50 Most Stylish New Yorkers’ List by Style Caster

Simon Doonan wears: Hamilton custom shirt (from Barneys), Naked & Famous pants, Hogan shoes, Prada tie, Hermes belt, Calvin Kleinunderwear, Paul Smith socks; Goyard bag (Custom @ Barneys New York); Gucci wedding ring; Tag Heuer watch- Steve McQueen/Monaco edition.

left: Simon Doonan (in Annabel Tollman's Louboutins) right: Joanna Hillman wears: Falke shirt, Derek Lam pants and shoes, Ralph Laurenbelt, Vintage pendent; Ferragamo Whistle necklace; Michael Kors watch; Vintage rhinestone bracelet; Mom's jade bracelet; Eddie Borgostudded bracelet; Burberry leather bracelet; Diamond studs; Barstool, $398, Anthropologie

Kristin Gallegos wears: Zana Bayne harness; Jil Sander shirt; Prada skirt; Rick Owens shoes; right hand ring by Pamela Love; left hand rings by Giles & Brother and Mimi Rose

Luigi Tadini wears: J.Crew shirt; Barbour jacket; Marc by Marc Jacobs inner Jacket; Calvin Klein jeans; Opening Ceremony shoes; Vintage gloves; Ermenegildo Zegna scarf; Selima Optique Sunglasses; Woolrich Woolen Mills bag

Marina Munoz wears: A.P.C shirt; Madewell tee; Camarc France pant; Belt designed by her mom; Beacon's Closet Scarf; Madewell clogs;Tardan hat

Lori Goldstein wears: J.Crew flannel shirt; Marni vest; Marni leggings; Loeffler Randall shoes; necklaces by Pepper Cotton and Tom Binns; Swarovski Crystal bracelets; and Solange Azagury-Partridge Jewels

left: Lori Goldstein. Vintage Butterfly Chair, $1,200, Re-PoP
right: Cabiri Calisto wears Callisto Designs bustier; VPL tank; VPL leggings; Vintage jacket; Dollar Store bracelets; left ear earring made by friend

Jeff Laub wears: Vintage Pendleton shirt; G-Star jeans; Vintage sweatshirt; Vintage Johnston & Murphy shoes; Vintage belt, Polo Ralph Lauren socks; Vintage law firm bag; Metal Rolling chair, Re-Pop

Ashley Smith wears: American Apparel shirt; Cheap Monday jeans; Aldo shoes; Vintage Handkerchief

left: Eric Poon wears: B.Scott sweatshirt; Vane shirt; Zara pants; Vane for Sebago shoes; Vane ring.
right: Martha Violante wears: Isabel Marant shirt; Junya Watanabe pants; Falconiere necklace; Hermes bracelet; Vintage ring; Tabitha Simmons shoes; Balenciaga Glasses

Waris Ahluwalia wears: Norton & Sons suit; Tailor Made shirt; House of Waris ring; Esquivel shoes; Suva socks; Vintage suspenders

Olivia Palermo wears: Ports 1961 shirt; Topshop skirt; Elizabeth & James shoes; Mango belt; Calypso cuffs

left: Natalie Joos wears: Miu Miu jacket; Prada skirt; department store shoes; Ksubi glasses; Butterfly chair, $1,698, Anthropologie
right:  Costello Tagliapietra

Jeffrey Costello and Robert Tagliapietra wear: Shirts by Vintage Ralph Lauren and Woolrich; Pants by Intgatch and customized Ralph Lauren; Customized Pendleton & Costello Tagliapietra vest, Costello Tagliapietra cardigan, Red Wing shoes, Dickies suspenders; Vintage chain wallet

Jenne Lombardo wears: Vintage white skirt; Norma Kamali vintage floral skirt; Topshop pants and jean jacket; Paris68 shoes; borrowed vintage vest; Hermes belt; Pamela Love jewelry

Memsor Kamarake wears: Dior Homme vest; Louis Vuitton shorts, blazer and boots

Phoebe & Annette Stephens wear: Matthew Ames shirt and caftans; Celine shoes; Bottega Veneta shoes; Anndra Neen Jewelry

Bon Duke wears: Cheap Monday tee; Band of Outsiders button down; vintage cardigan; Public School leather; Oak jeans; Doc Martensboots; right hand; Anne Arrnet Macdonald ring, Surface to Air bar ring; left hand: New York Adorned chain ring

Pamela Love wears: Obesity and Speed white shirt; American Apparel gray shirt; Current Elliott jacket; Siwy jeans; Vintage Pamela Loveearrings

left: John McNulty wears: What Comes Around Goes Around Vintage shirt; Hue leggings; Topshop shoes; Beacon's Closet Vintage hair piece; Hells Kitchen Flea Market Vintage ring; Zachary's Smile clutch.
right: Artie Hach wears: Patricia Field tee; US NAVY jacket; Patricia Field Navy Japer shorts; adidas sneakers; Paragon socks; Patricia Fieldgloves; MCM briefcase

Annabel Tollman wears: L'Wren Scott dress. Chirstian Louboutin shoes; Falke tights; Grandmothers fur and jewels

