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Preppy outfits, updated

Rugby stripes, oxford cloth, loafers — prep survives because it’s a system. These stylist-assembled looks modernize it, and the app renders any of them on you from a single selfie.

15 outfits

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Free to start · No card needed · In your browser and on iPhone

Boutique Shopping — preppy outfit styled by Lookora

Boutique Shopping

Everyday · Travel

COS · & Other Stories · Mango

COS, FRINGED CHECKED LINEN-COTTON SHIRT& Other Stories, TAILORED LINEN SHORTSMango, SUEDE DRIVING SHOESMango, LARGE FAUX-LEATHER SHOULDER BAG
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Early Autumn — preppy outfit styled by LookoraEarly Autumn — preppy outfit styled by Lookora

Early Autumn

Everyday

cos · mango

cos, CLEAN CUT LONG-SLEEVED T-SHIRTcos, DOUBLE-FACED WOOL-BLEND CAPEmango, BALLOON TROUSERS WITH EMBROIDERED APPLIQUÉSmango, SUEDE MOCCASIN WITH STUDSmango, BEADED MINI BAG
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Country Club Lunch — preppy outfit styled by Lookora

Country Club Lunch

Weekend

Mango

Mango, HALTER TOP WITH FLOWER DETAILSMango, SHORT DOUBLE-BREASTED JACKETMango, FLARED PANTS WITH SEAMSMango, KITTEN HEEL POINTED-TOE SHOEMango, LARGE CLUTCH WITH METALLIC DETAILS
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Garden Luncheon — preppy outfit styled by Lookora

Garden Luncheon

Events

Mango · Reiss

Mango, ASYMMETRICAL SATIN DRESSReiss, Leather Embroidered-Wedge Sandals in TanMango, BRAIDED HANDBAGMango, SQUARE EARRINGS WITH RELIEF
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Tennis Club Brunch — preppy outfit styled by Lookora

Tennis Club Brunch

Weekend

Reiss · Mango

Reiss, Collared Rib-Knit VestMango, POLKA-DOT SKIRT WITH ASYMMETRICAL HEM - navyMango, HEELED SANDALS WITH METALLIC DETAIL
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University Campus — preppy outfit styled by Lookora

University Campus

Everyday

COS · Mango

COS, LACE-TRIMMED RESORT SHIRTCOS, CABLE-KNIT CASHMERE CARDIGANMango, STRAIGHT GINGHAM PANTSMango, SUEDE MOCCASIN WITH RUCHED TOEMango, SUEDE SHOPPER BAG
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University Campus — preppy outfit styled by Lookora

University Campus

Everyday

Mango

Mango, 100% COTTON POLO SWEATSHIRTMango, BOLOGNA CROPPED SLIM-FIT TROUSERSMango, LEATHER NAUTICAL SHOESMango, 100% COTTON TOTE BAG WITH ADJUSTABLE STRAP
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Country Club Lunch — preppy outfit styled by Lookora

Country Club Lunch

Weekend

Mango · H&M

Mango, COTTON BLEND STRIPED JERSEY T-SHIRTMango, 100% COTTON DOUBLE-BREASTED JACKETH&M, RELAXED-FIT COTTON CHINOSMango, LEATHER NAUTICAL SHOESMango, STRIPED TOTE BAG
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Sunday Brunch Set — preppy outfit styled by Lookora

Sunday Brunch Set

Weekend

COS · H&M

COS, CRINKLED-COTTON SHIRTCOS, CRINKLED-COTTON RELAXED-FIT TAPERED PANTSCOS, SUEDE DECK SHOES - Dark BrownCOS, SWING CROSSBODY BAG - SPLIT SUEDEH&M, LIGHT EYEGLASSES - Brown/tortoiseshell-patterned
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Tennis Club Lunch — preppy outfit styled by LookoraTennis Club Lunch — preppy outfit styled by LookoraTennis Club Lunch — preppy outfit styled by LookoraTennis Club Lunch — preppy outfit styled by Lookora

Tennis Club Lunch

Weekend

COS · Mango

COS, OVERSIZED SHORT-SLEEVED LINEN SHIRTCOS, LINEN CULOTTESMango, PLAID KITTEN-HEEL SANDALCOS, OVERSIZED FOLDED CLUTCH BAG - STRAWCOS, SLIM RECTANGULAR SUNGLASSES
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Campus Coffee — preppy outfit styled by LookoraCampus Coffee — preppy outfit styled by LookoraCampus Coffee — preppy outfit styled by LookoraCampus Coffee — preppy outfit styled by Lookora

Campus Coffee

Everyday · Travel

Mango

Mango, STRIPED STRAIGHT SHIRTMango, WOOL JACKET WITH SHIRT COLLARMango, PLEATED STRIPED PANTSMango, SUEDE MOCCASIN WITH RUCHED TOEMango, SUEDE SHOPPER BAG
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Cocktail Bar Opening — preppy outfit styled by LookoraCocktail Bar Opening — preppy outfit styled by Lookora

Cocktail Bar Opening

Events

mango · cos · H&M · Zara

mango, SLIM-FIT POPLIN SHIRTcos, CONTRAST-LINED DOUBLE-BREASTED BLAZERH&M, BUBBLE-HEM BANDEAU DRESSmango, PATENT LEATHER BOW HIGH HEEL SHOEZara, WOVEN ENVELOPE BAG
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Rooftop Drinks — preppy outfit styled by LookoraRooftop Drinks — preppy outfit styled by Lookora

Rooftop Drinks

Night out

mango · zara

mango, PRINTED DRESS WITH A ROLL NECKzara, FAUX LEATHER LONG TRENCH COATMango, PATENT HEELED SHOESmango, SHOULDER BAG WITH STRAPmango, DROP EARRINGS
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Rooftop Dinner — preppy outfit styled by LookoraRooftop Dinner — preppy outfit styled by Lookora

Rooftop Dinner

Date night

mango · H&M

mango, SATIN SHIRT WITH BOW AT THE BACKH&M, OVERSIZED TRENCH COATmango, BALLOON TROUSERS WITH DECORATIVE SEAMSmango, BALLERINA WITH GEM DETAILmango, LEATHER HANDBAG WITH BALL DETAIL
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Market Morning — preppy outfit styled by LookoraMarket Morning — preppy outfit styled by Lookora

Market Morning

Everyday

cos · zara

cos, CLEAN CUT LONG-SLEEVED T-SHIRTzara, SHORT ZIP JACKETzara, HIGH-RISE WIDE LEG JOGGER JEANSCOS, SUEDE DECK SHOES - Dark Browncos, PAVILION TOTE BAG - LEATHER
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Looks are assembled by Lookora’s stylists from real, shoppable pieces. Model imagery is AI-generated.

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See any of these outfits on yourself

Every look on this page takes one tap to try on: add a single selfie and the AI generates a photo of you wearing the full outfit — matched to your face, coloring and build. No avatar to build, no guessing whether preppy suits you.

It’s free to start, in your browser or on iPhone, with no card required. The result is an AI-generated preview — made for judging a style on yourself before you spend on it.

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How the try-on works →

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