Holly Madison Biography

Born on December 23, 1979, in Astoria, Oregon, Holly Madison moved at a young age to Prince of Wales Island in Alaska. It was there that she developed her love for nature, spending endless hours observing animals and playing in the woods. However, the move wasn't permanent and Holly and her family returned to Oregon during her early teens. Reflecting upon those awkward years, Holly recalls, "I look back on my middle/high school days and see an Alaskan fish out of water who wasn't good at socializing or fitting in."

Fortunately, this "Alaskan fish" survived her formative years, and upon graduation, Holly enrolled at Portland State University, where she chose to study theater and psychology. Holly stayed there for two years before bolting for the sunnier climes of L.A.'s Loyola Marymount University.

holly madison goes hawaiian tropic

L.A. may have been warmer, but it was also more expensive, so Holly began supplementing her income by working as a Hawaiian Tropic model and serving up food as a roller-skating waitress at Hooters in Santa Monica. It was at Hooters that Holly first began hearing about the legendary parties thrown at the nearby Play..boy Mansion. Holly liked what she heard and was delighted when one of Hugh Hefner's friends put her on a Mansion party list after spotting her at a Hawaiian Tropic Event. The event, as Holly recalls, was the Midsummer Night's Dream party, a bacchanal feast for the senses that routinely attracts some of the biggest names in Hollywood.

"I attended with a few of my girlfriends from Hooters," Holly says. "We explored the place (which looked amazing!) and saw lots of celebrities and centerfolds. I was most excited to meet Hef, Seth Green from the Austin Powers movies and Heather Kozar, one of my favorite Play..mates."

In 2001, after a year of frequenting Mansion events, Holly finally had the chance to sit down with Hef and was delighted to find out just how much the two of them had in common. "We love to do the same things," she says. "We love to watch the same old movies and go out to the same places and hang out with the same people and it was just a great match."

holly madison is hugh's roomie

One week and one date later, she was calling the Mansion "home" after being invited to become one of Hef's seven girlfriends. The 80-year-old swinger must have been impressed with his latest addition, because he soon whittled his gorgeous harem down to just Holly and fellow Oregonian Bridget Marquardt. More importantly, Hef's thinning of the herd promoted Holly to the role of "number one girlfriend," a position that entitled her to share a room with the Play..boy founder.

Since joining Hef's life, Holly has participated in the regular routine of Play..mate activities. She has been a mainstay at Mansion events, she's taken part in Play..boy trips and she's even started appearing on television. In 2002, she showed off the Mansion on MTV's Cribs, and in 2003, she made appearances on the reality show The Surreal Life and Snoop Dogg's short-lived sketch comedy series Doggy Fizzle Televizzle.

2004 gave Holly even more face time as she dropped by The Sharon Osbourne Show and made cameos on The Bernie Mac Show and Viva la Bam. It was 2005, however, that proved to be her breakthrough year. Holly spent the year starring on E! Entertainment's The Girls Next Door along with Bridget and Hef's latest addition, Kendra Wilkinson. The top-rated reality show presents viewers with an intimate glimpse of the girls' every day lives. "Sometimes it's a pain in the butt to have cameras following me 24/7," she admits, "but the show has led to opportunities I have only dreamed of!"

holly madison appears in entourage

Those opportunities included appearances on HBO's Entourage, Curb Your Enthusiasm and The Tyra Banks Show. 2005 also marked Holly's first official appearance in Play..boy, as she, Bridget and Kendra appeared in a special The Girls Next Door pictorial for the November issue. Before that time, Holly had only appeared in the magazine in candid party pics.

Despite her dream-like existence, Holly claims to have both feet planted firmly on the ground and is now studying real estate at UCLA. So where does she see herself in five years' time? "I see myself alone with Hef," she confesses. "Not that I don't necessarily want other people around. I'm a people person, so having Bridget and Kendra living here is great. But do I like him having other girlfriends? No. I know that I'm his number one girl, but I think he needs to get rid of the extra girls."