preppy clothing (2,405 RESULTS)

Izod Men's Preppy Oxford-Print Golf Polo Shirt Men Men's Clothing - Polos The preppy look is back with the classic Oxford print of this polo from Izod. Contrast trim gives the shirt a fresh... Izod Men's Preppy Oxford-Print Golf Polo Shirt

Izod Men's Preppy Oxford-Print Golf...

macys.com
Izod
$55.00 $32.99

40%

Off
Izod Men's Preppy Oxford-Print Golf Polo Shirt Men Men's Clothing - Polos The preppy look is back with the classic Oxford print of this polo from Izod. Contrast trim gives the shirt a fresh... Izod Men's Preppy Oxford-Print Golf Polo Shirt

Izod Men's Preppy Oxford-Print Golf...

macys.com
Izod
$55.00 $32.99

40%

Off
Features Long Sleeve, Point Collar, Solid Color, Preppy Style, Band Bowtie, Buttoned Cuff, Single Breasted Shirt. This model is about 5.8ft in height. Please Note: Measurements refer to... Azzuro Men's Long Sleeve Point Collar Preppy Button up Shirt (Size S / 36)

Azzuro Men's Long Sleeve Point Collar...

Walmart.com
$20.43
Free Shipping
Features Long Sleeve, Point Collar, Solid Color, Preppy Style, Band Bowtie, Buttoned Cuff, Single Breasted Shirt. This model is about 5.8ft in height. Please Note: Measurements refer to... Azzuro Men's Long Sleeve Point Collar Preppy Button up Shirt (Size S / 36)

Azzuro Men's Long Sleeve Point Collar...

Walmart.com
$18.95
Free Shipping
Polo Ralph Lauren is synonymous with comfortable preppy basics. Crafted from sumptuously soft cotton, this royal-blue design is sure to become an all-season favourite in your everyday... Polo Ralph Lauren is synonymous with comfortable preppy basics. Crafted from sumptuously soft cotton, this royal-blue design is sure to become an all-season favourite in your everyday wardrobe. For a clean-cut look, wear yours over a collared shirt.

Polo Ralph Lauren is synonymous with...

Mr. Porter
Ralph Lauren
$100.00
Polo Ralph Lauren is synonymous with comfortable preppy basics. Crafted from sumptuously soft cotton, this royal-blue design is sure to become an all-season favourite in your everyday... Polo Ralph Lauren is synonymous with comfortable preppy basics. Crafted from sumptuously soft cotton, this royal-blue design is sure to become an all-season favourite in your everyday wardrobe. For a clean-cut look, wear yours over a collared shirt.

Polo Ralph Lauren is synonymous with...

Mr. Porter
Ralph Lauren
$100.00
Polo Ralph Lauren is synonymous with comfortable preppy basics. Crafted from sumptuously soft cotton, this royal-blue design is sure to become an all-season favourite in your everyday... Polo Ralph Lauren is synonymous with comfortable preppy basics. Crafted from sumptuously soft cotton, this royal-blue design is sure to become an all-season favourite in your everyday wardrobe. For a clean-cut look, wear yours over a collared shirt.

Polo Ralph Lauren is synonymous with...

Mr. Porter
Ralph Lauren
$100.00
Polo Ralph Lauren is synonymous with comfortable preppy basics. Crafted from sumptuously soft cotton, this royal-blue design is sure to become an all-season favourite in your everyday... Polo Ralph Lauren is synonymous with comfortable preppy basics. Crafted from sumptuously soft cotton, this royal-blue design is sure to become an all-season favourite in your everyday wardrobe. For a clean-cut look, wear yours over a collared shirt.

Polo Ralph Lauren is synonymous with...

Mr. Porter
Ralph Lauren
$100.00
Miu Miu Denim and cotton-chambray shirt, Miu Miu's shirt is crafted from dark-blue denim and turns to reveal a crisp light-blue cotton-chambray back. The neat white collar adds to the... Miu Miu Denim and cotton-chambray shirt, Miu Miu's shirt is crafted from dark-blue denim and turns to reveal a crisp light-blue cotton-chambray back. The neat white collar adds to the preppy feel of this staple style. Wear it layered over a full skirt...

Miu Miu Denim and cotton-chambray...

