Shop Preppy Casual Masculine Outfits

Sponsored
$79.00
Men's Rangeley Corduroy Shirt, Slightly Fitted Burgundy Brown Medium, Cotton Corduroy | L.L.Bean
L.L.Bean
Free shipping
$79.00
Men's Rangeley Corduroy Shirt, Slightly Fitted Burgundy Brown Medium, Cotton Corduroy | L.L.Bean
L.L.Bean
Free shipping
$79.00
L.L.Bean | Men's Moleskin Shirt, Slightly Fitted Untucked Fit Allspice Small, Cotton Blend
L.L.Bean
Free shipping
$79.00
L.L.Bean | Men's Moleskin Shirt, Slightly Fitted Untucked Fit Allspice Small, Cotton Blend
L.L.Bean
Free shipping
$89.00
L.L.Bean | Men's Classic Ragg Wool Sweater, Henley Natural Small, Lambswool Wool
L.L.Bean
Free shipping
$89.00
L.L.Bean | Men's Classic Ragg Wool Sweater, Henley Natural Small, Lambswool Wool
L.L.Bean
Free shipping
$3,950.00
Rive Droite Schott Bomber Jacket In Smooth Leather - Black - Men - XL
YSL.com
Free shipping
$3,950.00
Rive Droite Schott Bomber Jacket In Smooth Leather - Black - Men - XL
YSL.com
Free shipping
$39.95
Pure Linen Casual Shirt - Navy Single Cuff Size Large By Charles Tyrwhitt
Charles Tyrwhitt
$39.95
Pure Linen Casual Shirt - Navy Single Cuff Size Large By Charles Tyrwhitt
Charles Tyrwhitt
$39.95
Pure Linen Casual Shirt - Oatmeal Single Cuff Size Large By Charles Tyrwhitt
Charles Tyrwhitt
$39.95
Pure Linen Casual Shirt - Oatmeal Single Cuff Size Large By Charles Tyrwhitt
Charles Tyrwhitt
$48.90
$119.00
Jachs NY Men's Brawny Flannel & Thermal 2-Pack - Black Brawny Flannel - M
Jachs NY
58% off
$48.90
$119.00
Jachs NY Men's Brawny Flannel & Thermal 2-Pack - Black Brawny Flannel - M
Jachs NY
$44.25
$118.00
Michael Kors Outlet Cotton Half-Zip Polo Shirt In Black - Size S By Michael Kors Outlet
Michael Kors
1
62% off
$44.25
$118.00
Michael Kors Outlet Cotton Half-Zip Polo Shirt In Black - Size S By Michael Kors Outlet
Michael Kors
1
$2,795.00
Ralph Lauren Gregory Hand-Tailored Wool Serge Suit - Size 44 in Classic Navy
Ralph Lauren
$2,795.00
Ralph Lauren Gregory Hand-Tailored Wool Serge Suit - Size 44 in Classic Navy
Ralph Lauren
$84.00
$128.00
Lululemon Men's Soft Knit Overshirt Size: S Check Plaid Graphite Grey Purple Ash
lululemon
In store
Free shipping
Curbside
$84.00
$128.00
Lululemon Men's Soft Knit Overshirt Size: S Check Plaid Graphite Grey Purple Ash
lululemon
Free shipping
$2,600.00
CELINE - 70'S Trucker Jacket In Dark Union Wash Denim - Blue - Size : XL
Boutique CELINE US
$2,600.00
CELINE - 70'S Trucker Jacket In Dark Union Wash Denim - Blue - Size : XL
Boutique CELINE US
$1,398.00
Ralph Lauren Polo Tailored Wool Barathea Peak Tuxedo - Size 32 in Black
Ralph Lauren
$1,398.00
Ralph Lauren Polo Tailored Wool Barathea Peak Tuxedo - Size 32 in Black
Ralph Lauren
$21.49
RODYETQQ Zipper Hoodies For Men American Flag Print Sherpa Lined Flannel Hoodie Warm Cotton Fleece Jacket Fall Fashion Coat
Amazon.com
$21.49
RODYETQQ Zipper Hoodies For Men American Flag Print Sherpa Lined Flannel Hoodie Warm Cotton Fleece Jacket Fall Fashion Coat
Amazon.com
$20.81
Men's 2 Pieces Casual Shirts And Pants Set Short Sleeve Button Down Shirt Fashion Textured Beach Pants Summer Outfits
Temu US
101
$20.81
Men's 2 Pieces Casual Shirts And Pants Set Short Sleeve Button Down Shirt Fashion Textured Beach Pants Summer Outfits
