Designer Perry Ellis's vintage 80s tartan skirt. Classic. Autumnal cayenne-red, caramel, light-teal and gun-metal plaid wool skirt skirt, with persimmon silk lining. Calf-length -- fitted -- pleats falling in rounded folds. Beautifully-finished winter wear, by Perry Ellis. Never worn --- original price: $250. --- $118 --- med/lg

tags:

• wool
• , designer
• , perry ellis
• , vintage
• , clothing
• , clothes
• , classic
• , eighties
• , tartan
• , red

Net this busy-little-Bluefin, vintage Vested Gentress dress. School of tuna -- blues on white. Sea-blue piped edges. Fitted princess seams. Skirt tapers to a-line. Long back zipper. Cotton/poly --- med/large --- $79

tags:

• novelty
• , vintage
• , poly
• , vested gentress
• , clothing
• , white
• , clothes
• , cotton
• , fiftiesinspired
• , shop

You ace Art History and breeze through Biology, so it’s no surprise you’re sporting a frock that’s just as smart as you are! Set an example for wardrobe excellence in this prim and polished look. Gently puffed, white sleeves, charming buttons, and a round, crewneck collar give this tailored black dress a touch of scholarly chic. Wear this piece with golden stud earrings, a colorful headband, and platform wedges, and you’ve got glamour that really makes the grade!

tags:

• mod
• , crewneck
• , tailored
• , black and white
• , round collar
• , day dress
• , preppy
• , puffed sleeves
• , double breasted

Fern-grey men's jacket by couture house Lanvin. Buttery, supple, 'feather suede'. Two lacquered leather buttons close front. Two front patch pockets - one small breast pocket -- three interior pockets. Shoulder pads. Back vents. Precise top-stitching. Casual luxury for town & country.

tags:

• jacket
• , vintage
• , green
• , clothing
• , disco
• , mens
• , medium
• , lanvin
• , fashion
• , preppy

Multi-color Indian madras cotton skirt. Soft-blue, white, purple, lavender, salmon & red. Knee-length.

tags:

• indie
• , plaid
• , vintage
• , clothing
• , madras
• , cotton
• , medium
• , fashion
• , preppy
• , kneelength

Perky, feminine shell top, vintage 60s. Jumbo watercolor flowers --- maize, tulip-pink, orange zest, moss-green --- are set against a stippled tan background. Poly-blend. Best feature: entirely-edged in delicate scalloped lace. Bust darts + a boxy fit. Closes with 5 tawny pearlized buttons at the back.

tags:

• mad men
• , summer
• , dolly
• , poly
• , clothing
• , frilly
• , sleeveless
• , top
• , fashion
• , preppy

Filmy, voile 70s shirt by Herman Geist. Completely-transparent -- gossamer-like -- with tapered shape and skinny arms. Thickly-flowered, garden-motif pattern in softened-primary colors & pastels. An etheral topper for your favorite vintage slip.

tags:

• floral
• , clothing
• , white
• , sheer
• , feminine
• , shirt
• , cotton
• , stepford
• , medium
• , top

Vintage 60's Pop-printed gown for a garden sylph who dwells among moss & lollipops. Scandinavian-inspired florals in milky hues, set against a vibrant deep-purple ground. Square neckline - princess seams -- skirt is gathered at sides -- straight fall of skirt. Stripes of linen Mod-out the lower hem (now's a great time to bring out the linen bolero) in glowing turquoise, green and chartreuse. By North Carolina's Tanner, a contemporary of Vested gentress, Lilly Pulitzer and Vera.

tags:

• indie
• , youthquake
• , gown
• , maxi
• , scandinavian
• , vintage
• , pop
• , clothing
• , cotton
• , medium

Blue madras plaid cotton 1960s belted, sleeveless preppy day dress

tags:

• mad men
• , dress
• , day
• , belted
• , madras
• , cotton
• , sleeveless
• , preppy
• , blue
• , plaid

Found, most appropriately, on Virginia's Chincoteague Island… one 'Filly in Flowers' tennis skirt by Vested Gentress. Dart-shaped, bright-yellow cotton-blend. Fern-green trim. Print shows various views of a trotting & standing horse, tail switching, in a field of orange flowers. Side pocket -- back zip & vent -- built in shorts. Hand-screened. Signed. size: large price: $34

tags:

• horse
• , golf
• , yellow
• , vintage
• , vested gentress
• , clothing
• , kitsch
• , cotton
• , fashion
• , preppy

