S Shirt in Red Original Penguin Colorado L/S Shirt in Red $99.00

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Original Penguin Colorado L/S Shirt in Red

Original Penguin Colorado L/S Shirt in Red

$99.00

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For a plaid that pops, you can rely on Original Penguin to have your back! Cut for a smart slim fit, this cotton button-up shirt combines handsome hues for a standout look. Crafted for extensible stretch, it's comfortable and features the classic embroidered logo on the chest pocket. Rev up your weekend wear by sporting it unbuttoned with a white tee and jeans.

This Style from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Laval Shorts in Navy Original Penguin Laval Shorts in Navy Original Penguin Laval Shorts in Navy $89.00

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Original Penguin Laval Shorts in Navy

Original Penguin Laval Shorts in Navy

$89.00

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Is there anything better than linen shorts on a balmy day? We think not! These Original Penguin linen-cotton blend shorts will keep you feeling light and comfortable wherever you go! Cut for a slim fit in a shorter length, they're detailed with chambray trim on the pockets, interior fly and waistband. Pair with a simple tee, boat shoes, and an ice cold beer to beat the heat!

Also available in store at Roadtrip.

Classic 5-pocket style

Heritage Slim Fit

55% Linen, 45% Cotton

Machine Wash Cold


Quick View Original Penguin Surrey Shorts in Sky Original Penguin Surrey Shorts in Sky Original Penguin Surrey Shorts in Sky $89.00

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Original Penguin Surrey Shorts in Sky

Original Penguin Surrey Shorts in Sky

$89.00

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These good guy gone plaid shorts from Original Penguin are just what you need in your warm weather wardrobe. Tailored for an impeccable slim fit, these cotton shorts are classic and will keep you cool. Pair with your fave polo and things will be a breeze!

Also available in store at Roadtrip.

Classic 5-pocket style

Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Kamloops Tee in White Original Penguin Kamloops Tee in White Original Penguin Kamloops Tee in White $49.00

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Original Penguin Kamloops Tee in White

Original Penguin Kamloops Tee in White

$49.00

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Give casual looks a dash of preppy cool with Original Penguin's gingham filled logo tee. Your typical plain white tee gets a fun update with a teal mini check addition. Crafted with a ribbed collar, this slim fit, soft cotton tee looks great when layered under a bomber jacket with dark denim.

Also available in store at Roadtrip.

Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Hamilton Tee in Navy Original Penguin Hamilton Tee in Navy $45.00

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Original Penguin Hamilton Tee in Navy

Original Penguin Hamilton Tee in Navy

$45.00

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Check mate! This Original Penguin tee has captured our attention with its check version of the classic logo tee, offering something a little different. Featuring a soft cotton jersey fabrication with a ribbed collar, it promises nothing but ultra comfort. Perfect to pair with your favourite denim and a lightweight jacket, this tee will be your trusted companion on Saturdays.

Also available in store at Roadtrip.

Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Oshawa Tee in Teal Original Penguin Oshawa Tee in Teal Original Penguin Oshawa Tee in Teal $49.00

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Original Penguin Oshawa Tee in Teal

Original Penguin Oshawa Tee in Teal

$49.00

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Made for laid-back weekends at home, this Original Penguin tee features a soft vintage fabrication, promising nothing but ultra comfort. An Original Penguin logo is the tee's only needed print. Perfect to pair with your favourite denim and a lightweight jacket, this tee will be your must trusted companion on Saturdays.

Also available in store at Roadtrip.

Slim Fit

50% Cotton, 37% Polyester, 13% Rayon

Machine Wash Cold


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

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Original Penguin Brampton Polo in Navy

Original Penguin Brampton Polo in Navy

$79.00

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Original Penguin's polo shirt is quietly refined. In a rich navy hue, it has been crafted from breathable cotton in a classic fit for a more relaxed feel. Featuring ribbed cuffs and collar, it will look just as smart teamed with cuffed chinos as it will with slick tailored trousers.

Also available in store at Roadtrip.

