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Quick View Levi's In a Daze L/S Shirt in Denim Levi's In a Daze L/S Shirt in Denim Levi's In a Daze L/S Shirt in Denim $79.00

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Levi's In a Daze L/S Shirt in Denim

Levi's In a Daze L/S Shirt in Denim

$79.00

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Cool, calm and sophisticated! This button down from Levi's is the definition of timeless style. Cut for a relaxed fit, this versatile standout features a collared neckline, chest pocket detail and is crafted from an ultra soft 100% cotton material. Tuck yours into some black denim for an understated-cool look.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Levi's Sammy L/S Shirt in Cloud Levi's Sammy L/S Shirt in Cloud Levi's Sammy L/S Shirt in Cloud $79.00

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Levi's Sammy L/S Shirt in Cloud

Levi's Sammy L/S Shirt in Cloud

$79.00

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The perfect combination of casual style and sophisticated looks, this denim button down from Levi's is the definition of timeless design. Cut for a classic fit with an accent pocket along the chest, this versatile piece is built from a comfortable stretch cotton material to move and form with your body. Ideal for layering under your favourite pullovers or rocking with black denim at your next date night, we know you'll find yourself reaching for this number again and again!

Also available in store at Roadtrip.

99% Cotton, 1% Elastane

Machine Washable


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 Leonard L/S Shirt in Navy Original Penguin Leonard L/S Shirt in Navy Original Penguin Leonard L/S Shirt in Navy $99.00

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Original Penguin Leonard L/S Shirt in Navy

Original Penguin Leonard L/S Shirt in Navy

$99.00

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Get the best of both worlds with this flannel button down from Original Penguin. Cut for a classic fit, this top features a jaspe twill flannel weave that enhances the overall color so you can enjoy your flannel without channeling your inner lumberjack. But even if you are in the mood to move, the stretch fabric will effortlessly form with your body to keep you worry and hassle free. Throw it on with your favourite khakis and black loafers.

Also available in store at Roadtrip.

99% Cotton, 1% Elastane

Machine Wash Cold


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

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Original Penguin Benjamin Polo in Navy

Original Penguin Benjamin Polo in Navy

$79.00

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A cut above the rest! Original Penguin brings us your next go-to standout polo. Crafted from a soft cotton material, this piece features a pique fabrication and multi-tone striped details along the collar. With a button lined placket, colour block accents on the sleeves and tailored slim fit, this is the perfect piece to rock for your next date night.

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 Brian Polo in Blue Original Penguin Brian Polo in Blue Original Penguin Brian Polo in Blue $75.00

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Original Penguin Brian Polo in Blue

Original Penguin Brian Polo in Blue

$75.00

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Conventional is boring, but tradition is timeless! Channel classic polo style with a modern twist in this standout piece from Original Penguin. Built for a tailored slim fit, this shirt comes packed with a chest pocket featuring the signature logo and has contrast details along the placket, sleeve cuffs and collar to really make this a must-have piece. Toss on your favourite chinos and white converse sneakers for the perfect laid back look.

Also available in store at Roadtrip.

100% Cotton

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 Original Penguin Jaxon Crewneck in Blue Original Penguin Jaxon Crewneck in Blue Original Penguin Jaxon Crewneck in Blue $89.00

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Original Penguin Jaxon Crewneck in Blue

Original Penguin Jaxon Crewneck in Blue

$89.00

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Perfect for layering and some laid back Sunday vibes, this versatile piece is certainly a must-have! Crafted from a soft cotton blend, this top is built for a slim fit to bring you a more tailored look. The duel knit fabrication joins together two layers of fabric to bring you extra comfort while the waffle pattern creates square ridges that boosts absorbency and airflow throughout the top. Polish this look off with a puffy vest and dark wash denim.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

60% Cotton, 40% Polyester

Machine Wash Cold


Quick View Original Penguin Jaxon Crewneck in Green Original Penguin Jaxon Crewneck in Green Original Penguin Jaxon Crewneck in Green $89.00

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Original Penguin Jaxon Crewneck in Green

Original Penguin Jaxon Crewneck in Green

$89.00

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Perfect for layering and some laid back Sunday vibes, this versatile piece is certainly a must-have! Crafted from a soft cotton blend, this top is built for a slim fit to bring you a more tailored look. The duel knit fabrication joins together two layers of fabric to bring you extra comfort while the waffle pattern creates square ridges that boosts absorbency and airflow throughout the top. Polish this look off with a puffy vest and dark wash denim.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

60% Cotton, 40% Polyester

Machine Wash Cold


Quick View Original Penguin Jaxon Crewneck in Red Original Penguin Jaxon Crewneck in Red Original Penguin Jaxon Crewneck in Red $89.00

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Original Penguin Jaxon Crewneck in Red

Original Penguin Jaxon Crewneck in Red

$89.00

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Perfect for layering and some laid back Sunday vibes, this versatile piece is certainly a must-have! Crafted from a soft cotton blend, this top is built for a slim fit to bring you a more tailored look. The duel knit fabrication joins together two layers of fabric to bring you extra comfort while the waffle pattern creates square ridges that boosts absorbency and airflow throughout the top. Polish this look off with a puffy vest and dark wash denim.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

60% Cotton, 40% Polyester

Machine Wash Cold


Quick View Original Penguin Jaxon Crewneck in Grey Original Penguin Jaxon Crewneck in Grey Original Penguin Jaxon Crewneck in Grey $89.00

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Original Penguin Jaxon Crewneck in Grey

Original Penguin Jaxon Crewneck in Grey

$89.00

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Perfect for layering and some laid back Sunday vibes, this versatile piece is certainly a must-have! Crafted from a soft cotton blend, this top is built for a slim fit to bring you a more tailored look. The duel knit fabrication joins together two layers of fabric to bring you extra comfort while the waffle pattern creates square ridges that boosts absorbency and airflow throughout the top. Polish this look off with a puffy vest and dark wash denim.

