Jenné Lombardo is in the business of scouting the coolest new brands. Between her role as the founder of marketing consultancy The Terminal Presents and her position as Global Fashion Director at W Hotels, where she oversees the Fashion Next program promoting up-and-coming talent, the New Yorker is always a step ahead. When it comes to her own style, however, the self-described “creature of comfort” is equally at home in tried and true classics like vintage Yves Saint Laurent pieces and Adidas kicks. Here, Lombardo rediscovers the joys of Balenciaga, mourns the existence of knock-off Coach bags, and hankers after a tin of expensive caviar.

Define your style in three words: How about four: Unexpected, imperfect, playful, and bold.

Daily uniform: Leather, lace, rings, and super rude heels.

Greatest hits: Vintage YSL, Givenchy, and Gaultier blazers as well as my collection of vintage kimonos.

Preferred footwear: Alejandro Ingelmo, Nicholas Kirkwood, Charlotte Olympia, Chrissie Morris, and Adidas.

Finishing touches: Illesteva sunglasses or Warby Parker glasses; Jordan Askill, Anndra Neen, Pamela Love, and Dominick Jones jewelry; Alex Wang Ostrich shoulder bag, Alice and Olivia cut-out leather booties.

Nighttime look: I scale back and go bare, but accentuate with a bold lip.

Best recent discovery: Rodin Facial Serum; truffle honey that I drizzle on top of cheese; musician Blood Orange. Since moving to my new apartment in Brooklyn, I have had the chance to rediscover my collection of books. I just recently went through my Balenciaga book page-by-page and it reaffirms my love for this fashion house.

Favorite stores: Flair, Eden Manor, Reformation, Kiki de Montparnasse, Taschen, Kid Robot, Supreme, Target, museum shop at Dia Beacon.

Style pet peeve: Knock-off Coach bags, platform flip-flops, job interview-ware.

Style icons: Phoebe Philo, Lou Doillon, Francois Hardy, and all of my girlfriends.

Last purchase: Milo Baughman chrome headboard from the 70's.

Lusting after: Vintage Dan Murphy brass sculpture and a Flair Meccano chair in nickel.

Favorite haunts: The Hole Gallery on Bowery; Black Mountain for oysters and wine in my neighborhood of Carroll Gardens, Brooklyn. I am a creature of comfort and don't stray too far off from my staples—Omen, Raouls, Miss Lily's, Indochine and Ñ on Crosby Street.

Winter wish list: A fox fur blanket in rich grays and browns; something sensible like a puffy Northface jacket; a very large tin of very expensive caviar; time to head up to Bemelman’s bar at the Carlyle for a glass of vintage Scotch.

Portraits: Billy Farrell/; all others courtesy of the subject