Stripe it rich: A design favorite, our classic crewneck sweater gets a fashionable edge in cool, airy cotton with bold stripes and a slightly shorter silhouette.

tags:

• preppy
• , stripebreaker sweater
• , cotton
• , stripes
• , graphic
• , sweaters
• , crewneck sweater
• , long sleeves

Light up the room in all the right ways! Playful two-toned pink jacquard grosgrain strap with stainless steel case, white dial and pink markers. Logo-embossed bezel and mineral-crystal. Two-hand, quartz movement. Water resistant to 30 meters.

tags:

• pink
• , timepiece
• , sporty
• , wrist
• , grosgrain
• , watch
• , stripes
• , preppy
• , lacoste

Vintage tweed in greys & green -- from Scotland. Richly-heathered woolen -- fully-lined in nylon. Fitted with gores -- cinched waist -- rounded hips, womanly. The sturdy fabric holds its shape, flaring towards the hem.
 From my closet… I used to wear this with a forties' soft black velvet jacket (pinned closed with an enormous rhinestone rose brooch) & velvet heels. Make your own magic. size: medium price: $114 free priority shipping with $100 purchase

tags:

• clothing
• , neovictorian
• , aline
• , scottish
• , tweed
• , stripe
• , preppy
• , schoolgirl
• , brown
• , grey

Charming pointelle sweater by Castleberry of London. Peek-a-boo weave. Bone-grey. Close-fitting, with a high braided neck, back zipper & drippy, puffed sleeves. Delicate decorative stitch-work. Stockinette ribbing cinches the waist and wrists. size: small price: $62 free priority shipping with $100 purchase

tags:

• granny
• , peekaboo
• , knit
• , sweater
• , vintage
• , grey
• , boho
• , dress
• , puff sleeve
• , neovictorian

Sleek navy leather takes a scholarly turn when paired with a wooly plaid vamp. By Schuler & Sons.

tags:

• preppy
• , plaid
• , lace up
• , tweed
• , burlap
• , wooly
• , navy
• , leather
• , bootie

A little bit oxford, a little bit maxi, this piece combines soft voile, crisp pintucks and an asymmetric hem to create a preppy-meets-modern frock. By The Addison Story.

tags:

• button front
• , pintucks
• , brown
• , handkerchief hem
• , belted
• , voile
• , preppy
• , shirt dress
• , maxi

Lucky Penny's platform pair eschews typical preppy styling for a lofty profile crafted of shiny, color-saturated leather.

tags:

• platform
• , preppy
• , leather
• , shiny
• , penny loafers
• , glossy

A well-read pair of pumps, crafted of tawny leather and finished with a craftsman's flourish at the heels.

tags:

• pumps
• , preppy
• , leather
• , brown
• , tawny

Try as you might, you can't imagine anyone else you'd rather be. Consistently confident in areas ranging from academics to adventure, you're particularly in a good groove when it comes to fab fashion. Admiring the delicious details of this chicly demure, forest green plaid cotton skirt from Moon Collection, including its fitted waist and circle skirt shape, you slip into this gorgeous garment with a smile playing at the corners of your lips. After pairing it with a silk tank, sheer, seamed stockings, and a pair of maroon T-straps, you look as great as your positive 'plaid'-itude feels!

tags:

• preppy
• , circle skirt
• , forest green
• , plaid

As a wee lass, I fervently looked forward to school picture days. There were so many things to love - the faux-laser backdrops, the tradeable stickers to come, and of course, the special occasion of being able to dress up in my finest frocks. This sweet dress from British designer Miss Patina conjures up memories of those garments past, due to its grown-up version of darling details such as a rich brown Peter Pan collar and cuffs, placket with functional golden round buttons, and an allover polka dot pattern. I envision myself wearing this frock with yellow patent pumps, textured stockings, and a nubby cardi, with a vintage hairclip at my temple for extra sass. Though my grammar school portrait days are long gone, I'll always relish the opportunity to look ready for a glamour shot! -Meggy, Fashion Writer and Editor

tags:

• shirt dress
• , placket
• , polka dot
• , preppy
• , cuffed sleeves
• , brown
• , gold buttons
• , peter pan collar

Relaxed elegance -- from Yves Saint Laurent's Rive Gauche collection. Nautical-inspired, baby-it's-cocktail-hour, jet-black crepe wool blazer, an embellished take on his classic Le Smoking jacket. Sharp-angled patterning + curvaceous, fluid lines. Shoulder-pads, 2 slanted patch pockets, 6 ornate gold buttons, satin lining. Fastens at the waist with a single button. size: medium price: $390

tags:

