Holly Madison reflected on her sex life with ex-boyfriend and Playboy founder Hugh Hefner, whom she dated from 2001 to 2007.

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How to watch and stream live or on demand: You can watch the premiere for FREE with Philo (free trial). You can also stream ...

You can imagine that the Playboy mansion isn't the most wholesome place, and Holly Madison has opened up about some strange ...

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Former Playboy model and reality TV star Holly Madison has opened up about the disturbing aspects of her relationship with Playboy founder Hugh Hefner, admitting she "hated" certain sexual encounters ...

Holly Madison recently addressed her difficult time with Playboy magazine founder Hugh Hefner. Madison appeared on the May 2 episode of the podcast In Your Dreams with Owen Thiele.

Holly Madison is opening up about the sexual part of her time with Hugh Hefner and how it wasn't as bad as people imagined.

Holly Madison has opened up about her former boyfriend, Hugh Hefner, and how she ‘hated’ group sex sessions at the Playboy Mansion. Holly, 45, moved into the Playboy Mansion in 2001 when she was 21, ...

Holly Madison, the reality star and former Playmate, recently opened up about her experiences during her time at the Playboy Mansion and her relationship with Hugh Hefner. In a recent podcast ...

Ex-Playboy model Holly Madison has opened up about the ‘disgusting’ sex act with Hugh Hefner that she ‘hated’ doing.