Temu US
101
$250.00
Cody James Men's Black Suede Blazer Jacket
Boot Barn
$250.00
Cody James Men's Black Suede Blazer Jacket
Boot Barn
$29.99
COOFANDY Men's Cotton Linen Henley Shirt Long Sleeve Hippie Casual Beach T Shirts Large
Amazon.com
18K+
$29.99
COOFANDY Men's Cotton Linen Henley Shirt Long Sleeve Hippie Casual Beach T Shirts Large
Amazon.com
18K+
$1,195.00
Emporio Armani Two-Button Wool Blazer, Blue, Men's, 40S, Coats Jackets & Outerwear Blazers
Neiman Marcus
3
Free shipping
$1,195.00
Emporio Armani Two-Button Wool Blazer, Blue, Men's, 40S, Coats Jackets & Outerwear Blazers
Neiman Marcus
3
$27.79
Men's Fall Casual Outfits Solid Color Henley Collar Long Sleeve With Elastic Waist Pants 2 Pcs Set
Temu US
1
$27.79
Men's Fall Casual Outfits Solid Color Henley Collar Long Sleeve With Elastic Waist Pants 2 Pcs Set
Temu US
1
$29.99
COOFANDY Men's Cuban Guayabera Shirt Short Sleeve Button Down Shirts Casual Summer Beach Linen Shirts X-Large
Amazon.com
1K+
$29.99
COOFANDY Men's Cuban Guayabera Shirt Short Sleeve Button Down Shirts Casual Summer Beach Linen Shirts X-Large
Amazon.com
1K+
$38.16
Men's 2 Pieces Cotton Linen Set Long Sleeve Henley Shirts Casual Beach Pants With Pockets Summer Yoga Outfits
Temu US
132
$38.16
Men's 2 Pieces Cotton Linen Set Long Sleeve Henley Shirts Casual Beach Pants With Pockets Summer Yoga Outfits
Temu US
132
$209.00
Studiosuits Desert Blue Linen Jacket
StudioSuits
$209.00
Studiosuits Desert Blue Linen Jacket
StudioSuits
$149.95
Men's Irish Wool Zip-Front Cardigan - Natural Oatmeal - Medium - The Vermont Country Store
Vermont Country Store
$149.95
Men's Irish Wool Zip-Front Cardigan - Natural Oatmeal - Medium - The Vermont Country Store
Vermont Country Store
$129.95
$135.00
SILKSILKY Men's Pure Silk Shirt Elegant Jacquard Luxury Long Sleeve Button Up Top, White / L(40)
SILKSILKY
$129.95
$135.00
SILKSILKY Men's Pure Silk Shirt Elegant Jacquard Luxury Long Sleeve Button Up Top, White / L(40)
SILKSILKY
$50.00
$100.00
Men's Luxe Touch Jacket Preppy Navy Regular Size L
Banana Republic Factory
50% off
$50.00
$100.00
Men's Luxe Touch Jacket Preppy Navy Regular Size L
Banana Republic Factory
$9,495.00
Brunello Cucinelli Men's Suede Overshirt With Removable Shearling Collar, Indigo, Men's, M, Coats Jackets & Outerwear Sherpa Jackets
Neiman Marcus
Free shipping
$9,495.00
Brunello Cucinelli Men's Suede Overshirt With Removable Shearling Collar, Indigo, Men's, M, Coats Jackets & Outerwear Sherpa Jackets
Neiman Marcus
Free shipping
$101.97
$169.95
Men's Travel Kit Chino Blazer - Lands' End - Tan - 44L
Lands' End
39% off
$101.97
$169.95
Men's Travel Kit Chino Blazer - Lands' End - Tan - 44L
Lands' End
$99.99
$395.00
Nautica Men's Modern-Fit Stretch Suit - Green Plaid - Size 36S
Macy's
Free shipping
74% off
$99.99
$395.00
Nautica Men's Modern-Fit Stretch Suit - Green Plaid - Size 36S
Macy's
Free shipping
$51.00
$170.00
Men's Corduroy Jacket Preppy Navy Regular Size S
Banana Republic Factory
70% off
$51.00
$170.00
Men's Corduroy Jacket Preppy Navy Regular Size S
Banana Republic Factory
$31.46
$43.69
2Pcs Men's Casual Jacket And Pants Set, Autumn,L
shein
27% off
$31.46