• wool
• , crepe
• , clothes
• , style
• , nautical
• , clothing
• , vintage
• , garment
• , yves saint laurent
• , designer

Laser-cut leaves burgeon on studious leather platforms.

tags:

• platform
• , preppy
• , leather
• , laser cut
• , stacked heel
• , leafy
• , grey
• , penny loafers

Relax, it can handle it. * 14-ounce canvas * Six inside pockets * Snap closures * Expands when sides are unsnapped * 7 1/2" interior key fob Design: Strong and spacious. Gets even larger when the sides are unsnapped. 14-ounce cotton canvas, six interior pockets, key fob, snap closures, 9-inch long drop handles. 23" W x 11 1/2" H (excluding handles) x 5 1/2" D. Spot clean. Possibilities: Large capacity for books, papers, workout gear and rough handling. Material: 100% cotton canvas. Imported.

tags:

• prep
• , preppy
• , purse
• , snap
• , tote
• , canvas
• , bag

Room for all the daily necessities. * Cotton canvas body * Genuine leather trim details * Removable shoulder strap * Cotton twill lining * Two interior patch pockets * One interior zipper pocket * Interior key fob * Hidden magnetic closure Design: Designed with enough room to carry everything you need to keep your day moving. Durable cotton canvas body with genuine leather trims. 15 1/8"H. Possibilities: Works with everything — easily carries anything. Material: 100% cotton canvas. Genuine leather trims. Spot clean. Imported.

tags:

• prep
• , lined
• , bag
• , shoulder
• , canvas
• , zipper
• , fob
• , bucket
• , tote
• , snap

DESCRIPTION Long live summer in short shorts. * Soft washed and sand-worn cotton * Low rise * Double hook & bar close * Front slant & back welt pockets * 3-inch inseam Design: Our lightweight short shorts — with an easy low rise — crafted from our favorite cotton madras that we soft washed and sanded to feel like they've lived a little. Possibilities: For a warm-weather cool look, pair with strappy sandals and a crisp white shirt (Panama hat optional). Material: 100% cotton. Machine wash. Imported.

tags:

• pink
• , prep
• , preppy
• , madra
• , cotton
• , madras
• , shorts
• , summer
• , plaid

DESCRIPTION On top of it all. * Classic seersucker cotton * Fully lined * Grosgrain trim on collar, placket and hem * 2-button lapel front * Lined side pockets * Interior menswear details * Reinforced seam stitching Design: Crisp seersucker cotton design that's fully lined and has a tonal grosgrain trim around the front from the collar down to the bottom hem. Possibilities: Easy to wear — easy to pair. Throw on a colorful Oxford, grab your favorite jeans, slip on a pair of ballet flats and spend your day out and about. Material: 100% cotton. Machine wash. Imported.

tags:

• striped
• , spring
• , jacket
• , blazer
• , preppy
• , dapper
• , stripes
• , summer
• , seersucker

From the numerous articles you've penned and copious research you've done, you've proven to all of academia that you're an expert on the history of the printed word. But donning these precocious pumps by Shellys of London, you're about to show the entire world that you know a thing or two about fabulous style! Their noir canvas exterior is terrifically trimmed with camel piping to coordinate with the modest heel, while the lace-up front boasts decorative stitching and a coy peep toe. Pairing these beauties with a wonderfully retro ensemble of a demure blouse, a curve-flaunting pencil skirt, and seamed stockings, you let your peers know that the past is still very much relevant!

tags:

• piping
• , noir
• , canvas
• , camel
• , stitching
• , peep toe
• , preppy
• , pumps
• , lace up

Your disciplined nature and eagerness to excel makes you a model student as well as a model fashionista. Every garment you consider has to receive high marks in order to graduate into your outfit. But with a supple leather upper of perforated cream and smooth chestnut, not to mention its incredibly walkable stacked wedge, this spectator-inspired heel by Miz Mooz passed your test with flying colors. Try trotting this stunner out of your closet paired with a flouncy blouse, a neat, pleated skirt, and loose knit stockings for an A+ look that is sure to wow both your fellow academics and style enthusiasts!

tags:

• chestnut
• , wedges
• , preppy
• , leather
• , perforated
• , cream
• , spectators

This librarian style shirt dress is a classic houndstooth pattern with button closure down the front of the dress, a matching black belt, and 3/4 sleeves.

tags:

• button front
• , shirt dress
• , preppy
• , houndstooth
• , black and white
• , belt
• , three quarter sleeves