Net-A-Porter
$530.00
Sleepy Jones' 'Jasper' boxer shorts are a sophisticated choice for gentlemen who prefer loose-cut underwear. Made from lightweight cotton, this pair features preppy blue and white stripes.... Sleepy Jones' 'Jasper' boxer shorts are a sophisticated choice for gentlemen who prefer loose-cut underwear. Made from lightweight cotton, this pair features preppy blue and white stripes. Wear them to bed with a relaxed-fit jersey tee.

Sleepy Jones' 'Jasper' boxer shorts...

Mr. Porter
$45.00
Sleepy Jones' 'Jasper' boxer shorts are a sophisticated choice for gentlemen who prefer loose-cut underwear. Made from lightweight cotton, this pair features preppy blue and white stripes.... Sleepy Jones' 'Jasper' boxer shorts are a sophisticated choice for gentlemen who prefer loose-cut underwear. Made from lightweight cotton, this pair features preppy blue and white stripes. Wear them to bed with a relaxed-fit jersey tee.

Sleepy Jones' 'Jasper' boxer shorts...

Mr. Porter
$45.00
Sleepy Jones' 'Jasper' boxer shorts are a sophisticated choice for gentlemen who prefer loose-cut underwear. Made from lightweight cotton, this pair features preppy blue and white stripes.... Sleepy Jones' 'Jasper' boxer shorts are a sophisticated choice for gentlemen who prefer loose-cut underwear. Made from lightweight cotton, this pair features preppy blue and white stripes. Wear them to bed with a relaxed-fit jersey tee.

Sleepy Jones' 'Jasper' boxer shorts...

Mr. Porter
$45.00
Izod Men's Preppy Oxford-Print Golf Polo Shirt Men Men's Clothing - Polos The preppy look is back with the classic Oxford print of this polo from Izod. Contrast trim gives the shirt a fresh... Izod Men's Preppy Oxford-Print Golf Polo Shirt

Izod Men's Preppy Oxford-Print Golf...

macys.com
Izod
$55.00 $32.99

40%

Off
Izod Men's Preppy Oxford-Print Golf Polo Shirt Men Men's Clothing - Polos The preppy look is back with the classic Oxford print of this polo from Izod. Contrast trim gives the shirt a fresh... Izod Men's Preppy Oxford-Print Golf Polo Shirt

Izod Men's Preppy Oxford-Print Golf...

macys.com
Izod
$55.00 $32.99

40%

Off
Izod Men's Preppy Oxford-Print Golf Polo Shirt Men Men's Clothing - Polos The preppy look is back with the classic Oxford print of this polo from Izod. Contrast trim gives the shirt a fresh... Izod Men's Preppy Oxford-Print Golf Polo Shirt

Izod Men's Preppy Oxford-Print Golf...

macys.com
Izod
$55.00 $32.99

40%

Off
Wear this Gant Rugger shirt fastened for a preppy look worthy of The Hamptons. Cut in a slim silhouette from soft cotton, it features a button-down collar and striped print. Pay homage to... Wear this Gant Rugger shirt fastened for a preppy look worthy of The Hamptons. Cut in a slim silhouette from soft cotton, it features a button-down collar and striped print. Pay homage to the brand's Ivy League heritage and team it with a varsity jacket.

Wear this Gant Rugger shirt fastened...

Mr. Porter
Gant
$125.00
Polo Ralph Lauren's light-blue sweater typifies the label's smart, preppy aesthetic. A vibrant staple for any season, this crew-neck style has a semi-fitted cut and is made from supremely... Polo Ralph Lauren's light-blue sweater typifies the label's smart, preppy aesthetic. A vibrant staple for any season, this crew-neck style has a semi-fitted cut and is made from supremely soft Pima cotton. Wear it over a striped T-shirt.

Polo Ralph Lauren's light-blue...

Mr. Porter
Ralph Lauren
$100.00
Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this... Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this pair with a finely striped polo shirt to master the brand's preppy...

Build on your summer wardrobe with...

Mr. Porter
J. Crew
$65.00
Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this... Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this pair with a finely striped polo shirt to master the brand's preppy...

Build on your summer wardrobe with...

Mr. Porter
J. Crew
$65.00
Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this... Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this pair with a finely striped polo shirt to master the brand's preppy...

