See How O's April 2015 Cover Was Created

"You never went to Sears in the '70s to buy painter's pants?" asked O creative director Adam Glassman, as he explained to a skeptical Oprah that paint and fashion have a proud history of teaming up. "So this is what I wear when I'm painting the house," she joked about her NYDJ jeans, custom-splattered by Rialto Jean Project. Her sweater and headband were easier sells. "I always look like a schlumpadinka at home," said Oprah. "But this year I want a rack of cashmere sweaters. And Adam, can I have this fabulous headband?" He shot her a look. "Of course—but you already have one. They were on last year's Favorite Things!"

Sweater, $228; LordandTaylor.com. Jeans, NYDJxRJP, $245; RialtoJeanProject.com. Headband, Emi-Jay Inc., $10; Emi-Jay.com. Earrings, $345; StephanieKantis.com. Bracelet, Diane von Furstenberg by H. Stern; Hstern.net. Shoes, Céline, $940; barneys, 212-826-8900. Paint in Collegiate Yellow and Dylan Pink, $38 to $41 per gallon; RalphLaurenPaint.com.

Adam gives Oprah's pony the perfect flip as she paints.

Contributing fashion editor Jenny Capitain considers sweater options.

Makeup artist Derrick Rutledge perfects Oprah's pout, which matches her rosy headband. "It's synchronicity," says Adam.

The photo crew zooms in on Oprah's cover look.

This season's brushstrokes and paint splatters are decorating everything from makeup brushes to stilettos.

Skirt, $325; Milly.com