Holly Madison Shares SHOCKING Reason Why Hugh Hefner Disliked Red Lipstick On Playboy Models

Former Playboy Mansion resident Holly Madison shared a surprising revelation about the late Hugh Hefner's preferences when it came to the appearance of his Playboy models.

While the world knew Hefner as the iconic founder of Playboy magazine, Madison's insider perspective sheds new light on a peculiar aspect of his vision for the perfect "Playmate." 

She previously detailed her "cult-like" experience of the mansion, noting that models in the famed residence were seemingly "gaslit" to think that Hefner was a "really good guy."

Keep on reading to learn more.

Madison, who lived at the Playboy Mansion and was one of Hefner's girlfriends from the early 2000s until they separated in 2008, offered an intimate glimpse into Hefner's world during a recent interview on "Ahead of the Curve" podcast.

According to E! News, she recalled an interesting quirk of the Playboy magnate that had puzzled many - his aversion to red lipstick on the magazine's models, alleging that it was a "control tactic" by Hefner and that it wasn't an issue for her when she first moved in.

"I think it was a control tactic, but also, when I was brand new, I wore red lipstick out a couple of times, and he didn't say anything about it," Madison recounted, adding, "because when you were the new girl in the group, you were always treated well."

She went on to insert a phrase she heard before, noting that people on the higher climes in a "cult" are treated "worse" because they want the "new people to want to bond and feel into it."

Hefner, who was known for his meticulous attention to detail when it came to Playboy's brand image, had always been a connoisseur of beauty and aesthetics. Madison explained that he believed red lipstick didn't align with the "very young" and "fresh-faced" look he envisioned for the Playboy brand.

The "Girls Next Door" alum went on to note that Hefner's behavior even changed towards her six months into their romance as he started "yelling" at her because of red lipstick. She explained that when he invented the "concept of a playmate" at the time, "he wanted the women to look very young and fresh-faced because he felt like the look in the '50s at the time was very—He described it as 'somebody's older sister.'"

"It was more sophisticated, fashion model, red lipstick," she added. "It was a lot of fabric and big skirts and everything, and he hated that. He wanted skimpy and fresh-faced and very young looking."

In a deeply revealing docuseries titled "Secrets of Playboy," Madison shed light on what she described as a "cult-like" atmosphere within the iconic mansion during her time as one of Hefner's girlfriends.

"The reason I think the mansion was very cult-like, looking back on it, is because we were all kind of gaslit and expected to think of Hef as like this really good guy," the Down the Rabbit Hole author explained in the preview of the series, per E! News. "And you started to feel like, 'Oh, he's not what they say in the media, he's just a nice man.'"

One of the aspects Madison touched upon was the carefully orchestrated daily schedule at the mansion. According to her, residents had a regimented routine that included 9 o'clock curfews, restricted relationships, and mobility, adding that she would usually have sex with Hefner at "the same time on the same night."

During a candid interview on the "Just Trish" podcast in August, Madison opened up about the "toxic" behavior and relentless body-shaming she endured during her time as one of Hefner's girlfriends.

Speaking to host Trisha Paytas, her story painted a picture of a world filled with contradictions, where the pursuit of perfection was paramount, yet the toll it took on the women involved was often overlooked. She divulged that ex-playmate Kendra Wilkinson received the most praise for her appearance and that "we were always made to feel like Kendra was the only one with a good body."

"It's so strange looking back because there's not much of a variety in the way the three of us looked, but for whatever reason, we were always made to feel like Kendra was the only one with a good body," she said, per The Independent. "It's so weird."