Classic Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Dawson Polo in Teal Original Penguin Dawson Polo in Teal $79.00

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Original Penguin Dawson Polo in Teal

Original Penguin Dawson Polo in Teal

$79.00

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Freshen up your polo arsenal with this striped style from Original Penguin. Details are kept classic with the famous logo embroidery at the chest and button-down placket, while contrasting ribbed cuffs and collar bring a modern twist to the heathered stripe design. Perfect for off-duty days, this slim fit polo teams as well with khaki shorts as it does with denim!

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


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

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Original Penguin Dawson Polo in Navy

Original Penguin Dawson Polo in Navy

$79.00

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Freshen up your polo arsenal with this striped style from Original Penguin. Details are kept classic with the famous logo embroidery at the chest and button-down placket, while contrasting ribbed cuffs and collar bring a modern twist to the heathered stripe design. Perfect for off-duty days, this slim fit polo teams as well with khaki shorts as it does with denim!

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Burlington Polo in White Original Penguin Burlington Polo in White Original Penguin Burlington Polo in White $79.00

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Original Penguin Burlington Polo in White

Original Penguin Burlington Polo in White

$79.00

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Experts in classic pieces, Original Penguin knows a thing or two about the polo game! Crafted with a smart slim fit, this stretch-cotton polo shirt is comfortable enough for a day out on the water and smart enough for a tipple at the club. You'll love the 4-button elongated placket and buttoned chest pocket! Embrace the look wholeheartedly with a pair of white chinos, or go for a more subtle option with jeans.

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Trustfund.

Heritage Slim Fit

100% Pima Cotton

Machine Wash Cold


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

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Original Penguin Burlington Polo in Navy

Original Penguin Burlington Polo in Navy

$79.00

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Experts in classic pieces, Original Penguin know a thing or two about the polo game! Crafted with a smart slim fit, this stretch-cotton polo shirt is comfortable enough for a day out on the water and smart enough for a tipple at the club. You'll love the four-button elongated placket and buttoned chest pocket! Embrace the look wholeheartedly with a pair of white chinos, or go for a more subtle option with jeans.

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Pima Cotton

Machine Wash Cold


Quick View Original Penguin Hayward Polo in Salmon Original Penguin Hayward Polo in Salmon Original Penguin Hayward Polo in Salmon $69.00

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Original Penguin Hayward Polo in Salmon

Original Penguin Hayward Polo in Salmon

$69.00

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Originally designed to keep tennis players comfortable on the court, polo shirts have become a mainstay of any casual wardrobe. Original Penguin's version is crafted from breathable pique cotton and cut for a slim yet comfortable fit. Classic in its construction with the Penguin embroidery at the chest, this polo shirt is a refined choice for off-duty days. Wear yours at the weekend with slim denim and athletic footwear.

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Hayward Polo in Red Original Penguin Hayward Polo in Red Original Penguin Hayward Polo in Red $69.00

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Original Penguin Hayward Polo in Red

Original Penguin Hayward Polo in Red

$69.00

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Originally designed to keep tennis players comfortable on the court, polo shirts have become a mainstay of any casual wardrobe. Original Penguin's version is crafted from breathable pique cotton and cut for a slim yet comfortable fit. Classic in its construction with the Penguin embroidery at the chest, this polo shirt is a refined choice for off-duty days. Wear yours at the weekend with slim denim and athletic footwear.

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Hayward Polo in Blue Original Penguin Hayward Polo in Blue Original Penguin Hayward Polo in Blue $69.00

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Original Penguin Hayward Polo in Blue

Original Penguin Hayward Polo in Blue

$69.00

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Originally designed to keep tennis players comfortable on the court, polo shirts have become a mainstay of any casual wardrobe. Original Penguin's version is crafted from breathable pique cotton and cut for a slim yet comfortable fit. Classic in its construction with the Penguin embroidery at the chest, this polo shirt is a refined choice for off-duty days. Wear yours at the weekend with slim denim and athletic footwear.

