Sale / PriceAll
ApplyClear
DepartmentMen
BrandAll
ApplyClear
StoreAll
ApplyClear
  • Tommy Jeans For UO Sherpa Lined Denim Trucker Jacket
    urbanoutfitters.com
    Tommy Jeans For UO Sherpa Lined Denim Trucker Jacket
    Tommy Jeans For UO Sherpa Lined Denim Trucker Jacket The perfect jean jacket from Tommy Hilfiger, exclusively available at Urban Outfitters, boasting a seriously cozy Sherpa lining and iconic Tommy Jeans logo back patch. Heavyweight cotton denim is cut in a classic trucker silhouette with a pointed Sherpa collar and a full-length front button closure. Complete with waist pockets + two patch pockets at the chest. Classic, cool + timeless, Tommy Hilfiger is an iconic American clothing brand featuring preppy essentials with a twist. Content + Care- Cotton, Sherpa- Machine wash- Imported Size + Fit- Model is 5'11" and wearing size Medium- Measurements are taken from size Medium- Chest: 22. 5"- Length: 26"Shipping- Only available for delivery within the United States.
  • Polo Ralph Lauren Slim-fit cotton-piqué polo shirt
    matchesfashion.com
    Polo Ralph Lauren Slim-fit cotton-piqué polo shirt
    Emblazoned with an oversized embroidered navy pony logo, Polo Ralph Lauren's turquoise-blue polo shirt embodies the label's preppy aesthetic. It's accented with a number 3 sleeve appliqué, and is cut for a streamlined, true-to-size fit.
  • Southern Proper Pink Original Graphic Tee
    belk.com
    Southern Proper Pink Original Graphic Tee
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Southern Proper Original Graphic Tee. Slip into casual style with this comfy cotton tee. Featuring a playful look, this top is essential for any wardrobe. It's an easy way to create preppy outfits for any day of the week!
  • Southern Proper Gray Original Graphic Tee
    belk.com
    Southern Proper Gray Original Graphic Tee
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Southern Proper Original Graphic Tee. Slip into casual style with this comfy cotton tee. Featuring a playful look, this top is essential for any wardrobe. It's an easy way to create preppy outfits for any day of the week!
  • Southern Proper Pink The Original Sweatshirt
    belk.com
    Southern Proper Pink The Original Sweatshirt
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Southern Proper The Original Sweatshirt. With a comfortable feel and preppy touch, this original sweatshirt features a printed front and classic cut. Pair this casual style with your favorite jeans for a polished look.
  • Tommy Hilfiger Preppy Robe In Navy
    asos.com
    Tommy Hilfiger Preppy Robe In Navy
    30% off Party Wear!
    ""Robe by Tommy Hilfiger, Cotton towelling fabric, Contrast shawl collar, Tie belt fastening, Functional pockets, Embroidered logo to chest, Regular fit. true to size, Machine wash, 100% Cotton, Our model wears a size Medium and is 188cm/6'2"" tall.
  • Banana Republic Mens Pima Cotton Cashmere Textured Crew
    bananarepublic.gap.com
    Banana Republic Mens Pima Cotton Cashmere Textured Crew
    40% off your purchase of $200+
    Long sleeve. Crew neck. Ribbed neck, cuffs and hem. Hits below the hip. 85% pima Cotton, 15% cashmere.
  • Southern Proper Heather Gray Short Sleeve Party Animal Graphic Tee
    belk.com
    Southern Proper Heather Gray Short Sleeve Party Animal Graphic Tee
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Southern Proper Short Sleeve Party Animal Graphic Tee. Made from comfortable cotton, this tee features a preppy design on the front and back. Pair this unique style with your favorite jean for a laid-back, casual look.
  • G.H. Bass Wool Coat w/ Scarf
    wilsonsleather.com
    G.H. Bass Wool Coat w/ Scarf
    Wilsons Cyber Sale! Take Up To 70% Off + An Extra 50% Off 1 Item Or 60% Off 2+ Items
    Online Only The #1 reason to add this G.H. Bass woolblend peacoat to your collection is that it never goes out of style. This version updates the classic look with a preppy scarf. Change out the scarf from year to year for an outerwear investment that keeps giving back. All our G.H. Bass brand jackets have a classic look with a fresh, fashionable fit.
  • Banana Republic Mens Garment Dye Merino Crew
    bananarepublic.gap.com
    Banana Republic Mens Garment Dye Merino Crew
    40% off your purchase of $200+
    Long sleeve. Crew neck. Ribbed cuffs and hem. Hits below the hip. 100% extra fine Merino wool.
  • Southern Proper White Long Sleeve Original Graphic Tee
    belk.com
    Southern Proper White Long Sleeve Original Graphic Tee
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Southern Proper Long Sleeve Original Graphic Tee. Slip into casual style with this comfy cotton tee! Featuring a preppy graphic of a dog styled with a bow tie, this classic top is essential for any laid-back day.
  • Banana Republic Mens Textured Merino Full Zip
    bananarepublic.gap.com
    Banana Republic Mens Textured Merino Full Zip
    40% off your purchase of $200+
    Long sleeve. Two besom pockets. Ribbed neck, cuffs and hem. Hits below the hip. 100% extra fine Merino wool.
  • Polo Ralph Lauren Supreme Comfort Jersey Crewneck Tee
    bloomingdales.com
    Polo Ralph Lauren Supreme Comfort Jersey Crewneck Tee
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Made from an ultrasoft pima cotton blend, this casual crewneck tee by Polo Ralph Lauren is sure to be a sleepwear favorite. Ralph Lauren's signature embroidered pony adds a preppy finishing touch
  • Topman Colourblock crew neck sweater
    lanecrawford.com
    Topman Colourblock crew neck sweater
    Worldwide Express Delivery
    This sweater from Topman features a classic colour combination of black and burgundy mélange which will have you looking preppy and refined even with casual attire. Crafted from pure cotton to keep you comfy, this piece is slim enough to be worn under any jacket or coat when the temperature drops.
  • Banana Republic Mens Modern Cable Crew
    bananarepublic.gap.com
    Banana Republic Mens Modern Cable Crew
    40% off your purchase of $200+
    Long sleeve. Crew neck. Hits below the hip. 63% cotton, 19% wool, 15% acrylic, 3% alpaca hair.
  • Tommy Hilfiger Brian striped knitted jumper
    selfridges.com
    Tommy Hilfiger Brian striped knitted jumper
    Instilled within Tommy Hilfiger ’s rich heritage is an affiliation with nautical garb inspired by his preppy East Coast patrons. Punctuated in a naval Breton stripe the Brian knitted jumper maintains tradition. It’s crafted in wool in graduating tones that’s given a brushed tactility for added warmth during the cooler months. While its classic crewneck marks the familiar V shape yoke inspired by sporty sweatshirts. Tommy Hilfiger knitted jumperPulls onCrewneck, long sleeves, embroidered brand logo at cuff, all over stripe pattern, ribbed trims80% wool, 20% nylonMachine washModel is 6ft and wears a size medium Size: M. Color: Midnight/ multi. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Wool.
  • Polo Ralph Lauren Men's Striped Jersey T-Shirt
    macys.com
    Polo Ralph Lauren Men's Striped Jersey T-Shirt
    Designed with preppy stripes, this essential relaxed-fitting crew neck is crafted from ultra-soft cotton jersey and finished with Polo Ralph Lauren's signature embroidered pony.
  • Men's Ben Sherman Prince Of Wales Turtleneck Sweater
    nordstrom.com
    Men's Ben Sherman Prince Of Wales Turtleneck Sweater
    A Prince of Wales plaid motif defines the front of a preppy turtleneck knit from a soft wool blend. Brand: BEN SHERMAN. Style Name:Ben Sherman Prince Of Wales Turtleneck Sweater. Style Number: 5268093. Available in stores.
  • Polo Ralph Lauren Bear Sweater
    bloomingdales.com
    Polo Ralph Lauren Bear Sweater
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Dressed in a toggle coat and jeans, Polo Ralph Lauren's intarsia-knit signature Polo Bear makes this cotton-blend sweater iconic.
