Mary O’Connor was Hugh Hefner’s secretary for over 40 years, and unofficially served as a “house mother” to the women of the Playboy Mansion throughout her time. We’re discussing Mary’s early life and career at Playboy, her presentation on Girls Next Door, and her role as confidante and friend to the women. Plus, the controversy: the allegations of what her job truly entailed, and where her ultimate loyalties lied. Could Mary have been truly a friend to the women that were vulnerable to a system that she was responsible for maintaining?
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Time stamps:
00:14 Early career at Playboy
01:04 Youth and romantic relationships, Captain Bob
02:15 Mansion staff on Mary
02:51 Girls Next Door
03:36 Controversy, Loyalty to Hugh Hefner
05:32 My takes and questions
06:22 Friendships
07:17 Passing and memorial
Watch…Women of Playboy/Girls Next Door Laura Diez hosts guest conversations and shares stories and pop culture history…on SloppBoxx.Com.

















































I met Mary several times and she was always very gracious to me I worked for a magazine publisher who was friends with Hefner so I had the opportunity to visit the Mansion several times. It was quite an experience but I never forgot how kind Mary was to me. She was always very professional too.
Love to hear this! Thanks for sharing! <3
Is this your only channel or do or did you have one about cosmetic procedures?
This is my only channel! Don’t know a thing about cosmetic procedures
@lauraediez I thought you were Lorry Hill.
Whether she enabled bad behavior or not she sounds like a dedicated loyal friend employee confident.
Crazy that they’re 1 year apart in age and passed 1 year apart 😮
When thinking about women like Mary, I think you have to put into perspective that while yes she could tell these women about all of the predatory problems that come with the industry they’re getting into but she also knows from overtime that they don’t care the glitz and glam of Playboy is more lowering
So I can either voice my concerns to these models and then have them go back to Hugh and then my power and access is limited and I can’t protect them at all
Or I can let adults be adults and always be a comforting ear whenever you’re ready to come to me
I think that is a good point! Everyone coming into a job at the playboy mansion (Mary or models alike) presumably have some idea of what is going on – not necessarily the full extent of HH’s abuse, but at the minimum there is some awareness that there are unsavory parts to the job
Sweet lady on the outside but a pig on the inside. She knew what was going on.
sick sick so sad
I never trusted Mary. I suspect she was not a girls girl. She was Hef’s side kick and if I was a woman I would have never trusted opening up with her like holly always did. You know Mary went straight to her no matter how much she was asked to stay silent.
Stacey Burke has made several statements that she does not feel like Mary liked her at all and was not close
Those comments have seemed to specify they were not close towards the end of Mary’s life! Not that they never had a good relationship. Stacy has commented here too and did not make that correction.
I’ve always wanted to know more about her, so thank you!
I love Stacy Burke! I’ve been watching her channel for years now
Blows my mind that Hefner just got away with it all
Reminds me of somebody else who’s in the news daily.
finding out Mary and captain bob are buried together has me on a chokehold. you can feel their love for each other when depicted together on the show
She was sweet and kind but also product of her time.
Mary O’Connor was a wolf in sheep’s clothing.
She was portrayed as the sweet mother hen, but she was Hef’s partner in crime and orchestrated where the bodies were buried…so to speak.