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Prep League Sale

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Riviera Red Rome New Age Blazer (For Men)
Closeouts . Ivy League prep takes on a New Age dimension in Riviera Red's Rome blazer, beautifully tailored from a double-face fabric blend of cotton and wool, with Glen plaid reverse and snappy red gingham at the inside pocket welts and bindings.
  • Double-face fabric is a midweight blend of cotton, wool and 1stretch, with reverse plaid
  • Pick-stitched lapels and pockets
  • Signature red-thread button nearest cuff on sleeve ends
  • Three interior pockets
  • Removable logo lapel pin
  • Length: Short 30", Regular 31", Long 33" (based on size 42)
  • Made in Portugal
$349.95
Sierra Trading Post
21 MEN Colorblocked Faux Leather Varsity Jacket
Cut for a slim fit, this letterman jacket-inspired layer gets a little grit courtesy of sleek, weighty faux leather and colorblocked long sleeves. Finished with varsity stripes at the collar, cuffs, and hem for a crisp nod to Ivy League prep, it's a slightly insouciant riff on old-school Americana (don't know about you, but we prefer our classics with a twist).
  • Woven, slanted welt pockets
  • Fully lined, zippered front
  • Shell 1: 52% rayon, 48% polyester; Coating 1 & 2: 100% polyurethane; Shell 2: 100% rayon; Lining: 100% polyester
  • 27.5" full length, 42" chest, 40" waist, 26.5" sleeve length
  • Measured from Medium
  • Hand wash cold
  • Imported
21men
$39.90
Forever 21
21 MEN Colorblocked Sweatshirt
A classic fleece sweatshirt has been synonymous with sporty Ivy League style for decades, and for good reason - it's sleek, comfortable, and goes with everything (seriously). We love this piece's varsity-inspired roots and academic influence, so we took it a step further with tri-hued colorblocking - a detail that riffs on traditional athletic uniforms, lending this piece a touch of old-school prep that pairs perfectly with everyday staples like oxford shirts and dark wash denim.
  • Midweight knit
  • Long raglan sleeves
  • 60% cotton, 40% polyester
  • 28.5" full length, 44" chest, 43" waist, 28" sleeve length
  • Measured from Medium
  • Machine wash cold
  • Imported
21men
$14.90
Forever 21
FOREVER 21 Pleated A-Line Mini Skirt
F21 Contemporary - Structured separates that reference classic prep is our favorite way to create a refined aesthetic when time is of the essence. The must-have-right-now piece that's getting us out the door in ten minutes or less? This perfectly polished mini skirt. With a classic A-line silhouette and a smattering of inverted pleats, this piece takes inspiration straight from the Ivy League. We're embracing its insouciant elegance and keeping pairings effortless (think a crisp white oxford, leather brogues, and a bright red lip). Voilà! Out the door in a flash.
  • Lightweight, woven
  • Concealed back zipper, fully lined
  • Shell: 82% polyester, 18% rayon; Lining: 100% polyester
  • 16.25" full length, 28" waist
  • Measured from Small
  • Machine wash cold
  • Imported
Forever 21
$17.80
Forever 21
LOVE 21 Pleated Woven Mini Skirt
Love 21 - This academia-inspired mini skirt features all the hallmarks of classic prep, from its box pleats to its slight A-line shape, with a shorter length and fresh woven construction that keep it thoroughly grounded in a modern wardrobe. Team it with a classic white oxford shirt and round tortoiseshell sunglasses to play up its Ivy League aesthetic.
  • Lightweight, concealed side zipper
  • Unlined
  • 89% polyester, 11% spandex
  • 15.75" full length, 28" waist
  • Measured from Small
  • Dry clean
  • Imported
LOVE21
$17.80
Forever 21
Sebago Back Bay Classic Penny Loafers
Whether you're dressing prep or have graduated to the Ivy League, Sebago's "Back Bay" penny loafer remains the must-have footwear.
  • Leather upper; man-made sole
  • Imported
  • Sebago Back Bay Classic Penny Loafers
  • Leather upper
  • Leather lining
  • 1-inch stacked heel
Sebago
$100.00
Macy's
1 2

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