  • Banana Republic Mens Garment Dye Merino Polo
    bananarepublic.gap.com
    Banana Republic Mens Garment Dye Merino Polo
    40% off your purchase of $200+
    Long sleeve. Ribbed cuffs and hem. Hits below the hip. 100% extra fine Merino wool.
  • Michael Kors Slim-fit stretch-cotton chinos
    selfridges.com
    Michael Kors Slim-fit stretch-cotton chinos
    An all American aesthetic informs New York’s alpha, Michael Kors . Often inspired by a contemporary, yet preppy style that takes inspiration from beach culture, these stretch cotton chinos are an example of the brand’s carefree attitude. Cut comfortably with a slim, tapered fit, the v shaped yoke plays host to an embossed leather patch, while a five pocket exterior punctuates this failsafe warm weather classic. Michael Kors stretch cotton chinosExposed button and concealed zip fly fastening at frontSlim fit, tapered, mid rise, belt loops, five pockets, branding at coin pocket, branded hardware, branded leather patch at back waistband, v shaped yoke at back98% cotton, 2% elastaneMachine washSize 32: Rise 10", inside leg 32", leg opening 14"Model is 6ft and wears a size 32 Size: 3032. Color: Ecru. Gender: Male. Age Group: Adult. Material: Leather.
  • Neil Barrett 'Abstract Modernist' colourblock sweatshirt
    lanecrawford.com
    Neil Barrett 'Abstract Modernist' colourblock sweatshirt
    Worldwide Express Delivery
    Indulge in unrivalled comfort and cutting-edge style in this Neil Barrett sweatshirt which demonstrates the brand's latest Abstract Modernist motif in a minimalist palette. Rendered in smooth neoprene, this piece is precisely cut in a slim silhouette, bringing your wardrobe a sporty and preppy vibe.
  • Polo Ralph Lauren Men's Big & Tall Striped Linen Sport Shirt
    macys.com
    Polo Ralph Lauren Men's Big & Tall Striped Linen Sport Shirt
    Thanks to its breathable striped linen, this relaxed-fitting Polo Ralph Lauren shirt will carry you through the season in comfortable preppy style.
  • Men's Peter Millar 'Charlie' Stripe Lisle Polo
    nordstrom.com
    Men's Peter Millar 'Charlie' Stripe Lisle Polo
    Double-mercerized cotton has a lustrous finish on a preppy golf-friendly polo patterned with thin doubled stripes for a splash of summery color. Brand: PETER MILLAR. Style Name:Peter Millar 'Charlie' Stripe Lisle Polo. Style Number: 5171475_1. Available in stores.
  • Tommy Jeans For UO '90s Logo Tee
    urbanoutfitters.com
    Tommy Jeans For UO '90s Logo Tee
    Tommy Jeans For UO '90s Logo Tee Give a nod to the '90s in this classic logo t-shirt from Tommy Hilfiger, exclusively available at Urban Outfitters. Heavyweight cotton is cut in a standard fit featuring the original Tommy Jeans logo at the front. Finished with a banded crew neck. Classic, cool + timeless, Tommy Hilfiger is an iconic American clothing brand featuring preppy essentials with a twist. Content + Care- Cotton- Machine wash- Imported Size + Fit- Model is 5'11" and wearing size Medium- Measurements are taken from size Medium- Chest: 20"- Length: 29"Shipping- Only available for delivery within the United States.
  • Tommy Hilfiger Denton regular-fit cotton-blend chinos
    selfridges.com
    Tommy Hilfiger Denton regular-fit cotton-blend chinos
    An all American brand that fuses New York City cool with Hamptons luxe, Tommy Hilfiger has established itself as a champion of preppy, Ivy League inspired style. A cornerstone of your smart casual wardrobe, chinos can be dressed up or down accordingly. Cut to a regular fit, this cotton blend pair has a flecked finish to set them apart from the rest.Tommy Hilfiger cotton blend chinosExposed button and concealed zip fly fastening at frontRegular fit, straight, mid rise, belt loops, five pockets, embroidered brand logo and darts at back yoke58% cotton, 27% polyester, 14% viscoseMachine washSize 32: Rise 10", inside leg 32", leg opening 14"Model is 6ft and wears a size medium Size: 3232. Color: Charcoal heather-eur. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Polyester.
  • Armani Collezioni Eagle logo print stripe polo shirt
    lanecrawford.com
    Armani Collezioni Eagle logo print stripe polo shirt
    Worldwide Express Delivery
    A classic-meets-sporty take on the wardrobe essential, this Armani Collezioni polo shirt offers incredible comfort in stretchy and breathable cotton piqué. Defined by striped ribbed finishing and featuring a small and tasteful eagle logo print, this versatile piece guarantees a youthful and preppy appearance.
  • New Balance 63553 Men's Classic Polo
    newbalance.com
    New Balance 63553 Men's Classic Polo
    Free shipping on orders greater than $125
    The Classic Polo is a versatile and preppy addition to your wardrobe. Modern detailing looks classy and the cotton pique fabric helps keep you comfortable while looking clean and pulled together.
  • Polo Ralph Lauren Plaid Linen Sport Shirt
    ralphlauren.com
    Polo Ralph Lauren Plaid Linen Sport Shirt
    Free Shipping and gift boxing on all orders
    Thanks to its breathable plaid linen, this relaxed-fitting shirt will carry you through the season in comfortable preppy style. Standard Fit: a comfortable, relaxed silhouette. If you favored our Classic Fit or Custom Fit, you will like this updated version. Size medium has a 31 body length and a 34 sleeve length. Sleeve length is taken from the center back of the neck. Button-down point collar. Buttoned placket. Long
  • Polo Ralph Lauren Bengal Striped Linen Classic Fit Button Down Shirt
    bloomingdales.com
    Polo Ralph Lauren Bengal Striped Linen Classic Fit Button Down Shirt
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Thanks to its breathable bengal-striped linen, this relaxed-fitting shirt by Polo Ralph Lauren will carry you through the season in comfortable preppy style.
  • Polo Ralph Lauren Striped button-cuff cotton-piqué shirt
    matchesfashion.com
    Polo Ralph Lauren Striped button-cuff cotton-piqué shirt
    Invest in Polo Ralph Lauren's preppy aesthetic with this pale-pink and white striped shirt. Cut from cotton-piqué, it's shaped for a sharp slim fit, and detailed with a neat button-down collar. Runs true to size.
  • Banana Republic Mens Camden Fit Custom Wash Short Sleeve One Pocket Shirt
    bananarepublic.gap.com
    Banana Republic Mens Camden Fit Custom Wash Short Sleeve One Pocket Shirt
    40% off your purchase of $200+
    Short sleeve. Chest pocket. Rounded hem on back. Hits at the hip. 100% cotton.
  • Tommy Hilfiger Bleeker regular-fit cotton shirt
    selfridges.com
    Tommy Hilfiger Bleeker regular-fit cotton shirt
    As eclectic as the street it was named after, Tommy Hilfiger 's Bleeker shirt contrasts its retro inspired micro geometric pattern with a characteristically preppy button up silhouette. Forming part of the iconic American brand's casual collection, it's cut to a regular fit that will keep you comfortable and smart on dressed down occasions.Tommy Hilfiger cotton shirtExposed button fastenings at frontButton down collarSingle cuffsRegular fit, long sleeves, buttoned cuffs, embroidered brand logo at cuff, all over patterned, darts at back, curved hem100% cottonMachine washSize medium: Length 30", chest 40"Model is 6ft and wears a size medium Size: L. Color: Dark indigo. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Neil Barrett Satin stripe shorts
    lanecrawford.com
    Neil Barrett Satin stripe shorts
    Worldwide Express Delivery
    Experimenting with a blend of classic ski materials and preppy, cool styles, Neil Barrett demonstrates an athletic look to be worn off the slopes through these shorts. Rendered from fleece-lined poly twill for a warm wear, this pair's wide, relaxed construction is contrasted by the exquisite satin outseam, embodying a multi-faceted look for the season.
