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Old money outfits, styled by real stylists

Quiet tailoring, heritage knits, and polish that never announces itself — the old money aesthetic is restraint worn well. Every look here was assembled by one of Lookora’s stylists from real, shoppable pieces. Open any of them in your browser or the app and the AI renders the outfit on you, from a single selfie.

15 outfits

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Day Out Shopping — old money outfit styled by Lookora

Day Out Shopping

Everyday · Weekend

COS · Mango

COS, PIPED STRIPED COTTON SHIRTCOS, MODAL-JERSEY PANTSMango, SUEDE PENNY LOAFERSCOS, FRIEZE BOWLING BAG - LEATHERMango, RESIN FRAME SUNGLASSES
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Rooftop Drinks — old money outfit styled by Lookora

Rooftop Drinks

Night out

mango

mango, REGULAR-FIT LINEN COTTON SHIRTmango, REGULAR-FIT 100% LINEN BERMUDA SHORTSmango, SUEDE DRIVING SHOE WITH FRINGEmango, BRAIDED BAG WITH LONG HANDLEmango, ROUND-FRAMED SUNGLASSES
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Library Study Day — old money outfit styled by Lookora

Library Study Day

Everyday · Loungewear

cos · massimo dutti

cos, SCOOP-NECK SILK-JERSEY TANK TOPcos, CONTRAST-PIPED BELTED WRAP TOPcos, CONTRAST-PIPED STRAIGHT-LEG PANTScos, SCULPTED LEATHER FLIP FLOPSmassimo dutti, MEDIUM BRAIDED NAPPA LEATHER TOTE BAG
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Beachclub Lunch — old money outfit styled by Lookora

Beachclub Lunch

Weekend

Reiss · &other stories · Massimo Dutti · COS

Reiss, Paisley-Print Long-Sleeve Shirt&other stories, COTTON TWILL BELTED MINI SKIRTMassimo Dutti, LEATHER WEDGE SANDAL - MADE IN SPAINCOS, TWISTED MINI CLUTCH BAG - LEATHERMassimo Dutti, OVAL SUNGLASSES
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Rooftop Dinner — old money outfit styled by Lookora

Rooftop Dinner

Date night

&other stories · mango · & Other stories

&other stories, DOUBLE-STRAP SLIP DRESSmango, LUREX CROPPED CARDIGANmango, HIGH-HEELED SHOESmango, SMALL CLUTCH WITH METALLIC DETAILS& Other stories, RHINSTONE DROP EARRINGS
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Wine Estate Lunch — old money outfit styled by Lookora

Wine Estate Lunch

Weekend

cos · mango · Massimo Dutti · Farfetch

cos, RIBBED SILK TANK TOPmango, OPENWORK KNITTED POLO-NECK SWEATERMassimo Dutti, FLOWING LINEN-BLEND DROP CROTCH PANTSFarfetch, Saint Laurent leather loafersmango, BRAIDED SHOULDER BAG
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Coastal Getaway — old money outfit styled by Lookora

Coastal Getaway

Weekend

reiss · zara · COS

reiss, Contrast-Trim Rib-Knit Vest in Naturalreiss, Drawstring Wide-Leg Trousers in Neutralzara, STRIPED FLAT SLIDE SANDALSCOS, SCULPTED TOTE BAG - PAPERzara, GEOMETRIC RESIN EARRINGS
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Beach Dinner — old money outfit styled by Lookora

Beach Dinner

Weekend · Date night

cos · Massimo Dutti · Zara · Reiss

cos, CABLE-KNIT COTTON-LINEN TANK TOPMassimo Dutti, 100% LINEN TOTAL LOOK OVERSHIRTMassimo Dutti, 100% LINEN TOTAL LOOK PANTSZara, LEATHER STRAPPY SANDALSReiss, Micro-Grain Leather Wallet in Black
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Vineyard Lunch — old money outfit styled by Lookora

Vineyard Lunch

Weekend

reiss · ZARA · mango · Bottega Veneta

reiss, Satin Draped Wide-Leg JumpsuitZARA, 100% LINEN ZW COLLECTION JACKETmango, PATENT HEELED SHOESBottega Veneta, Andiamo Medium leather tote bagMango, COMBINED PEARL DROP EARRINGS
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Wine Estate Lunch — old money outfit styled by LookoraWine Estate Lunch — old money outfit styled by Lookora

Wine Estate Lunch

Weekend

cos · Mango · h&m

cos, STRIPED TEXTURED CAMP-COLLAR SHIRTcos, LINEN RELAXED-FIT BARREL-LEG PANTSMango, LEATHER PENNY LOAFERSh&m, LEATHER SHOPPERcos, RECTANGULAR AVIATOR SUNGLASSES
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Country Estate Weekend — old money outfit styled by Lookora

Country Estate Weekend

Travel

reiss · Massimo dutti · Saint Laurent

reiss, Scarf-Print Tie-Neck Shirtreiss, Scarf-Print Wide-Leg Trousersreiss, Suede Croc-Embossed Ballet FlatsMassimo dutti, 100% RAFFIA MID-SIZED TOTE BAGSaint Laurent, Corner Angle square sunglasses
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Marina Sunset — old money outfit styled by Lookora

Marina Sunset

Date night

Massimo Dutti · mango · Saint Laurent · reiss

Massimo Dutti, ASYMMETRIC RUCHED MIDI DRESSmango, PATENT HEELED SHOESSaint Laurent, Cassandre suede pouchreiss, Tumbled Stone Drop Earrings in Gold Tone
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Resort Dinner — old money outfit styled by Lookora

Resort Dinner

Weekend · Date night

mango · Thursday Boots

mango, STRIPED 100% LINEN SHIRT WITH MANDARIN COLLARmango, COTTON-LINEN BLEND DENIM BERMUDA SHORTS, REGULAR FITMango, JUTE LEATHER SHOEThursday Boots, Wallet Wristlet | Pine
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Luxury Hotel Lounge — old money outfit styled by Lookora

Luxury Hotel Lounge

Travel

massimo dutti · mango · reiss

massimo dutti, FLOWING HALTER TOP WITH TIEmango, POCKET TWEED JACKETmassimo dutti, DRAPED BALLOON MIDI SKIRTmassimo dutti, SOFT LEATHER MULESreiss, Suede Cut-Out Handle Pouch Clutch Bag
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Polo Club Brunch — old money outfit styled by Lookora

Polo Club Brunch

Weekend

Arket · cos

Arket, BOAT-NECK COTTON BLOUSEArket, SEERSUCKER SKIRTcos, STRAP-DETAIL LEATHER PUMPSArket, CROCO-EMBOSSED LEATHER CLUTCHArket, FRESHWATER PEARL DROP EARRINGS
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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 old money 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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