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


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

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Original Penguin Hayward Polo in Teal

Original Penguin Hayward Polo in Teal

$69.00

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Originally designed to keep tennis players comfortable on the court, polo shirts have become a mainstay of any casual wardrobe. Original Penguin's version is crafted from breathable pique cotton and cut for a slim yet comfortable fit. Classic in its construction with the Penguin embroidery at the chest, this polo shirt is a refined choice for off-duty days. Wear yours at the weekend with slim denim and athletic footwear.

This Polo from Original Penguin is also available in Other Colors.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Sherbrooke L/S Shirt in Teal Original Penguin Sherbrooke L/S Shirt in Teal $99.00

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Original Penguin Sherbrooke L/S Shirt in Teal

Original Penguin Sherbrooke L/S Shirt in Teal

$99.00

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Turn heads in this mini gingham print top from Original Penguin. The eye-catching teal hue and dobby texture make for an irresistible piece! Tailor made for gentlemen in a slim fit from 100% cotton, wear tucked in with a tie or dressed down with rolled up sleeves and jeans.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Saskatoon L/S Shirt in Blues Original Penguin Saskatoon L/S Shirt in Blues Original Penguin Saskatoon L/S Shirt in Blues $99.00

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Original Penguin Saskatoon L/S Shirt in Blues

Original Penguin Saskatoon L/S Shirt in Blues

$99.00

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Button-up and look instantly dapper in this plaid shirt from Original Penguin. Complete with a mini collar and monogrammed pocket, this heritage slim fit long-sleeve with rounded hem will instantly become a fan favourite in your wardrobe! Handsome blue hues create a great colour combo and a cotton fabrication keeps things light and comfortable. Brighten your look by adding this shirt to navy work suiting or dark denim.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Wash Cold


Quick View Original Penguin Clarington S/S Shirt in Navy Original Penguin Clarington S/S Shirt in Navy $89.00

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Original Penguin Clarington S/S Shirt in Navy

Original Penguin Clarington S/S Shirt in Navy

$89.00

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What's cooler than being cool? Sporting this ultra-breathable and lightweight linen shirt from Original Penguin! Perfectly crafted so you can beat the heat, this short sleeved shirt is as dapper as it is comfortable. Expertly tailored for a slim fit, this navy and white patterned piece is complete with a chest pocket and will bring you compliments galore whether you wear it with dark denim or khaki shorts.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Linen

Machine Wash Cold


Quick View Original Penguin Say My Name L/S Shirt in Ocean Original Penguin Say My Name L/S Shirt in Ocean $99.00

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Original Penguin Say My Name L/S Shirt in Ocean

Original Penguin Say My Name L/S Shirt in Ocean

$99.00

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Original Penguin's cotton shirt is a fine example of the label's take on dapper dressing. In a bolt of blue and black gingham print, this slim-fit shirt is cool and contemporary and will look particularly smart against darker tones. Featuring a curved hemline, this must-have is crafted with a comfortable stretch interlining for the guy on the move. Let your cuffs peek out from under a dark blazer at the office.

This Style from Original Penguin is also available in Other Colors.

Also available in store at Trustfund.

Heritage Slim Fit

98% Cotton, 2% Elastane

Machine Wash Cold


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

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Original Penguin Whitby L/S Shirt in Navy

Original Penguin Whitby L/S Shirt in Navy

$99.00

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Original Penguin is known for its expert craftsmanship and proves this time and time again. Made from linen for superior breathability, this navy flecked shirt has a textured finish and an embroidered logo on the chest pocket. Wear yours to the office with black trousers and brogues, or unbutton it and pair with shorts and a white tee for barbecues and beers.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Linen

Machine Wash Cold


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

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Original Penguin Barrie L/S Shirt in Green

Original Penguin Barrie L/S Shirt in Green

$99.00

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With its pearl-finish front button placket, this Original Penguin shirt brings a smart air with a fresh take. This is thanks to the pastel-hued cotton cloth and neat, slim fit through the body. Finished with a curved hem and the iconic penguin logo embroidered at the chest, try the button-down collar piece with a knitted tie under a blazer for a well-balanced outfit. Roll up the cuffs to display the contrasting checked lining!

