Well, this is embarrassing.
Unfortunately, the 25-year-old model and the magazine mogul, 85, called off their wedding on Tuesday, just five days before they planned to tie the knot in front of 300 family and friends. (The issue hits newsstands Friday.)
Keeping with the newlywed theme, the photo shoot features Harris wearing Hefner's signature outfit: a silk red robe and a captain's hat. The pantless blonde also holds Hefner's smoking pipe while sitting next to their dog, Charlie.
On Tuesday, Hefner voiced his sadness over their sudden breakup on Twitter. "The breakup is a heartbreaker, but better now than after the marriage," he wrote. "Since we're not getting married on Saturday, I've scheduled a movie: Runaway Bride. Seems appropriate."