  • Polo Ralph Lauren Straight-Fit Pima Chino Short
    ralphlauren.com
    Polo Ralph Lauren Straight-Fit Pima Chino Short
    Free Shipping and gift boxing on all orders
    With their streamlined shape and incredibly soft Pima cotton, these shorts are a modern update on a preppy essential. Straight Fit. Size 32W has an 8 rise and an 8 inseam. Belt loops. Zip fly with an elongated hook-and-bar closure. Two front angled pockets. Right hip coin pocket. Two back buttoned pockets. Polo label at the back right pocket. 100% Pima cotton. Machine washable. Imported. Model is 61/185 cm a
  • Tommy Hilfiger Crewneck cotton-jersey sweatshirt
    selfridges.com
    Tommy Hilfiger Crewneck cotton-jersey sweatshirt
    What could be more deserving of its preppy name tag than Tommy Hilfiger ’s cotton jersey sweatshirt? Evocative of traditional track uniforms, this version is given a generous cut for lightweight layering, and is accented with a ribbed trim on the crewneck, cuffs and hem. Slip on over a sharp linen shirt in stark white to contrast the speckle print nature of this hardworking sporty piece. Tommy Hilfiger cotton jumperPulls onRound neck, long sleeves, embroidered brand logo at cuff, ribbed trims100% cottonMachine washModel is 6ft and wear size medium Size: M. Color: Nocturnal htr. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Polo Ralph Lauren Checked Poplin Classic Fit Button Down Shirt
    bloomingdales.com
    Polo Ralph Lauren Checked Poplin Classic Fit Button Down Shirt
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Crisp cotton poplin and a comfortable fit make this preppy checked button-down by Polo Ralph Lauren a sharp choice for work or the weekend.
  • Express Space Dyed Slub Knit Stretch V
    express.com
    Express Space Dyed Slub Knit Stretch V
    Spend a Sunday chilling around the house in this comfy fitted tee or layer its stretch-on warmth under your cold-weather sweaters. Space dyed, textured slub knit offers a stylish element to this basic, and a tonal V-neck adds preppy polish. Men's Tees, Color: Red, Size: Small, Solid V-neck, tagless|Short sleeves|Straight hem|All-over space dyed slub knit|Cotton/Polyester/Spandex|Machine wash|Imported|
  • Mark & Graham Men's Classic Robe, XXL, Green Plaid
    markandgraham.com
    Mark & Graham Men's Classic Robe, XXL, Green Plaid
    Preppy-chic comfort for the men of the house, designed for cold-weather lounging, Christmas morning craziness and weekend relaxation. Made of soft cotton, it has a tie closure and embroidered monogram S/M, L/XL, XXL See product info for size chart 100% cotton. Hand wash cold, non-chlorine bleach, lay flat to dry. Imported. Free monogramming is embroidered. Standard delivery in 6 to 8 business days. Rush delivery in 2 to 3 days.
  • Tommy Hilfiger Sasha cotton-blend hoody
    selfridges.com
    Tommy Hilfiger Sasha cotton-blend hoody
    American sportswear expert Tommy Hilfiger defines his preppy aesthetic in cotton jersey. A testament to the humble textile, this Sasha hoody will become a firm favourite in your perennial roster it’s crafted with versatility in mind through an insulating zipped profile that’s stamped with the brand’s iconic insignia and accented with slouchy kangaroo pockets. Consider teaming it with a pair of distressed jeans and pristine white leather low tops.Tommy Hilfiger cotton blend hoodyExposed zip fastening at frontHood with drawstring, long sleeves, double striped detailing at zip, embroidered brand logo at chest, split kangaroo pocket at front, ribbed trims, faux fur lining80% cotton, 20% polyester; 100 polyester; 100% cottonMachine washModel is 6ft and wears a size medium Size: M. Color: Cloud htr. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Polyester.
  • Chaps Deep Ocean Gingham Poplin Shirt
    belk.com
    Chaps Deep Ocean Gingham Poplin Shirt
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Chaps Gingham Poplin Shirt. Crafted from easy-to-care-for poplin, this preppy gingham button-down is a versatile staple. Wear this sharp style all day, from morning meetings to a dinner date. Size medium has a 31.5-in. back body length and a 35-in. sleeve length Back body length and sleeve length are taken from the center back of the neck Model is 6-ft.1-in./185-cm. and wears a size medium Buttoned placket Button-down point colla
  • Banana Republic Mens Camden Fit Custom Wash Blue Gingham Shirt
    bananarepublic.gap.com
    Banana Republic Mens Camden Fit Custom Wash Blue Gingham Shirt
    40% off your purchase of $200+
    Custom 078 Wash is the new and improved update to Soft Wash. If you love our Soft Wash shirts, you will love the higher quality fabric and softer hand feel of Custom 078 Wash. Our Custom 078 Wash shirts undergo a delicate wash cycle for 60 minutes followed by an enzyme wash, giving the shirt a softer and more worn in finish. Button down collar. Chest pockets. Buttoned cuffs. Seams, armhole and collar are specially treated to stay smooth. Buttons are securely cross stitched. Interlined collar has a crisper finish. Triangular gusset at side seams adds durability. Our new standard fit. A little more room through the chest and waist. 29" length. 100% cotton.
  • Polo Ralph Lauren Plaid Poplin Classic Fit Button Down Shirt
    bloomingdales.com
    Polo Ralph Lauren Plaid Poplin Classic Fit Button Down Shirt
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Crisp cotton poplin and a comfortable fit make this preppy plaid button-down by Polo Ralph Lauren a sharp choice for work or the weekend.
  • Polo Ralph Lauren Straight-Fit Pima Chino Short
    ralphlauren.com
    Polo Ralph Lauren Straight-Fit Pima Chino Short
    Free Shipping and gift boxing on all orders
    With their streamlined shape and incredibly soft Pima cotton, these shorts are a modern update on a preppy essential. Straight Fit. Size 32W has an 8 rise and an 8 inseam. Belt loops. Zip fly with an elongated hook-and-bar closure. Two front angled pockets. Right hip coin pocket. Two back buttoned pockets. Polo label at the back right pocket. 100% Pima cotton. Machine washable. Imported. Model is 61/185 cm a
  • Abercrombie & Fitch Preppy Fit Shorts
    abercrombie.com
    Abercrombie & Fitch Preppy Fit Shorts
    A warm weather essential with a vintage wash, subtle nicking and grinding at trims and perfectly tailored fit, Imported
  • Men's Nordstrom Men's Shop Shawl Collar Button Cardigan
    nordstrom.com
    Men's Nordstrom Men's Shop Shawl Collar Button Cardigan
    A distinguished shawl lapel fronts a preppy button cardigan crafted in a richly textured wool-blend knit. Brand: NORDSTROM MENS SHOP. Style Name:Nordstrom Men's Shop Shawl Collar Button Cardigan. Style Number: 5138709. Available in stores.
  • Tommy Hilfiger Sid crewneck cotton-jersey sweatshirt
    selfridges.com
    Tommy Hilfiger Sid crewneck cotton-jersey sweatshirt
    While a preppy aesthetic often informs the design process at Tommy Hilfiger , the art of revamping casual sportwear separates is also mastered, showcased in the Sid sweatshirt. Utilising the tactile quality of soft cotton jersey, this classic crewneck silhouette is confidently minimal, yet is stamped with a branded tab and a contrast zipped pocket at the sleeve taking its inspiration from utilitarian army surplus uniforms. Tommy Hilfiger jersey sweatshirtPulls onCrewneck, long sleeves, one zip pocket at sleeve, ribbed trims84% cotton, 16% polyesterMachine washModel is 6ft and wears a size medium Size: M. Color: Cloud htr. Gender: Male. Age Group: Adult. Material: Cotton.
