specks tank

Mink Pink, Dear Fieldbinder, $35

where to wear: Chelsea, Scare the daylights out of yourself at the NYC Halloween Haunted House

knit grey sweater

Oak, $88

where to wear: Chelsea, Give Artichoke Basille’s Pizza a go with their new sit-down restaurant location

frilly clutch

Mango, $49.99

where to wear: Chelsea, Down a mojito at Cabanas at the Maritime Hotel

croquet-stripe caprese tunic

J.Crew, $38

where to wear: Chelsea, Stretch out on a chaise lounge on the Highline

nail polish 3 pack

American Apparel, $15 for 3 (in malibu green, butter, l’esprit)

where to wear: Chelsea, Check out The Harvard Sailing Team improv group every Friday night at the PIT (their Boys will be Girls video is brilliant)

kallista bootie

Steve Madden, DSW, $49.99

where to wear:  Chelsea, Reminisce on Drew Barrymore’s stolen childhood at nightclub-turned-shopping destination, Limelight Marketplace

noir jewelry pyramid earrings

ShopBop, $46.20

where to wear: Chelsea, Asssscat 3000 on Sundays at the Upright Citizens Brigade