11:55 PM EDT 05/24/2016
Originally posted 05/24/2016 11:50AM
After packing her bags and leaving the Playboy Mansion in 2008, Madison was ready to get back into the dating pool, but she feared that "outside judgment" about her past relationship would haunt her.
"I had just spent so many years living in fear of judgment and what other people think, and it was finally just letting go of that," Madison told PEOPLE Now. "It kind of set me free, so that was a big lesson."
Originally posted 05/20/2016 06:20PM
Playboy founder Hugh Hefner was deposed Wednesday in a sexual battery civil suit against embattled comedian Bill Cosby, according to a Los Angeles civil rights attorney.
Holly Madison Has 'Nothing to Say' to Kendra Wilkinson: 'I Don't Really Want to Play Those Games Anymore'
Originally posted 05/19/2016 01:05PM
Madison, 36, opened up about her feud with her former Girls Next Door costar – including Wilkinson's NSFW Twitter rant last week.
"There are so many inaccuracies in what she's saying," Madison tells PEOPLE Now. "I just feel like, you know, there's always going to be people who try and pull you back and are mad because you've changed and moved on."
Holly Madison Responds to Kendra Wilkinson's 'Gross' Twitter Rant Against Her: I've Faced 'Slut-Shaming' For Years
Originally posted 05/17/2016 04:20PM
Holly Madison says recent comments Kendra Wilkinson made about her sex life are the latest in a pattern of "slut-shaming" she's faced for years.
Kendra Wilkinson Says She Regrets 'Reacting Emotionally' to Holly Madison but Adds She's a 'Soldier' for Hugh Hefner
Originally posted 05/14/2016 09:55AM
Kendra Wilkinson may be feuding with former Girls Next Door costar Holly Madison, but don't expect her to drag ex-boyfriend Hugh Hefner into it!
Kendra Wilkinson Blasts Holly Madison in Shocking Rant: She Wasn't Living in Fear [Having Sex With Hugh Hefner] for a Paycheck
Originally posted 05/12/2016 12:55PM
In an exclusive interview for PEOPLE, Madison revealed that she was in constant fear while living at the Playboy Mansion with former boyfriend Hugh Hefner.
"I was trying to sell this image of 'Oh everything is so great here,' but I was miserable inside," she said. "There was so much competition among the other women. I learned not to confide in certain people. There was a lot of fear."
On Thursday, Wilkinson, 30, stopped by PEOPLE Now and blasted her former Girls Next Door costar and her new book The Vegas Diaries, which details Madison's journey after she left the Playboy world.
Originally posted 05/12/2016 08:25AM
Life at the Playboy Mansion may have seemed shiny and glamorous from the outside, but Holly Madison says that behind closed doors, it was far from it.
Holly Madison: Her Shame After Leaving Playboy, the 'Scarlet Letter' on Her Forehead and Fear She Wouldn't Find the One
Originally posted 05/11/2016 03:00PM
After seven years living in the Playboy Mansion with her former boyfriend Hugh Hefnerand his various other girlfriends, Holly Madison couldn't wait to start life on her own terms. But when she finally left the Mansion in 2008, she discovered her past would follow closely behind.
Originally posted 05/11/2016 11:10AM
There's still no love lost between Holly Madison and her former Girls Next Door co-star, Kendra Wilkinson.
Originally posted 05/11/2016 08:00AM
She's now a successful author and happy mother and wife, but for years Holly Madison was crippled by insecurities and private pain.
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