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He would constantly create drama and infighting among his girlfriends by randomly changing his long-held positions or household policies to favor one over the rest of them.
Shortly after Madison moved in, she recalls, one girlfriend moved out of Bedroom 5, a small room that was coveted because it was a single, affording whoever occupied it much-needed privacy that was otherwise hard to come by in the mansion.
When Madison told him she doesn't do drugs, she says Hef replied, "Usually I don't approve of drugs, but you know, in the '70s they used to call these pills 'thigh openers.'"4.
Among his bizarre set of mansion rules, Madison writes, were that the girlfriends change into identical flannel pajamas before the bedtime routine.5.
When Madison witnessed two of the girlfriends come in past 9 one night, Madison writes, Hef "kicked his feet, mustered up some questionable crocodile tears ( I thought), and told them if they wanted to 'stay out late' they could move out."9.
There was no confusion as to what sort of fashion and beauty aesthetic Hef expected his girlfriends to adopt.
But Hef approved her request, forcing Madison to move out of the room.
Hef was also known to hate red lipstick, Madison says in her book.
This was seen as unfair by the rest of the girlfriends based on how bedroom hierarchy had previously worked.
This was Bedroom 3, which came with three beds and a private bath.
"Though they never stayed over when I was there, there were still toys scattered across the bedroom floor," Madison writes, "which made for an incredibly odd and, frankly, creepy juxtaposition."7.
A mansion staffer would take photographs of women visiting for the first time, Madison says.
The photos (mostly Polaroids) were saved for Hef to review the next day.