A sleek matte jersey dress is made glamorous with a sequin-and-lace overlay, creating an elegant cocktail silhouette
Lauren Ralph Lauren Dress Lace Cap Sleeve Dress
Price: $101.40
Tasso Elba updates the timeless sweater vest with a sleek button-front for an extra does of detail.
Club Room Sweater Vest, Solid V Neck Button Front
Price: $29.99
Quotation: Plenty By Tracy Reese Dress - Stretch Poplin Floral
Quotation: Plenty By Tracy Reese Dress - Stretch Poplin Floral
Price: $112.80
With a sporty stripe straight down the middle, this Geoffrey Beene sweater keeps it casual and classic.
Geoffrey Beene Sweater, Sport Stripe
Price: $21.99
The Tory Burch take on wayfarer frames: chic, shapely and sure to please.
Tory Burch Polarized Round Hinge Logo Sunglasses
Price: $149.00
Casual style never looked so good. Let this 1/2-zip pullover from Tommy Hilfiger usher you through the season.
Tommy Hilfiger Sweater, Tate Half Zip
Price: $29.99
Let Michele's exotically embossed leather watch strap give your classic chronograph a hit of modern attitude, accented by a bold silver buckle. It's an instant style status update.
Michele Yellow Multi Embossed Watch Strap, 20mm
Price: $120.00
For the consummate prepster's closet (or the guy looking for a does of scholarly sophistication) a classic argyle sweater vest from Club Room always makes the grade.
Club Room Sweater Vest, Argyle V Neck
Price: $29.99
The cardigan just got cooler. This version from Sean John gives this preppy staple a streetwise spin.
Sean John Cardigan, Big and Tall Stealth
Price: $88.00
Stripe it rich in your seasonal wardrobe with this bold big and tall sweater from Sean John.
Sean John Sweater, Big and Tall The Deuce Sweater
Price: $60.99
Collegiate cool. Get top marks for prepster style in this striped cardigan from Sean John.
Sean John Big and Tall Cardigan, Striped
Price: $67.99
Shop a sweater with swagger. This American Rag cardigan adds a new layer of cool to your casual look.
American Rag Sweater, Lightweight Button Cardigan
Price: $34.99
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