1 of 6
Wherever Hugh Hefner went, Mary O'Connor was close behind, including helping him ring in the holidays in 2010 with a Christmas celebration at the Playboy Mansion. "We loved her more than words could say," Hef said of his longstanding secretary, who passed away Jan. 27.
2 of 6
3 of 6
ONE OF THE GIRLS
Her appearances on The Girls Next Door often saw O'Connor providing advice and guidance to the show's stars, Bridget Marquardt and Holly Madison, whom she joined at the Derby alongside Hef, his brother Keith and artist LeRoy Neiman. "She was so giving and helpful to so many and has left a legacy of wonderful friendships, memories and so much more," Madison told PEOPLE.
4 of 6
SOME BUNNY LOVES YOU
O'Connor and Crystal Harris, who married Hef at the start of this year, looked ready for an Easter parade as they celebrated the holiday in 2010. "Just got news that Mary was the most Googled person today," the newlywed wrote on Twitter the day after O'Connor's passing. "Proof of how much people care. Love you Mary!"
5 of 6
THE WEDDING BELLE
Though Harris may not have known O'Connor as long as some of the other mansion's bunnies did, the pair – seen here with Hef at a 2010 garden party – were extremely close. "So lucky and grateful to have had Mary as my maid of honor at our recent wedding," Harris Tweeted.
6 of 6
Bethenny Frankel Reunites with Eric Stonestreet on Modern Family Set
Milo Ventimiglia Who? Mandy Moore Shares Flashback Photo of 'the First Milo in My Life'
George Clooney Pays Touching Tribute to Pregnant Wife Amal While Bringing Down the House at French Awards: 'Love Trumps Hate'
To the Slopes! The Best Royal Ski Trip Moments from Over the Years
Did You Even Know These Celebs Were Friends?