  • Chaps Sunset Green Checked Poplin Shirt
    belk.com
    Chaps Sunset Green Checked Poplin Shirt
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Chaps Checked Poplin Shirt. Crafted from easy-to-care-for poplin, this preppy checked button-down is a versatile staple. Dress it up with a tailored chino pant or down with distressed denim. Size medium has a 31.5-in. back body length and a 35-in. sleeve length Back body length and sleeve length are taken from the center back of the neck Model is 6-ft.1-in./185-cm. and wears a size medium Buttoned placket Button-down point collar
  • Tommy Hilfiger Preppy Lounge Pants In Navy
    asos.com
    Tommy Hilfiger Preppy Lounge Pants In Navy
    30% off Party Wear!
    ""Lounge bottoms by Tommy Hilfiger, Stretch jersey, Branded stretch waistband, Side slant pockets, Loose fit. falls loosely over the body, Machine wash, 100% Cotton, Our model wears a size Medium and is 188cm/6'2"" tall.
  • Polo Ralph Lauren Men's Big & Tall Hawaiian Swim Boxers
    macys.com
    Polo Ralph Lauren Men's Big & Tall Hawaiian Swim Boxers
    Ralph Lauren's iconic pony accents the hem of this preppy swim boxer.
  • Polo Ralph Lauren Straight-Fit Pima Chino Short
    ralphlauren.com
    Polo Ralph Lauren Straight-Fit Pima Chino Short
    Free Shipping and gift boxing on all orders
    With their streamlined shape and incredibly soft Pima cotton, these shorts are a modern update on a preppy essential. Straight Fit. Size 32W has an 8 rise and an 8 inseam. Belt loops. Zip fly with an elongated hook-and-bar closure. Two front angled pockets. Right hip coin pocket. Two back buttoned pockets. Polo label at the back right pocket. 100% Pima cotton. Machine washable. Imported. Model is 61/185 cm a
  • Tommy Hilfiger Drawstring hood cotton-blend hoody
    selfridges.com
    Tommy Hilfiger Drawstring hood cotton-blend hoody
    American sportswear expert Tommy Hilfiger defines his preppy aesthetic in cotton jersey. A testament to the humble textile, this hoody will become a firm favourite in your perennial roster it’s crafted with versatility in mind through an insulating zipped profile that’s stamped with the brand’s iconic insignia and accented with slouchy kangaroo pockets. Consider teaming it with a pair of distressed jeans and pristine white leather low tops.Tommy Hilfiger cotton blend hoodyExposed zip fastening at fronHood with drawstring, long sleeves, embroidered brand logo at chest, split kangaroo pockets at front, double striped detailing at zip, elasticated cuffs, brand tab at side, straight hem97% cotton, 3% elastaneMachine washModel is 6ft and wears a size medium Size: M. Color: Navy blazer-pt. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Leather.
  • Chaps Duchess Pink Gingham Poplin Shirt
    belk.com
    Chaps Duchess Pink Gingham Poplin Shirt
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Chaps Gingham Poplin Shirt. Crafted from easy-to-care-for poplin, this preppy gingham button-down is a versatile staple. Wear this sharp style all day, from morning meetings to a dinner date. Size medium has a 31.5-in. back body length and a 35-in. sleeve length Back body length and sleeve length are taken from the center back of the neck Model is 6-ft.1-in./185-cm. and wears a size medium Buttoned placket Button-down point colla
  • Alexander McQueen Skull crest print organic cotton sweatshirt
    lanecrawford.com
    Alexander McQueen Skull crest print organic cotton sweatshirt
    Worldwide Express Delivery
    Instiling a preppy appeal into your casual staples, this sweatshirt from Alexander McQueen is rendered from organic cotton French terry for comfortable and environmentally-conscious wear. Stamped with a crafty skull crest print, this number will instantly perk up your weekend attire with collegiate flair.
  • Vineyard Vines Lobster Fair Isle Sweater
    bloomingdales.com
    Vineyard Vines Lobster Fair Isle Sweater
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Quirky and preppy, this fun lobster-patterned sweater from Vineyard Vines is a cheeky take on traditional Fair Isle styles.
  • The Kooples Contrast-trim wool top
    selfridges.com
    The Kooples Contrast-trim wool top
    Somewhere between vintage sports and modern minimalism, The Kooples is reinventing the casual wardrobe with its contemporary approach to classic pieces. Crafted from pure wool, the polo style placket of this long sleeved wool top lends it a sporty feel while contrasting edges add preppy appeal.The Kooples Sport wool topExposed half button fastening at frontCollar, long sleeves, ribbed trims with contrasting edge100% woolDry cleanModel is 6ft and wears a size medium Size: L. Color: Grey mel / black. Gender: Male. Age Group: Adult. Material: Wool.
  • Chaps Classic Lime Gingham Poplin Shirt
    belk.com
    Chaps Classic Lime Gingham Poplin Shirt
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Chaps Gingham Poplin Shirt. Crafted from easy-to-care-for poplin, this preppy gingham button-down is a versatile staple. Wear this sharp style all day, from morning meetings to a dinner date. Size medium has a 31.5-in. back body length and a 35-in. sleeve length Back body length and sleeve length are taken from the center back of the neck Model is 6-ft.1-in./185-cm. and wears a size medium Buttoned placket Button-down point colla
  • Banana Republic Mens Birdseye Shawl Cardigan
    bananarepublic.gap.com
    Banana Republic Mens Birdseye Shawl Cardigan
    40% off your purchase of $200+
    Long sleeve. Two front welt pockets. Button down closure. Hits below the hip. 60% cotton, 20% nylon, 20% rayon.
  • Polo Ralph Lauren Men's Big & Tall Hawaiian Swim Boxers
    macys.com
    Polo Ralph Lauren Men's Big & Tall Hawaiian Swim Boxers
    Ralph Lauren's iconic pony accents the hem of this preppy swim boxer.
  • Polo Ralph Lauren Long-sleeved cotton-piqué polo shirt
    matchesfashion.com
    Polo Ralph Lauren Long-sleeved cotton-piqué polo shirt
    Work Polo Ralph Lauren's preppy aesthetic through the cooler seasons with this charcoal-grey polo shirt. It's cut from cotton-piqué with long sleeves and sweatshirt-style ribbed cuffs, and finished with the tell-tale pony logo, embroidered in purple at the chest. Runs true to size.
  • Polo Ralph Lauren Straight-Fit Pima Chino Short
    ralphlauren.com
    Polo Ralph Lauren Straight-Fit Pima Chino Short
    Free Shipping and gift boxing on all orders
    With their streamlined shape and incredibly soft Pima cotton, these shorts are a modern update on a preppy essential. Straight Fit. Size 32W has an 8 rise and an 8 inseam. Belt loops. Zip fly with a buttoned closure. Two front angled pockets. Right hip coin pocket. Two back buttoned pockets. Polo label at the back right pocket. 100% Pima cotton. Machine washable. Imported. Model is 61/185 cm and wears a size
  • Tommy Hilfiger Alexander slim-fit cotton shirt
    selfridges.com
    Tommy Hilfiger Alexander slim-fit cotton shirt
    Tommy Hilfiger was founded in 1985 at the start of America’s love affair with athleisure. The designer’s affiliation with his preppy East Coast clientele maintains its verve today thanks to a consistent reiteration of classic cuts in durable fabrics, showcased in this Alexander cotton shirt. It’s defined in a slim fit profile that’s treated with a graphic micro print, providing just enough personality to distinguish it from the rest of your suiting arsenal. Tommy Hilfiger cotton shirtExposed button fastenings at frontButton down collarSingle cuffsSlim fit, long sleeves, buttoned cuffs, embroidered brand logo at chest, all over printed pattern, curved hem100% cottonMachine washSize medium: Length 32.5", chest 40"Model is 6ft and wears a size medium Size: M. Color: Dutch navy/classic white. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Chaps Raspberry Sherbet Checked Poplin Shirt
    belk.com
    Chaps Raspberry Sherbet Checked Poplin Shirt
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Chaps Checked Poplin Shirt. Crafted from easy-to-care-for poplin, this preppy checked button-down is a versatile staple. Dress it up with a tailored chino pant or down with distressed denim. Size medium has a 31.5-in. back body length and a 35-in. sleeve length Back body length and sleeve length are taken from the center back of the neck Model is 6-ft.1-in./185-cm. and wears a size medium Buttoned placket Button-down point collar
  • Tommy Hilfiger Preppy Woven Boxers In Navy
    asos.com
    Tommy Hilfiger Preppy Woven Boxers In Navy
    30% off Party Wear!
