Voting Station

Mary O'Connor

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Personal Assistant

The Resume

    (1932-January 27, 2013)
    Born in Chicago, Illinois
    Hugh Hefner's secretary
    Appeared frequently in the reality series 'The Girls Next Door'
    Died at 84 on January 27, 2013

Why she might be annoying:

    She worked as Hugh's secretary at the Playboy Mansion for over 40 years.
    She acted as den mother to the mansion playmates.
    She served as Maid of Honor at Hugh's wedding to Crystal Harris.

Why she might not be annoying:

    Over the decades working for Hefner, she developed a close personal bond with him.
    She held no negative judgment against her boss.
    Her job gave her a front-row seat to all of The Hef's shenanigans.
    Upon her passing, Hugh Hefner quoted 'We loved her more than words could say.'
    Jenny McCarthy referred to her as '[their] Angel in the House.'
    Holly Madison quoted 'She was so giving and helpful to so many and has left a legacy of wonderful friendships, memories and so much more.'
    She retained a dignified and regal front even as she attended the mansion's wild parties.
    Kendra Wilkinson remembered her for showing a sense of humor by wearing a shower cap at Wilkinson's baby shower while the fellow bunnies wore sexy get-ups.
    In the same blog entry, Wilkinson likened her to a therapist as she was able to talk to her about anything.

Credit: battyx3


Featured in the following Annoying Collections:

Year In Review:

    For 2024, as of last weekly ranking, Out of 2 Votes: 100% Annoying
    In 2023, Out of 6 Votes: 16.67% Annoying
    In 2022, Out of 5 Votes: 20.0% Annoying
    In 2021, Out of 13 Votes: 84.62% Annoying
    In 2020, Out of 4 Votes: 50.0% Annoying
    In 2019, Out of 2 Votes: 0% Annoying
    In 2018, Out of 1 Votes: 0% Annoying
    In 2017, Out of 2 Votes: 100% Annoying
    In 2016, Out of 4 Votes: 50.0% Annoying
    In 2015, Out of 5 Votes: 60.0% Annoying
    In 2014, Out of 10 Votes: 30.0% Annoying
    In 2013, Out of 146 Votes: 65.07% Annoying