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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 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 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 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 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 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 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 RVLT Harrison Stripe L/S RVLT Harrison Stripe L/S $89.00

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RVLT Harrison Stripe L/S

RVLT Harrison Stripe L/S

$89.00

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There's something about henley tees that just makes everyone look good and this rendition from RVLT is no different. An understated stripe gives this cotton melange tee a smart and polished look while remaining incredibly soft and comfortable. Buttons down the front can be left closed or open depending on the vibe you want. Pair this henley with dark wash denim and a boyish smile to secure your crush's number next time you're out!

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View RVLT Zip Polo in Black RVLT Zip Polo in Black $55.00

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RVLT Zip Polo in Black

RVLT Zip Polo in Black

$55.00

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Your every day classic polo just got a modern update, thanks to RVLT. Rather than a button-up neck, this polo boasts an edgy zipper closure. Silver hardware gives this otherwise standard polo just the right amount of "bad-boy cool" without being in your face. For an understated going-out look, zip this polo up all the way under a leather jacket for a "prep meets punk" look.

This Polo is also available in Other Colors

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View RVLT Zip Polo in Navy RVLT Zip Polo in Navy $55.00

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RVLT Zip Polo in Navy

RVLT Zip Polo in Navy

$55.00

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Your every day classic polo just got a modern update, thanks to RVLT. Rather than a button-up neck, this polo boasts an edgy zipper closure. Silver hardware gives this otherwise standard polo just the right amount of "bad-boy cool" without being in your face. For an understated going-out look, zip this polo up all the way under a leather jacket for a "prep meets punk" look.

This Polo is also available in Other Colors

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


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 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 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 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 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 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


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