    Boxer shorts by Tommy Hilfiger, Breathable cotton, Branded stretch waistband, Button fly, Regular fit. true to size, Machine wash, 100% Cotton.
  • Polo Ralph Lauren Down-filled quilted shell jacket
    selfridges.com
    Polo Ralph Lauren Down-filled quilted shell jacket
    Polo Ralph Lauren breaks briefly from its signature preppy style to offer a utilitarian stance, courtesy of this quilted jacket. Crafted from a lightweight shell fabric that's filled with an insulating layer of feathers and down, it guarantees the ultimate in warmth for many winters to come. A detachable hood and drawstring hem work together to ensure you're well equipped for whatever the elements have to offer.Polo Ralph Lauren quilted shell jacketExposed button and concealed zip fastening at frontDetachable drawstring hood, long sleeves, branded pocket at sleeve, popper fastened tab at cuffs, two zip pockets at chest, four popper fastened flap pockets at front, branded hardware, drawstring hem waist and hem, one interior pocket, fully lined100% polyester; 89% cotton, 8% nylon, 1% elastane; 1% other fibres; lining 100% nylon; 90% white duck down, 10% feathersDry cleanSize medium: Length 30", chest 40"Model is 6ft and wears a size medium Size: M. Color: Polo black. Gender: Male. Age Group: Adult. Material: Polyester.
  • Banana Republic Mens Camden Fit Luxe Flannel Windowpane Shirt
    bananarepublic.gap.com
    Banana Republic Mens Camden Fit Luxe Flannel Windowpane Shirt
    40% off your purchase of $200+
    Our luxury Italian flannel is woven by Nova Fides Italy, a mill renowned for crafting fabrics of quality and excellence. Seams, armhole and collar are specially treated to stay smooth. Buttons are securely cross stitched. Our new standard fit. A little more room through the chest and waist. 100% cotton.
  • Barena 'Savio Baruzzo' hopsack soft blazer
    lanecrawford.com
    Barena 'Savio Baruzzo' hopsack soft blazer
    Worldwide Express Delivery
    This Savio Baruzzo soft blazer from Barena is structured in a light silhouette that presents impeccable style even on warmer days. Crafted from virgin-wool blend hopsack, its unlined frame and abundance of patch pockets will give your smart look a preppy edge.
  • Men's Topman Solid Crew Socks
    nordstrom.com
    Men's Topman Solid Crew Socks
    All preppy colors are present in this five-pack of classic crew-length socks with elasticized cuffs that stay put through the day. Brand: TOPMAN. Style Name:Topman Solid Crew Socks (Assorted 5-Pack). Style Number: 5262632. Available in stores.
  • Polo Ralph Lauren Half-zip cable-knit cotton jumper
    selfridges.com
    Polo Ralph Lauren Half-zip cable-knit cotton jumper
    The embodiment of effortless, preppy style, luxury American label Polo Ralph Lauren is the go to for indispensable wardrobe staples that stand the test of time. Perfect for recreating the Ivy League look that it's synonymous with, this supremely soft cotton jumper is finished in a classic cable knitted design. The half zip fastening lends it a contemporary touch, while the iconic pony emblem renders it instantly recognisable.Polo Ralph Lauren knitted jumperExposed half zip fastening at frontStand collar, long sleeves, cable knit, embroidered brand logo at chest, ribbed trims100% cottonHand wash Model is 6ft and wears a size medium Size: L. Color: Cream. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Polo Ralph Lauren Regular-fit checked cotton shirt
    selfridges.com
    Polo Ralph Lauren Regular-fit checked cotton shirt
    Polo Ralph Lauren ’s preppy aesthetic still looks as fresh today as it did when the label was established in the ‘60s. Born in tailored menswear pieces, the all American brand seeks out new ways to update the essentials. Cut for a comfortable fit, this cotton shirt is characterised with the iconic polo emblem embroidered within its all over check profile. While a curved hem and a pleated back yoke ensures ample room for tucking into tailored trousers. Polo Ralph Lauren cotton shirtExposed button fastenings at frontButton down collarSingle cuffsRegular fit, long sleeves, buttoned cuffs, all over printed, embroidered brand logo at chest, pearlescent buttons, pleat detail at back yoke, curved hem100% cottonMachine washSize medium: Length 30", chest 40"Model is 6ft and wears a size medium Size: L. Color: Navy whit. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Polo Ralph Lauren Zip-up cotton-blend hooded sweatshirt
    matchesfashion.com
    Polo Ralph Lauren Zip-up cotton-blend hooded sweatshirt
    Channel Polo Ralph Lauren's preppy American aesthetic with this navy sweatshirt. Its crafted from cotton-blend jersey, and finished with a waffle-knit hood lining for added comfort. The slim silhouette is far from scruffy, and fits true to size.
  • Polo Ralph Lauren Morgan Wool Flannel Sport Coat
    ralphlauren.com
    Polo Ralph Lauren Morgan Wool Flannel Sport Coat
    Free Shipping and gift boxing on all orders
    The Morgan fit puts a modern spin on classic preppy style with a slim cut, natural shoulders, and a half-canvassed construction. The soft wool flannel is sourced from an Italian mill and was developed exclusively for Polo Ralph Lauren. Slim fit. Size 40R has a 29½ body length and a 17½ sleeve inseam. Double-breasted silhouette. Gold-tone buttons embossed with crossed mallets and a polo helmet. Peak lapels. Buttonhole at
  • Polo Ralph Lauren Half-zip cable-knit cotton jumper
    selfridges.com
    Polo Ralph Lauren Half-zip cable-knit cotton jumper
    The embodiment of effortless, preppy style, luxury American label Polo Ralph Lauren is the go to for indispensable wardrobe staples that stand the test of time. Perfect for recreating the Ivy League look that it's synonymous with, this supremely soft cotton jumper is finished in a classic cable knitted design. The half zip fastening lends it a contemporary touch, while the iconic pony emblem renders it instantly recognisable.Polo Ralph Lauren knitted jumperExposed half zip fastening at frontStand collar, long sleeves, cable knit, embroidered brand logo at chest, ribbed trims100% cottonHand wash Model is 6ft and wears a size medium Size: L. Color: Fawn grey heath. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Southern Proper Dusk 7-In. Club Shorts
    belk.com
    Southern Proper Dusk 7-In. Club Shorts
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Southern Proper 7-in. Club Shorts. A go-to for any preppy wardrobe, these club shorts will pair perfectly with all of your favorite tees and button-downs. Elevate your wardrobe with these must-have bottoms.
  • Polo Ralph Lauren Stretch-Jersey V-Neck 2-Pack
    lordandtaylor.com
    Polo Ralph Lauren Stretch-Jersey V-Neck 2-Pack
    Each V-neck T-shirt in this essential two-pack is crafted from comfortable stretch cotton jersey. Ralph Lauren's signature embroidered pony adds a preppy finishing touch. - Polo Ralph Lauren Stretch-Jersey V-Neck 2-Pack
  • Polo Ralph Lauren Half-zip cable-knit cotton jumper
    selfridges.com
    Polo Ralph Lauren Half-zip cable-knit cotton jumper
    The embodiment of effortless, preppy style, luxury American label Polo Ralph Lauren is the go to for indispensable wardrobe staples that stand the test of time. Perfect for recreating the Ivy League look that it's synonymous with, this supremely soft cotton jumper is finished in a classic cable knitted design. The half zip fastening lends it a contemporary touch, while the iconic pony emblem renders it instantly recognisable.Polo Ralph Lauren knitted jumperExposed half zip fastening at frontStand collar, long sleeves, cable knit, embroidered brand logo at chest, ribbed trims100% cottonHand wash Model is 6ft and wears a size medium Size: L. Color: Polo black. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Banana Republic Mens Grant Fit Supima Cotton Micro Chevron Shirt
    bananarepublic.gap.com
    Banana Republic Mens Grant Fit Supima Cotton Micro Chevron Shirt
    40% off your purchase of $200+
    Grown in the American Southwest, Supima is superior cotton known for its lustrous feel and sturdy wear that resists pilling and shrinkage. 120s means it's two ply and extra fine. In other words, one of the most luxurious dress shirt fabrics around. Spread collar. Clean front. Adjustable double button barrel cuffs. Seams, armhole and collar are specially treated to stay smooth. Buttons are securely cross stitched. Formerly known as our Tailored Slim Fit. Our new slim fit is also our most tailored fit. A slim cut in the sleeves and chest. Tapered through the waist. 100% cotton.
