Photos: Adam Glassman

She Shoots, She Scores
Picture it: A sunny day in Santa Barbara. Oprah and a gaggle of O staffers are at an editorial retreat at her home, brainstorming ideas on the patio. Oprah, an avid Instagrammer, wanted O's covers to reflect the popular app's spontaneity. "I've got my phone—let's do a shoot right now!" cracked creative director Adam Glassman. Oprah stared at him for a moment, then said, "Okay, let's!" She changed into a Michael Kors sweater and Eileen Fisher pants; called her makeup artist, Derrick Rutledge; and said she'd do her own hair. Meanwhile, next to her outdoor grill, serving trays were covered in aluminum foil to create a makeshift reflector—what photographers use to even out natural light—and kitchen staffers were recruited to position the patio umbrellas to subdue the bright sunlight. As Oprah posed, Glassman, Gayle King, and managing editor Adam Bell all snapped pics, and in the end three shots from Glassman's iPhone 6 made the cover!

Photo: Jihan Thompson

Click!
Gayle King, Adam Glassman and Adam Bell channel their inner paparazzi.

Photo: Adam Bell

Sipping Pretty
Oprah and her staff cooled off with these tasty drinks.

Get the Recipe: Honeydew-Basil Chiller Recipe

Photo: Courtesy of Juliska

Shop the Shoot!
Large Fiorella Goblet, $68; Juliska.com

Photo: Gregor Halenda

Photo Finish
"If you love Instagramming as much as Oprah does," says Glassman, "you'll love these personalized chocolate Instagram pics."

Chocstagram Instagram bars, $15 each; CocoaGraph.com