This Style is also available in Other Colors.

Also available in store at Roadtrip.

60% Cotton, 40% 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 Scotch & Soda Sado L/S Top in Blue Scotch & Soda Sado L/S Top in Blue Scotch & Soda Sado L/S Top in Blue $98.00

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Scotch & Soda Sado L/S Top in Blue

Scotch & Soda Sado L/S Top in Blue

$98.00

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This long sleeve by Scotch & Soda is crafted in a cotton pique with a chest pocket and crew neckline. Look put together while still keeping comfortable. Pair this with some tan chinos and white sneakers for a great date night look.

Also available in store at Trustfund

100% Cotton

Wash inside out with similar colours


Quick View Scotch & Soda Martin Polo in Dark Navy Scotch & Soda Martin Polo in Dark Navy Scotch & Soda Martin Polo in Dark Navy $79.00

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Scotch & Soda Martin Polo in Dark Navy

Scotch & Soda Martin Polo in Dark Navy

$79.00

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Look dark, brooding, and handsome in this polo from Scotch & Soda. In a deep navy hue, this 100% cotton shirt is garment dyed for a subtly faded look and features a chest pocket and two-button collar. Pair it with olive green trousers for a handsome outfit!

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Scotch & Soda Spencer Polo in Navy Scotch & Soda Spencer Polo in Navy Scotch & Soda Spencer Polo in Navy $98.00

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Scotch & Soda Spencer Polo in Navy

Scotch & Soda Spencer Polo in Navy

$98.00

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Taking a classic and stepping up its game, Scotch & Soda gives us this dapper polo. Crafted purely from soft cotton, this short sleeve is designed with a concealed button-down placket as well as contrasting collar and sleeve trims in a woven fabric. Pair it with deep denim or khaki shorts when the mercury rises.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Scotch & Soda Anchor L/S in Black Scotch & Soda Anchor L/S in Black Scotch & Soda Anchor L/S in Black $98.00

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Scotch & Soda Anchor L/S in Black

Scotch & Soda Anchor L/S in Black

$98.00

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Anchor in your look with this classic nautical style from Scotch & Soda. The breton stripes have us reminiscing of days by the sea, while the cool cotton make keeps things light and comfortable. Finished with a chest pocket, this long sleeved crew neck looks great with shorts and boat shoes.

This Style from Scotch & Soda is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


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 Original Penguin Jackson Henley in Navy Original Penguin Jackson Henley in Navy Original Penguin Jackson Henley in Navy $79.00

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Original Penguin Jackson Henley in Navy

Original Penguin Jackson Henley in Navy

$79.00

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This henley from Original Penguin is classic yet modern thanks to its timeless stripe design, henley collar, and three-button closure. Crafted from 100% cotton, it's both lightweight and breathable, and the heritage slim fit keeps your look sleek, making it perfect for layering.

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 Darron Sweatshirt in Navy Original Penguin Darron Sweatshirt in Navy Original Penguin Darron Sweatshirt in Navy $79.00

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Original Penguin Darron Sweatshirt in Navy

Original Penguin Darron Sweatshirt in Navy

$79.00

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Build your casual wardrobe with this comfortable long sleeve tee. Its 100% cotton French terry fabrication makes it ultra soft and the crew neck offers classic comfort. This slim fit piece is finished with the renowned Penguin logo embroidered at the chest.

Also available in store at Roadtrip.

Heritage Slim Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Kentucky Bourbon L/S Shirt in Burnt Ben Sherman Kentucky Bourbon L/S Shirt in Burnt Ben Sherman Kentucky Bourbon L/S Shirt in Burnt $108.00

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Ben Sherman Kentucky Bourbon L/S Shirt in Burnt

Ben Sherman Kentucky Bourbon L/S Shirt in Burnt

$108.00

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A simple yet intricate plaid pattern is just one of the things we love about this button-down from Ben Sherman. That and its classic cut and button-down collar, of course! Cut from a premium cotton, this easy-to-wear staple looks great paired with a navy suit for your next job interview or unbuttoned over a white crew neck tee to get that boy-next-door look!

This Style from Ben Sherman is also available in Other Colors

Also available in store at Trustfund.

100% Cotton

Machine Washable


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 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


Quick View Original Penguin Roadhouse Henley in Grey Original Penguin Roadhouse Henley in Grey Original Penguin Roadhouse Henley in Grey $78.00

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Original Penguin Roadhouse Henley in Grey

Original Penguin Roadhouse Henley in Grey

$78.00

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Original Penguin's striped long sleeve tee will make a fine addition to your casual staples. Crafted from supremely soft cotton, it features a classic henley collar and a yarn dyed fabric finish. Complete with the iconic Penguin logo embroidered at the chest, wear yours with jeans or chinos on casual days.

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

Also available in store at Roadtrip.

100% Cotton

Machine Washable



We're Canadian

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