  • Polo Ralph Lauren Anderson Plaid Flannel Robe
    bloomingdales.com
    Polo Ralph Lauren Anderson Plaid Flannel Robe
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Crafted from ultrasoft cotton flannel, this must-have robe by Polo Ralph Lauren features a preppy plaid pattern and a comfortable belted wrap silhouette.
  • Polo Ralph Lauren Morgan Tartan Wool Suit Jacket
    ralphlauren.com
    Polo Ralph Lauren Morgan Tartan Wool Suit Jacket
    Free Shipping and gift boxing on all orders
    The Morgan fit puts a modern spin on classic preppy style with a slim cut, natural shoulders, and a half-canvassed construction. The tartan wool twill is sourced from an English mill that was established in the 1800s and is developed exclusively for Polo Ralph Lauren. Best of all, it pairs with our coordinating Polo trousers to form a suit. Slim fit. Size 40R has a 30 front body length, a 29 back body length, and a 17&
  • Men's Chaps Banker Stripe Button-Down Shirt
    kohls.com
    Men's Chaps Banker Stripe Button-Down Shirt
    Invest in sharp style with this men's Chaps button-down shirt featuring a preppy striped pattern. Easy-care fabric Button-down collar Button front 1-pocket Long sleeves Fabric & Care Cotton, polyester Machine wash Imported Size: Xxl. Color: Purple. Gender: Male. Age Group: Adult. Pattern: Stripe. Material: Cotton Blend.
  • Polo Ralph Lauren Men's Striped Jersey T-Shirt
    macys.com
    Polo Ralph Lauren Men's Striped Jersey T-Shirt
    Designed with preppy stripes, this essential relaxed-fitting crew neck is crafted from ultra-soft cotton jersey and finished with Polo Ralph Lauren's signature embroidered pony.
  • Michael Kors Tonal-stripe cotton-jersey polo shirt
    selfridges.com
    Michael Kors Tonal-stripe cotton-jersey polo shirt
    Sitting somewhere between sporty and preppy, Michael Kors knows better than any that a polo shirt is an adaptable staple that deserves a place in every man's wardrobe. Defined by tonal stripes that travel across its entirety, the rest of this long sleeved layer keeps things classic think neat collar, exposed half button fastening and notched hem. Dress it down with light wash jeans and trainers, or up with chinos and polished brogues.Michael Kors cotton jersey polo shirtExposed half button fastening at frontCollar, long sleeves, all over tonal stripe pattern, pearlescent buttons, notched hem100% cottonMachine washModel is 6ft and wears a size medium Size: L. Color: White. Gender: Male. Age Group: Adult. Pattern: Stripe. Material: Cotton.
  • Abercrombie & Fitch Heritage Logo Polo
    abercrombie.com
    Abercrombie & Fitch Heritage Logo Polo
    A preppy classic with a comfortable cotton, featuring heritage logo on left chest, two-button placket, Slim Fit, Imported
  • Polo Ralph Lauren Regular-fit cotton sport shirt
    selfridges.com
    Polo Ralph Lauren Regular-fit cotton sport shirt
    Polo Ralph Lauren ’s preppy aesthetic still looks as fresh today as it did when the label was established in the ‘60s. Born in tailored menswear pieces, the all American brand seeks out new ways to update the essentials. Cut to a relaxed silhouette that allows for easy movement, this sport shirt is finished in a tightly woven cotton poplin fabric for comfort and durability. The brand's embroidered logo detail brings a signature finish to this timeless classic.Polo Ralph Lauren cotton shirtExposed button fastenings at frontButton down collarSingle cuffsRegular fit, long sleeves, buttoned cuffs, embroidered brand logo at chest, pearlescent buttons, centre pleat detailing at back yoke, curved hem100% cottonMachine washSize medium: Length 30", chest 40"Model is 6ft and wears a size medium Size: L. Color: Holiday navy. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Lacoste Oxford Check Shorts
    saksfifthavenue.com
    Lacoste Oxford Check Shorts
    Gingham checks lend preppy style to oxford shorts. Zip fly. Side slash pockets. Back buttoned welt pockets. Inseam, about 10". Cotton. Machine wash. Imported. - Oxford Check Shorts
  • Southern Proper White Short Sleeve Party Animal Graphic Tee
    belk.com
    Southern Proper White Short Sleeve Party Animal Graphic Tee
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    Southern Proper Short Sleeve Party Animal Graphic Tee. Made from comfortable cotton, this tee features a preppy design on the front and back. Pair this unique style with your favorite jean for a laid-back, casual look.
  • Polo Ralph Lauren Quilted down-padded gilet
    matchesfashion.com
    Polo Ralph Lauren Quilted down-padded gilet
    Polo Ralph Lauren is synonymous with preppy American style. This navy gilet is crafted from down-padded horizontal-quilted shell to a slim, high-neck silhouette, so will layer effortlessly over shirts and sweaters. Its finished with zip-fastening pockets for added functionality.
  • Polo Ralph Lauren Slim-fit cotton sport shirt
    selfridges.com
    Polo Ralph Lauren Slim-fit cotton sport shirt
    Polo Ralph Lauren ’s preppy aesthetic still looks as fresh today as it did when the label was established in the ‘60s. Born in tailored menswear pieces, the all American brand seeks out new ways to update the essentials. Cut to a slim fit that creates a more modern silhouette, this sport shirt is finished in a tightly woven cotton poplin fabric for comfort and durability. The brand's embroidered logo detail brings a signature finish to this timeless classic.Polo Ralph Lauren cotton shirtExposed button fastenings at frontButton down collarSingle cuffsSlim fit, long sleeves, buttoned cuffs, embroidered brand logo at chest, pearlescent buttons, centre pleat detailing at back yoke, curved hem100% cottonMachine washSize medium: Length 30", chest 40"Model is 6ft and wears a size medium Size: L. Color: Tropic pink. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Banana Republic Mens Camden Fit Mini Print Custom Wash Shirt
    bananarepublic.gap.com
    Banana Republic Mens Camden Fit Mini Print Custom Wash Shirt
    40% off your purchase of $200+
    Custom 078 Wash is the new and improved update to Soft Wash. If you love our Soft Wash shirts, you will love the higher quality fabric and softer hand feel of Custom 078 Wash. Our Custom 078 Wash shirts undergo a delicate wash cycle for 60 minutes followed by an enzyme wash, giving the shirt a softer and more worn in finish. Point collar. Clean front. Adjustable double button barrel cuffs. Seams, armhole and collar are specially treated to stay smooth. Camden fit: Our new standard fit. A little more room through the chest and waist. Seams, armhole and collar are specially treated to stay smooth. Casual shirts: 29" length. 100% Cotton.
  • Vineyard Vines Patriot Whale Graphic Pocket Tee
    bloomingdales.com
    Vineyard Vines Patriot Whale Graphic Pocket Tee
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Have a whale of a good time all summer in this soft cotton tee from Vineyard Vines, sporting the preppy label's signature logo in an all-American flag design for a patriotic finish.
  • Men's Vineyard Vines 'Bowhead' Slim Fit Plaid Sport Shirt
    nordstrom.com
    Men's Vineyard Vines 'Bowhead' Slim Fit Plaid Sport Shirt
    Vibrant plaid heightens the preppy appeal of a classic sport shirt with a dashing button-down collar and signature whale embroidery at the chest. Brand: VINEYARD VINES. Style Name:Vineyard Vines 'Bowhead' Slim Fit Plaid Sport Shirt. Style Number: 5204844. Available in stores.
