Playboy Mansion

Kristina and Karissa Shannon with Hugh Hefner at the 31st annual Playboy Jazz Festival in Hollywood in 2009.

Playboy Twin Reemerges for Rare Solo Interview

The cover girl and her sister left the Playboy Mansion 15 years ago.

Roosa Rahkonen

Hugh Hefner with many of his exgirlfriends.

It’s Hugh Hefner’s 100th Birthday—Where Are His Exes Now?

The legendary Playboy founder dated countless women and married three. This is what they’re up to as of 2026.

Roosa Rahkonen

LAS VEGAS, NEVADA - JANUARY 02: Holly Madison arrives at the screening of "The Last Showgirl" at The Beverly Theater on January 02, 2025 in Las Vegas, Nevada. (Photo by Denise Truscello/Getty Images for The Beverly Theater in Downtown Las Vegas)

Hugh Hefner’s Ex-GF Reveals ‘Disgusting’ Sex Act She ‘Hated’

“It’s a very different story between when we were just by ourselves than with everybody else in the room.”

Emell Derra Adolphus

Masumi Max, 45, had modeled for Playboy and Maxim, among others.

Playboy Model Masuimi Max, 45, Found Dead in Las Vegas

Often decked in leather and latex, Max had a 24-year career and was a regular at the Playboy Mansion through the late 2000s and early 2010s.

Amanda Yen

Crystal Hefner poses with Hugh Hefner inside of the Playboy Mansion

Hef’s Widow Exposes Blackmail, Black Mold at Playboy Mansion

In a new tell-all memoir, the third (and last) wife of Hugh Hefner dismantles his legacy and details life as a “prisoner.”

Helen Holmes

Hugh Hefner and his then-fiancee, Playboy Playmate Crystal Harris, in 2011.

Hugh Hefner’s Widow: I Was Never ‘in Love’ With Him

The widow of Hugh Hefner detailed her life before and after the Playboy founder’s death.

Matt Young