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Original Penguin Calgary Shorts in Navy Original Penguin Calgary Shorts in Navy Original Penguin Calgary Shorts in Navy $79.00

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Original Penguin Calgary Shorts in Navy

Original Penguin Calgary Shorts in Navy

$79.00

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Original Penguin's contemporary staples will form a firm foundation to your warm-weather wardrobe, and these straight fit shorts are a good place to start. They're cut from lightweight stretch-cotton, making them a smart choice for the guy on the move, especially when the mercury climbs. Easy and breezy, wear this timeless style with everything from printed shirts to clean-cut tees.

These Shorts from Penguin are also available in Other Colors.

Also available in store at Roadtrip.

Straight fit

98% Cotton, 2% Spandex

Machine Washable


Quick View Original Penguin Calgary Shorts in Grey Original Penguin Calgary Shorts in Grey Original Penguin Calgary Shorts in Grey $79.00

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Original Penguin Calgary Shorts in Grey

Original Penguin Calgary Shorts in Grey

$79.00

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Original Penguin's contemporary staples will form a firm foundation to your warm-weather wardrobe, and these straight fit shorts are a good place to start. They're cut from lightweight stretch-cotton, making them a smart choice for the guy on the move, especially when the mercury climbs. Easy and breezy, wear this timeless style with everything from printed shirts to clean-cut tees.

These Shorts from Penguin are also available in Other Colors.

Also available in store at Roadtrip.

Straight fit

98% Cotton, 2% Spandex

Machine Washable


Quick View Original Penguin Calgary Shorts in Khaki Original Penguin Calgary Shorts in Khaki Original Penguin Calgary Shorts in Khaki $79.00

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Original Penguin Calgary Shorts in Khaki

Original Penguin Calgary Shorts in Khaki

$79.00

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Original Penguin's contemporary staples will form a firm foundation to your warm-weather wardrobe, and these straight fit shorts are a good place to start. They're cut from lightweight stretch-cotton, making them a smart choice for the guy on the move, especially when the mercury climbs. Easy and breezy, wear this timeless style with everything from printed shirts to clean-cut tees.

These Shorts from Penguin are also available in Other Colors.

Also available in store at Roadtrip.

Straight fit

98% Cotton, 2% Spandex

Machine Washable


Quick View Original Penguin Calgary Shorts in Black Original Penguin Calgary Shorts in Black Original Penguin Calgary Shorts in Black $79.00

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Original Penguin Calgary Shorts in Black

Original Penguin Calgary Shorts in Black

$79.00

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Original Penguin's contemporary staples will form a firm foundation to your warm-weather wardrobe, and these straight fit shorts are a good place to start. They're cut from lightweight stretch-cotton, making them a smart choice for the guy on the move, especially when the mercury climbs. Easy and breezy, wear this timeless style with everything from printed shirts to clean-cut tees.

These Shorts from Penguin are also available in Other Colors.

Also available in store at Trustfund.

Straight fit

98% Cotton, 2% Spandex

Machine Washable


Quick View Original Penguin Edmonton Polo in Black Original Penguin Edmonton Polo in Black Original Penguin Edmonton Polo in Black $78.00

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Original Penguin Edmonton Polo in Black

Original Penguin Edmonton Polo in Black

$78.00

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Crafted by the esteemed tailors at Original Penguin, this polo shirt is a refined choice for off-duty days. It's cut from fine pique cotton with a contrasting embroidered Penguin logo at the chest pocket for a pop of colour. The two-button placket with taping at the lining and vented sides keep it cool and classic. A smart take on warm-weather dressing, wear yours with lightweight trousers or washed-denim.

This polo from Original Penguin is also available in Other Colors.

Also available in store at Trustfund.

Classic Fit

100% Cotton

Machine Washable


Quick View Original Penguin Edmonton Polo in White Original Penguin Edmonton Polo in White Original Penguin Edmonton Polo in White $78.00

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Original Penguin Edmonton Polo in White

Original Penguin Edmonton Polo in White

$78.00

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