  • Polo Ralph Lauren Stretch-Jersey Crewneck 2-Pack
    lordandtaylor.com
    Polo Ralph Lauren Stretch-Jersey Crewneck 2-Pack
    Each crewneck T-shirt in this essential two-pack is crafted from comfortable stretch cotton jersey. Ralph Lauren's signature embroidered pony adds a preppy finishing touch., - Polo Ralph Lauren Stretch-Jersey Crewneck 2-Pack
  • Izod Darkest Spruce Fine Gauge Solid Sweater Vest
    belk.com
    Izod Darkest Spruce Fine Gauge Solid Sweater Vest
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    IZOD Fine Gauge Solid Sweater Vest. A preppy mainstay, this is the classic sweater vest you'll turn to time and time again when your leisure wear calls for a layered look. This polished piece is a must-have for your wardrobe. It pairs effortlessly with t-shirts, button-downs or as an addition to your suit.
  • Polo Ralph Lauren Regular-fit checked cotton shirt
    selfridges.com
    Polo Ralph Lauren Regular-fit checked cotton shirt
    Polo Ralph Lauren ’s preppy aesthetic still looks as fresh today as it did when the label was established in the ‘60s. Born in tailored menswear pieces, the all American brand seeks out new ways to update the essentials. Cut for a comfortable fit, this cotton shirt is characterised with the iconic polo emblem embroidered within its all over check profile. While a curved hem and a pleated back yoke ensures ample room for tucking into tailored chinos. Polo Ralph Lauren cotton shirtExposed button fastenings at frontButton down collarSingle cuffsRegular fit, long sleeves, buttoned cuffs, embroidered brand logo at chest, all over check print, pearlescent buttons, centre pleat detailing at back yoke, curved hem100% cottonMachine washSize medium: Length 30", chest 40"Model is 6ft and wears a size medium Size: L. Color: Green pink. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • New Balance 63553 Men's Classic Polo
    newbalance.com
    New Balance 63553 Men's Classic Polo
    Free shipping on orders greater than $125
    The Classic Polo is a versatile and preppy addition to your wardrobe. Modern detailing looks classy and the cotton pique fabric helps keep you comfortable while looking clean and pulled together.
  • Men's Chaps Banker Stripe Button-Down Shirt
    kohls.com
    Men's Chaps Banker Stripe Button-Down Shirt
    Invest in sharp style with this men's Chaps button-down shirt featuring a preppy striped pattern. Easy-care fabric Button-down collar Button front 1-pocket Long sleeves Fabric & Care Cotton, polyester Machine wash Imported Size: L. Color: Green. Gender: Male. Age Group: Adult. Pattern: Stripe. Material: Cotton Blend.
  • Polo Ralph Lauren Regular-fit cotton sport shirt
    selfridges.com
    Polo Ralph Lauren Regular-fit cotton sport shirt
    Polo Ralph Lauren ’s preppy aesthetic still looks as fresh today as it did when the label was established in the ‘60s. Born in tailored menswear pieces, the all American brand seeks out new ways to update the essentials. Cut to a relaxed silhouette that allows for easy movement, this sport shirt is finished in a tightly woven cotton poplin fabric for comfort and durability. The brand's embroidered logo detail brings a signature finish to this timeless classic.Polo Ralph Lauren cotton shirtExposed button fastenings at frontButton down collarSingle cuffsRegular fit, long sleeves, buttoned cuffs, embroidered brand logo at chest, pearlescent buttons, centre pleat detailing at back yoke, curved hem100% cottonMachine washSize medium: Length 30", chest 40"Model is 6ft and wears a size medium Size: L. Color: Pale kelly. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Polo Ralph Lauren Regular-fit cotton sport shirt
    selfridges.com
    Polo Ralph Lauren Regular-fit cotton sport shirt
    Polo Ralph Lauren ’s preppy aesthetic still looks as fresh today as it did when the label was established in the ‘60s. Born in tailored menswear pieces, the all American brand seeks out new ways to update the essentials. Cut to a relaxed silhouette that allows for easy movement, this sport shirt is finished in a tightly woven cotton poplin fabric for comfort and durability. The brand's embroidered logo detail brings a signature finish to this timeless classic.Polo Ralph Lauren cotton shirtExposed button fastenings at frontButton down collarSingle cuffsRegular fit, long sleeves, buttoned cuffs, embroidered brand logo at chest, pearlescent buttons, centre pleat detailing at back yoke, curved hem100% cottonMachine washSize medium: Length 30", chest 40"Model is 6ft and wears a size medium Size: L. Color: Tropic pink. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Izod Blue Radiance Fine Gauge Solid Sweater Vest
    belk.com
    Izod Blue Radiance Fine Gauge Solid Sweater Vest
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    IZOD Fine Gauge Solid Sweater Vest. A preppy mainstay, this is the classic sweater vest you'll turn to time and time again when your leisure wear calls for a layered look. A polished piece to have in your wardrobe, it pairs effortlessly with t-shirts, button-downs or as an addition to your suit.
  • Cole Haan Quilted Nylon Barn Jacket (Navy) Men's Jacket
    zappos.com
    Cole Haan Quilted Nylon Barn Jacket (Navy) Men's Jacket
    Nylon barn jacket flaunts an allover quilted design for a preppy aesthetic. Point collar crafted in a contrast corduroy for added texture. Long sleeves finished with dual-snap cuffs and contrast elbow patches. Upper welt pockets; Patch flap hand pockets. Snap-tab detail at back waist. Straight hemline with back vents. Snap-flap and zipper closure. Lined. 100% polyester; Lining: 100% polyester. Dry clean only. Imported. Measurements: Length: 33 in Sleeve Length: 36 in Product measurements were taken using size MD. Please note that measurements may vary by size.
  • Banana Republic Mens Pima Cotton Cashmere Full Zip Hoodie
    bananarepublic.gap.com
    Banana Republic Mens Pima Cotton Cashmere Full Zip Hoodie
    40% off your purchase of $200+
    Grown in the American Southwest, Supima is superior cotton known for its lustrous feel and sturdy wear that resists pilling and shrinkage. 120s means it's two ply and extra fine. In other words, one of the most luxurious dress shirt fabrics around. Rib knit trim. Full zip front. Hits at the hip. 100% supima cotton.
  • Polo Ralph Lauren Half-zip cable-knit cotton jumper
    selfridges.com
    Polo Ralph Lauren Half-zip cable-knit cotton jumper
    The embodiment of effortless, preppy style, luxury American label Polo Ralph Lauren is the go to for indispensable wardrobe staples that stand the test of time. Perfect for recreating the Ivy League look that it's synonymous with, this supremely soft cotton jumper is finished in a classic cable knitted design. The half zip fastening lends it a contemporary touch, while the iconic pony emblem renders it instantly recognisable.Polo Ralph Lauren knitted jumperExposed half zip fastening at frontStand collar, long sleeves, cable knit, embroidered brand logo at chest, ribbed trims100% cottonHand wash Model is 6ft and wears a size medium Size: L. Color: Hunter navy. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Polo Ralph Lauren Men's Linen Plaid Sport Shirt
    macys.com
    Polo Ralph Lauren Men's Linen Plaid Sport Shirt
    Thanks to its breathable plaid linen, this relaxed-fitting Polo Ralph Lauren shirt will carry you through the season in comfortable preppy style.
  • Express Space Dyed Slub Knit Stretch V
    express.com
    Express Space Dyed Slub Knit Stretch V
    Spend a Sunday chilling around the house in this comfy fitted tee or layer its stretch-on warmth under your cold-weather sweaters. Space dyed, textured slub knit offers a stylish element to this basic, and a tonal V-neck adds preppy polish. Men's Tees, Color: Blue, Size: Small, Solid V-neck, tagless|Short sleeves|Straight hem|All-over space dyed slub knit|Cotton/Polyester/Spandex|Machine wash|Imported|
  • New Balance 63553 Men's Classic Polo
    newbalance.com
    New Balance 63553 Men's Classic Polo
    Free shipping on orders greater than $125
    The Classic Polo is a versatile and preppy addition to your wardrobe. Modern detailing looks classy and the cotton pique fabric helps keep you comfortable while looking clean and pulled together.