$43.69
2Pcs Men's Casual Jacket And Pants Set, Autumn,L
shein
$149.00
Eddie Bauer Men's Ultimate Voyager Travel Blazer Sport Coat - Dark Khaki - 40 - Shop Gifts For Him
Eddie Bauer
$149.00
Eddie Bauer Men's Ultimate Voyager Travel Blazer Sport Coat - Dark Khaki - 40 - Shop Gifts For Him
Eddie Bauer
$88.50
$295.00
Nautica Men Modern-Fit Active Stretch Structure Weave Sport Coat - Brown - Size 36S
Macy's
Free shipping
70% off
$88.50
$295.00
Nautica Men Modern-Fit Active Stretch Structure Weave Sport Coat - Brown - Size 36S
Macy's
Free shipping
$26.87
$33.59
Men's Casual Street Style Simple Solid Color Flap Pockets Long Sleeve Shirt And Drawstring Waist Loose Long Pants Set, Spring Autumn,S
shein
20% off
$26.87
$33.59
Men's Casual Street Style Simple Solid Color Flap Pockets Long Sleeve Shirt And Drawstring Waist Loose Long Pants Set, Spring Autumn,S
shein
$21.81
$30.29
2Pcs Men Casual Button Front Long Sleeve Top And Pants Set,XL
shein
27% off
$21.81
$30.29
2Pcs Men Casual Button Front Long Sleeve Top And Pants Set,XL
shein
$248.00
Ralph Lauren Polo Unconstructed Tailored Chino Jacket - Size M In Monument Tan
Ralph Lauren
$248.00
Ralph Lauren Polo Unconstructed Tailored Chino Jacket - Size M In Monument Tan
Ralph Lauren
$250.00
Peter Millar Men's Suffolk Quilted Travel Coat, Blue, Men's, S, Coats Jackets & Outerwear Wool & Double Breasted Coats
Neiman Marcus
Free shipping
$250.00
Peter Millar Men's Suffolk Quilted Travel Coat, Blue, Men's, S, Coats Jackets & Outerwear Wool & Double Breasted Coats
Neiman Marcus
Free shipping
$255.00
Studiosuits Irish Brown Herringbone Tweed Suit
StudioSuits
$255.00
Studiosuits Irish Brown Herringbone Tweed Suit
StudioSuits
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    Shop Preppy Casual Masculine Outfits

    Sponsored
    $79.00
    Men's Rangeley Corduroy Shirt, Slightly Fitted Burgundy Brown Medium, Cotton Corduroy | L.L.Bean
    L.L.Bean
    Free shipping
    $79.00
    Men's Rangeley Corduroy Shirt, Slightly Fitted Burgundy Brown Medium, Cotton Corduroy | L.L.Bean
    L.L.Bean
    Free shipping
    $79.00
    L.L.Bean | Men's Moleskin Shirt, Slightly Fitted Untucked Fit Allspice Small, Cotton Blend
    L.L.Bean
    Free shipping
    $79.00
    L.L.Bean | Men's Moleskin Shirt, Slightly Fitted Untucked Fit Allspice Small, Cotton Blend
    L.L.Bean
    Free shipping
    $89.00
    L.L.Bean | Men's Classic Ragg Wool Sweater, Henley Natural Small, Lambswool Wool
    L.L.Bean
    Free shipping
    $89.00
    L.L.Bean | Men's Classic Ragg Wool Sweater, Henley Natural Small, Lambswool Wool
    L.L.Bean
    Free shipping
    $3,950.00
    Rive Droite Schott Bomber Jacket In Smooth Leather - Black - Men - XL
    YSL.com
    Free shipping
    $3,950.00
    Rive Droite Schott Bomber Jacket In Smooth Leather - Black - Men - XL
    YSL.com
    Free shipping
    $39.95
    Pure Linen Casual Shirt - Navy Single Cuff Size Large By Charles Tyrwhitt
    Charles Tyrwhitt
    $39.95
    Pure Linen Casual Shirt - Navy Single Cuff Size Large By Charles Tyrwhitt
    Charles Tyrwhitt
    $39.95
    Pure Linen Casual Shirt - Oatmeal Single Cuff Size Large By Charles Tyrwhitt
    Charles Tyrwhitt