Build on your summer wardrobe with...

Mr. Porter
J. Crew
$65.00
Wear this Gant Rugger shirt fastened for a preppy look worthy of The Hamptons. Cut in a slim silhouette from soft cotton, it features a button-down collar and striped print. Pay homage to... Wear this Gant Rugger shirt fastened for a preppy look worthy of The Hamptons. Cut in a slim silhouette from soft cotton, it features a button-down collar and striped print. Pay homage to the brand's Ivy League heritage and team it with a varsity jacket.

Wear this Gant Rugger shirt fastened...

Mr. Porter
Gant
$125.00
A fresh take on the preppy mainstay, Polo Ralph Lauren's cotton-piqué polo shirt has been updated with a denim-look finish. This enduring slim-fit design will make a dependable addition to... A fresh take on the preppy mainstay, Polo Ralph Lauren's cotton-piqué polo shirt has been updated with a denim-look finish. This enduring slim-fit design will make a dependable addition to your weekend wear. Style it with rolled chinos or jeans.

A fresh take on the preppy mainstay,...

Mr. Porter
Ralph Lauren
$90.00
Wear this Gant Rugger shirt fastened for a preppy look worthy of The Hamptons. Cut in a slim silhouette from soft cotton, it features a button-down collar and striped print. Pay homage to... Wear this Gant Rugger shirt fastened for a preppy look worthy of The Hamptons. Cut in a slim silhouette from soft cotton, it features a button-down collar and striped print. Pay homage to the brand's Ivy League heritage and team it with a varsity jacket.

Wear this Gant Rugger shirt fastened...

Mr. Porter
Gant
$125.00
Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this... Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this pair with a finely striped polo shirt to master the brand's preppy...

Build on your summer wardrobe with...

Mr. Porter
J. Crew
$65.00
Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this... Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this pair with a finely striped polo shirt to master the brand's preppy...

Build on your summer wardrobe with...

Mr. Porter
J. Crew
$65.00
A fresh take on the preppy mainstay, Polo Ralph Lauren's cotton-piqué polo shirt has been updated with a denim-look finish. This enduring slim-fit design will make a dependable addition to... A fresh take on the preppy mainstay, Polo Ralph Lauren's cotton-piqué polo shirt has been updated with a denim-look finish. This enduring slim-fit design will make a dependable addition to your weekend wear. Style it with rolled chinos or jeans.

A fresh take on the preppy mainstay,...

Mr. Porter
Ralph Lauren
$90.00
This classic baseball T-shirt by Comme des Garçons will give your casual wardrobe a hit of stateside charm. The contrast raglan sleeves typify this preppy staple, while the grey and white... This classic baseball T-shirt by Comme des Garçons will give your casual wardrobe a hit of stateside charm. The contrast raglan sleeves typify this preppy staple, while the grey and white colour palette will go with everything you already own. Wear it...

This classic baseball T-shirt by...

Mr. Porter
Comme Des Garcons
$100.00
This classic baseball T-shirt by Comme des Garçons will give your casual wardrobe a hit of stateside charm. The contrast raglan sleeves typify this preppy staple, while the grey and white... This classic baseball T-shirt by Comme des Garçons will give your casual wardrobe a hit of stateside charm. The contrast raglan sleeves typify this preppy staple, while the grey and white colour palette will go with everything you already own. Wear it...

This classic baseball T-shirt by...

Mr. Porter
Comme Des Garcons
$100.00
Polo Ralph Lauren's light-blue sweater typifies the label's smart, preppy aesthetic. A vibrant staple for any season, this crew-neck style has a semi-fitted cut and is made from supremely... Polo Ralph Lauren's light-blue sweater typifies the label's smart, preppy aesthetic. A vibrant staple for any season, this crew-neck style has a semi-fitted cut and is made from supremely soft Pima cotton. Wear it over a striped T-shirt.

Polo Ralph Lauren's light-blue...

Mr. Porter
Ralph Lauren
$100.00
Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this... Build on your summer wardrobe with effortless basics like New York-based label J.Crew's classic cotton-twill shorts. The navy hue is perfect for balancing patterned pieces, so wear this pair with a finely striped polo shirt to master the brand's preppy...

Build on your summer wardrobe with...

Mr. Porter
J. Crew
$65.00