iPlayboy: Girls On Demand

Caution: Today's story contains content intended for an adult audience; viewer discretion is advised. From Naomi Campbell indulging in a milk bath to a voyeuristic threesome a la Helmut Newton, the new iPlayboy app invites readers to take a digital, x-rated walk down memory lane. The brand has enlisted the likes of hotelier André Balazs, fashion designer Jeremy Scott, author Simon Doonan, jewelry designer Waris Ahluwalia, fashion duo Vena Cava, filmmaker David Gordon Green and creative directors Partners & Spade for their Playboy Commission; each has picked their favorite moments in the brand’s extensive archive. The selection spans the magazine’s 1953 debut, which featured Marilyn Monroe on its cover, to its recent 689th issue, and includes saucy pictorials starring everyone from Drew Barrymore to Ursula Andress. “The idea is to give people another way to view the material—through the eyes of the cultural and fashion elite, the people who are leaders in their field,” explains Playboy’s editorial director, Jimmy Jellinek. Below, we asked the experts to annotate the above selections.
 
Jeremy Scott on Naomi Campbell by David LaChapelle, December 1999
David LaChapelle's photos of Naomi were so exciting to me, especially as they were in Playboy! That was the cherry on top, as it would be something we could expect to see in a fashion magazine. The photo of Naomi with the milk was a brand new concept for a girlie magazine centerfold.

Vena Cava on the March 1960 Cover
This is an amazing image: a cross between a movie still and an art piece, and ever so slightly out of focus.

Patrick Grant on “Here’s Looking at You” by Helmut Newton, January 1991 
Newton was 70 years old when he took these pictures. His output had reduced considerably but his reputation was stronger than ever. This has all of the sumptuous mise-en-scène that was his signature.

Waris Ahluwalia on the May 1959 Cover
I believe in cleanliness ... in groups.