    $39.95
    Pure Linen Casual Shirt - Oatmeal Single Cuff Size Large By Charles Tyrwhitt
    Charles Tyrwhitt
    $48.90
    $119.00
    Jachs NY Men's Brawny Flannel & Thermal 2-Pack - Black Brawny Flannel - M
    Jachs NY
    58% off
    $48.90
    $119.00
    Jachs NY Men's Brawny Flannel & Thermal 2-Pack - Black Brawny Flannel - M
    Jachs NY
    $44.25
    $118.00
    Michael Kors Outlet Cotton Half-Zip Polo Shirt In Black - Size S By Michael Kors Outlet
    Michael Kors
    1
    62% off
    $44.25
    $118.00
    Michael Kors Outlet Cotton Half-Zip Polo Shirt In Black - Size S By Michael Kors Outlet
    Michael Kors
    1
    $2,795.00
    Ralph Lauren Gregory Hand-Tailored Wool Serge Suit - Size 44 in Classic Navy
    Ralph Lauren
    $2,795.00
    Ralph Lauren Gregory Hand-Tailored Wool Serge Suit - Size 44 in Classic Navy
    Ralph Lauren
    $84.00
    $128.00
    Lululemon Men's Soft Knit Overshirt Size: S Check Plaid Graphite Grey Purple Ash
    lululemon
    In store
    Free shipping
    Curbside
    $84.00
    $128.00
    Lululemon Men's Soft Knit Overshirt Size: S Check Plaid Graphite Grey Purple Ash
    lululemon
    Free shipping
    $2,600.00
    CELINE - 70'S Trucker Jacket In Dark Union Wash Denim - Blue - Size : XL
    Boutique CELINE US
    $2,600.00
    CELINE - 70'S Trucker Jacket In Dark Union Wash Denim - Blue - Size : XL
    Boutique CELINE US
    $1,398.00
    Ralph Lauren Polo Tailored Wool Barathea Peak Tuxedo - Size 32 in Black
    Ralph Lauren
    $1,398.00
    Ralph Lauren Polo Tailored Wool Barathea Peak Tuxedo - Size 32 in Black
    Ralph Lauren
    $21.49
    RODYETQQ Zipper Hoodies For Men American Flag Print Sherpa Lined Flannel Hoodie Warm Cotton Fleece Jacket Fall Fashion Coat
    Amazon.com
    $21.49
    RODYETQQ Zipper Hoodies For Men American Flag Print Sherpa Lined Flannel Hoodie Warm Cotton Fleece Jacket Fall Fashion Coat
    Amazon.com
    $20.81
    Men's 2 Pieces Casual Shirts And Pants Set Short Sleeve Button Down Shirt Fashion Textured Beach Pants Summer Outfits
    Temu US
    101
    $20.81
    Men's 2 Pieces Casual Shirts And Pants Set Short Sleeve Button Down Shirt Fashion Textured Beach Pants Summer Outfits
    Temu US
    101
    $250.00
    Cody James Men's Black Suede Blazer Jacket
    Boot Barn
    $250.00
    Cody James Men's Black Suede Blazer Jacket
    Boot Barn
    $29.99
    COOFANDY Men's Cotton Linen Henley Shirt Long Sleeve Hippie Casual Beach T Shirts Large
    Amazon.com
    18K+
    $29.99
    COOFANDY Men's Cotton Linen Henley Shirt Long Sleeve Hippie Casual Beach T Shirts Large
    Amazon.com
    18K+
    $1,195.00
    Emporio Armani Two-Button Wool Blazer, Blue, Men's, 40S, Coats Jackets & Outerwear Blazers
    Neiman Marcus
    3
    Free shipping
    $1,195.00
    Emporio Armani Two-Button Wool Blazer, Blue, Men's, 40S, Coats Jackets & Outerwear Blazers
    Neiman Marcus
    3
    $27.79
    Men's Fall Casual Outfits Solid Color Henley Collar Long Sleeve With Elastic Waist Pants 2 Pcs Set
    Temu US
    1
    $27.79
    Men's Fall Casual Outfits Solid Color Henley Collar Long Sleeve With Elastic Waist Pants 2 Pcs Set
    Temu US
    1