Chris Taylor wears: Rag & Bone shirt, APC denim pants; Klar Berlin coat; unknown shoes; Vintage Lawn Chair, $60, Re-Pop 

Kelly Framel wears: Primary NY shirt and skirt; Lanvin for H&M shoes; Kelly Framel necklace and ring

Andrew Mukamal wears: Balmain top; Dolce & Gabbana jeans; Givenchy sneakers; right hand rings by Pamela Love; Mark Walsh for Rodarte; Margiela; Eddie Borgo, and Ksubi; left hand rings by Hermés; Pamela Love; Goti; ID ring by Paul Smith; Ksubi; right wrist bracelets by Hermés; Fallon and Vintage; left wrist bracelets by Hermes, Fallon, and Vintage Cartier

Veronica Gledhill wears: Handmade skirt; Vintage top; Alexander Wang shoes, Vintage Christian Dior belt, Vintage necklace and  bracelet; ring from Tokyo

Elin Svahn wears: Acne shirt and jeans, Miu Miu boots, Genevieve Jones earrings; rings by Fenton Claw and Vivienne Westwood

Kwesi Blair wears: Ralph Lauren Black Label suit; Thomas Pink shirt; Vintage pocket square; Thom Browne tie; James Weston shoes; Pink socks; Alessi watch

Gigi Burris wears: Gigi Burris hat; Phi dress; Nicholas Kirkwood shoes; her own cuffs; Eddie Bargo jewelry

Evan Ross wears: 2(x)ist shirt; Lieve Van Gorp vest; Vintage tuxedo pants; Goa shoes; Diesel watch; necklaces by Elsa Peretti and Tiffany; Vintage gloves; Barstool, $398, Anthropologie

Byrdie Bell weras: Ellery top and jacket; JPO jeans; Vintage coat; Fred Segal shoes; Value Vintage hat

James Aguiar wears: Paul Smith suit and shoes; Thomas Pink shirt; Vintage Pucci tie

Bonnie Morrison wears: Vintage shirt; Dolce & Gabbana skirt; Diana Broussard shoes

left: Nicholas Routzen wears: Saturdays NYC shirt; Cheap Monday jeans; Vintage shoes; leather jacket and ring; necklace bought at Inventory; Vintage Wood Chair, LAS VENUS

right: Danielle Nachmani wears:  NY Vintage Obek dress; Lanvin shoes; bracelets by Philip Crangi for Madewell and Dannijo

Leandra Medine wears: Rag & Bone pants; Jimmy Choo shoes; right hand bracelet by Hermes; left hand bracelets Vintage and  Madewell; Vintage Executive Chair, $950, LAS VENUS

Timo Weiland wears: Barneys CO-Op shirt; Vintage sweater; Cheap Monday jeans; Timo Weiland jacket; LL Bean shoes; Leather chair, $2,498, Anthropologie

Leigh Lezark wears: CHANEL shirt, shoes and jacket; Preen shorts

Zanna Roberts Rassi wears: Burberry Prorsum coat and Giuseppe Zanotti shoes

Danielle Z wears: Alexa Chung for Madewell shirt; Balenciaga vest; Vintage fur  coat; L’Agence pants;
Vintage necklace by Henri Bendel; right wrist bracelet by Isabel Mazo; ring from Parisian streets

David Thielebeule wears: Dior Homme sweater; Raf Simons button down; Thomas Pink tie; Burberry (tied) sweater; Earnest Sewnjeans;YSL shoes; personal ring

Reece Solomon wears: Vintage dress; right hand ring was great grandmothers and 14 Karats pinky ring; right wrist bracelets by 3 Ball Samira 13 & Bones and Feathers Collective; left hand ring by NY Vintage; left hand bracelet by Vintage Judith Jack; Reece Hudsonbag; Orange Chair, LAS VENUS

Jamee Gidwitz wears: Trosman dress, Casadei shoes; ring is Italian Prototype by unknown designer

Philip Crangi wears: Prada sweater; Vintage pants; Vintage Denim Lee jacket; Church's shoes; Vintage belt and ring

left: Malina Joseph wears: Max Mara shirt; Celine bodysuit; Calvin Klein pants; Dries Van Noten coat; Cartier watch; Vintage rings; Olympia Le-Tan clutch

right: Sydney Wasserman wears:  J.Crew sweater; Vintage Ralph Lauren pants from her grandmother; Manolo Blahnik shoes; Tiffany & Co.bracelet

Becka Diamond wears: Vintage shirt; Balenciaga pants; Jean-Michel Cazabat shoes; Topshop coat; Pamela Love necklace; L’Eclisse gloves; right hand ring Vintage Dominic Jones; left hand ring Vintage Pamela Love; Barstool, $398, Anthropologie

Abigail Lorick wears: Lorick dress and jacket; Vintage vest; Prada shoes; Vintage bag from her grandmother; gifted necklace from Gina; Rolex 1920 watch; Orange and brown iridescent bangle from her mother

Jen Kao wears: Jen Kao dress, Balenciaga by Nicolas Ghesquiére shoes; Cartier ring; Pharell for Louis Vuitton bangles; Hermés bangles and chain bracelet; Cartier Love bangles