  • Polo Ralph Lauren Half-zip cable-knit cotton jumper
    selfridges.com
    Polo Ralph Lauren Half-zip cable-knit cotton jumper
    The embodiment of effortless, preppy style, luxury American label Polo Ralph Lauren is the go to for indispensable wardrobe staples that stand the test of time. Perfect for recreating the Ivy League look that it's synonymous with, this supremely soft cotton jumper is finished in a classic cable knitted design. The half zip fastening lends it a contemporary touch, while the iconic pony emblem renders it instantly recognisable.Polo Ralph Lauren knitted jumperExposed half zip fastening at frontStand collar, long sleeves, cable knit, embroidered brand logo at chest, ribbed trims100% cottonHand wash Model is 6ft and wears a size medium Size: L. Color: Night blue heat. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
  • Izod Peacoat Fine Gauge Solid Sweater Vest
    belk.com
    Izod Peacoat Fine Gauge Solid Sweater Vest
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    IZOD Fine Gauge Solid Sweater Vest. A preppy mainstay, this is the classic sweater vest you'll turn to time and time again when your leisure wear calls for a layered look. A polished piece to have in your wardrobe, it pairs effortlessly with t-shirts, button-downs or as an addition to your suit.
  • Wooster + Lardini Buckle strap cropped wool pants
    lanecrawford.com
    Wooster + Lardini Buckle strap cropped wool pants
    Worldwide Express Delivery
    Bring the preppy, crisp look into the fall in these Wooster + Lardini wool pants. Tailored in brushed wool twill, this exquisite pair is brought to life by the gold-tone front waist buckle strap, making this piece a refreshing style to counter the cold, brittle season.
  • Polo Ralph Lauren Wool Cricket Sweater
    ralphlauren.com
    Polo Ralph Lauren Wool Cricket Sweater
    Free Shipping and gift boxing on all orders
    Soft lambswool and sleek black stripes give this preppy staple a modern Polo update. Size medium has a 26 body length and a 25 sleeve length. V-neckline. Long sleeves with rib-knit cuffs. Stripes at the neckline, the cuffs, and the hem. Rib-knit hem. 100% lambswool. Dry clean. Imported. Model is 61/185 cm and wears a size medium.
  • Agave Denim Men's Prepster Lincoln City Italian True Plaid Sportshirt
    gilt.com
    Agave Denim Men's Prepster Lincoln City Italian True Plaid Sportshirt
    Woven cotton sportshirt * Print throughout * Button-down collar * Chest patch pocket * Barrel cuffs with single button closure * Curved hem * Contrast top stitching and panel seaming * Button closure Size and Fit * Garment Measurements from a size M: Neck: 14", Chest: 40", Sleeve: 33", Back length: 30" * Model is wearing a size M * Model measurements Height: 6'3", Waist: 32", Chest: 38", Inseam: 31", Neck: 15.5", Sleeve length: 34".
  • Polo Ralph Lauren Supreme Comfort Pajama Pants
    bloomingdales.com
    Polo Ralph Lauren Supreme Comfort Pajama Pants
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Made from an ultrasoft pima cotton blend, these pajama pants are sure to be sleepwear favorites. Ralph Lauren's signature embroidered pony adds a preppy finishing touch.
  • Men's Vilebrequin Anchor Pique Cotton Polo
    nordstrom.com
    Men's Vilebrequin Anchor Pique Cotton Polo
    A geometric anchor pattern provides a preppy nautical update for a pique cotton polo with logo branding under the collar. Brand: VILEBREQUIN. Style Name:Vilebrequin Anchor Pique Cotton Polo. Style Number: 5229565. Available in stores.
  • Izod Chalk Violet Fine Gauge Solid Sweater Vest
    belk.com
    Izod Chalk Violet Fine Gauge Solid Sweater Vest
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    IZOD Fine Gauge Solid Sweater Vest. A preppy mainstay, this is the classic sweater vest you'll turn to time and time again when your leisure wear calls for a layered look. A polished piece to have in your wardrobe, it pairs effortlessly with t-shirts, button-downs or as an addition to your suit.
  • Cole Haan Mens Classic Rib Socks
    colehaan.com
    Cole Haan Mens Classic Rib Socks
    Classic prep all year round. Timeless sensibility, a reliable standby that never goes out of style. Authentic to prep school roots, but never stuffy. It's the weekend look.89% Combed Cotton. 5% Nylon. 5% Polyester. 1% Lycra Spandex. Nylon Reinforced Heel and Toe.
  • Men's Chaps Banker Stripe Button-Down Shirt
    kohls.com
    Men's Chaps Banker Stripe Button-Down Shirt
    Invest in sharp style with this men's Chaps button-down shirt featuring a preppy striped pattern. Easy-care fabric Button-down collar Button front 1-pocket Long sleeves Fabric & Care Cotton, polyester Machine wash Imported Size: Xxl. Color: Black. Gender: Male. Age Group: Adult. Pattern: Stripe. Material: Cotton Blend.
  • Polo Ralph Lauren Slim-fit cotton-piqué polo shirt
    matchesfashion.com
    Polo Ralph Lauren Slim-fit cotton-piqué polo shirt
    Polo Ralph Lauren emboldens the preppy shape of this cotton-piqué polo shirt with a vivid fuchsia-pink hue and the label's iconic big pony logo. It's shaped to a true-to-size slim fit, and is complete with a navy 3 appliquéd on the left sleeve for an authentic sporty finish. Fits true to size.
  • McQ Alexander McQueen Logo print chest pocket polo shirt
    lanecrawford.com
    McQ Alexander McQueen Logo print chest pocket polo shirt
    Worldwide Express Delivery
    Add a preppy touch and soft handfeel to your weekend clothing repertoire with this polo shirt from McQ Alexander McQueen. Printed with the brand's logo for instant recognition, this number is classically crafted from cotton piqué for supreme comfort and fitted with a chest pocket to offer extra utility.
  • Izod Blue Revival Fine Gauge Solid Sweater Vest
    belk.com
    Izod Blue Revival Fine Gauge Solid Sweater Vest
    Biggest One Day Sale: ONLINE ONLY 25% off sale purchases (15% home/shoes) COUPON CODE:13638399
    IZOD Fine Gauge Solid Sweater Vest. A preppy mainstay, this is the classic sweater vest you'll turn to time and time again when your leisure wear calls for a layered look. A polished piece to have in your wardrobe, it pairs effortlessly with t-shirts, button-downs or as an addition to your suit.
  • Polo Ralph Lauren Supreme Comfort Pajama Shorts
    bloomingdales.com
    Polo Ralph Lauren Supreme Comfort Pajama Shorts
    Friends & Family! Take 25% off selected items with code FRIENDS at checkout
    Made from an ultrasoft pima cotton blend, these pajama shorts are sure to be sleepwear favorites. Ralph Lauren's signature embroidered pony adds a preppy finishing touch.
  • The Kooples Contrast-trim cotton-piqué polo shirt
    selfridges.com
    The Kooples Contrast-trim cotton-piqué polo shirt
    Work the pared down aesthetic courtesy of this The Kooples polo shirt. Finely crafted from cotton piqué which imbues the fabric with a raised, textured finish the piece is finished with tonal brand logo embroidery at the chest for a subtle designer finish. Further defined by contrast grosgrain at the trim, it's a preppy style that lends itself to smart casual looks.The Kooples Sport cotton piqué polo shirtExposed half button fastening at frontCollar with grosgrain trim detail, short sleeves, embroidered brand logo at chest, ribbed trims, notched hem with branding at sides100% cottonMachine washModel is 6ft and wears a size medium Size: L. Color: Dark green / noir. Gender: Male. Age Group: Adult. Pattern: Embroidered. Material: Cotton.
About