Kendra Wilkinson shared her honest experience about her five-year relationship with Playboy founder Hugh Hefner and why ...

Hugh Hefner’s widow is ready to walk down the aisle again. Crystal Hefner, 39, is engaged to James Ward after one year of dating — and seven years after the Playboy founder died at 91.

Crystal was previously married to Hugh Hefner for five years before his death in 2017. WireImage Crystal was famously married to Hugh Hefner for five years before his death in 2017. He passed away ...

You look at some of the signs of what makes a cult, and I could definitely apply them to the Playboy world,” said Holly Madison.

Holly Madison is keeping it real regarding her sex life with Playboy founder Hugh Hefner. The 45-year-old, who was in a relationship with Hefner from 2001 to 2008, recently spilled details about ...

Model Crystal Hefner announced her engagement to partner and marine biologist James Ward. The ceremony took place on April 25 ...

Holly Madison is opening up again about her sex life with Playboy founder Hugh Hefner — and how she "hated it" when others were involved. The former Girls Next Door star, 45, made an appearance ...

Holly Madison revealed the bedroom activities she wasn't fond of during her time in the Playboy mansion. Madison, now 45, opened up about her sex life with longtime partner Hugh Hefner while ...