Jackie Kennedy's Secret Confessions to Her Priest: The Hidden Heartaches of America's Beloved First Lady Revealed
Jackie Kennedy's secret confessions to her priest unveil the hidden heartaches of the beloved first lady.
May 2 2025, Published 6:30 a.m. ET
She was the epitome of grace, elegance and quiet strength.
Jacqueline Kennedy, America's beloved first lady, captivated the world with her poise, beauty and unwavering composure. But behind the polished smile and iconic style was a woman grappling with private heartaches, loneliness and suspicions she dared share with only one confidant – an elderly Irish priest, Father Joseph Leonard, RadarOnline.com can reveal.
Father Joseph Leonard became the sole confidant of Jacqueline Kennedy's most guarded truths.
"It's so good in a way to write all this down and get it off your chest – because I never do really talk about it with anyone – but poor you has to read it," she wrote.
In 1950, 21-year-old Kennedy traveled to Ireland and met Father Leonard, a kind, compassionate soul and a decorated World War II veteran, who saw beyond the socialite facade to the vulnerable heart beneath.
Over the next 14 years, her 33 letters – written in an easy, flowing style – became her sanctuary. To him, she poured out fears and confessions she never dared reveal to anyone.
She shed her armor, confessing her deepest doubts, her despair, and her search for faith amid the storms of life.
She always ended them with terms of endearment: "Bushels, barrels, carts & lorry loads of love to You – Jacqueline XXXOO."
She had to explain to Leonard that the Xs and Os "mean hugs & kisses" and told him: "Now you know what they mean so you don't have to reveal my indiscretions to other women."
In one 1952 letter, she revealed how she nearly didn't become Kennedy, writing that she was "so terribly much in love" with her then-fiancée, New York stockbroker John Husted.
But by July of the same year, she confessed another man had caught her eye.
"I think I'm in love with – and I think it would interest you, John Kennedy, he's the son of the ambassador to England, the second son, the oldest was killed. He's 35 and a congressman," she wrote.
"Maybe it will end very happily or maybe, since he's this old and set in his ways and cares so desperately about his career, he just won't want to give up that much time to extracurricular things like marrying."
John Husted nearly became Jackie's husband before then, Congressman John F. Kennedy captured her heart.
But he did ask her to marry him. She later told Leonard she had foreseen and already excused his infidelities by comparing them to her father, John "Black Jack" Bouvier.
Her parents had divorced when she was 10, but she was fiercely devoted to him. Her new husband has "so strong a personality – like his father [Joseph Kennedy], who has so overpowered Mrs. [Rose] Kennedy he doesn't even speak to her when she's around, and her only solace now is her religion ... I don't think Jack's mother is too bright.
She would rather say a rosary than read a book."
Later, she confessed her "frighteningly ambitious" husband is also like "my father loves the chase and is bored with the conquest – and once married, needs proof he's still attractive, so he flirts with other women and resents you. I saw how that nearly killed Mummy."
Her heartbreak deepened with the tragic loss of her stillborn daughter Arabella in 1956. The grief she masked with grace in public came pouring out in her private confessions. She wrote that she even grappled with her own belief in the Lord.
She revealed: "I am so bitter against God." But, she told Leonard, she could "see how sadness shared brings married people together."
She gave birth to daughter Caroline in 1957 and son John in 1960, but her son Patrick died at two days old, and her husband was assassinated three months later.
Joseph Kennedy's overbearing nature served as a warning for what Jackie feared in her own marriage.
Jack's death completely shattered her. In the aftermath of that horror, Jackie confessed: "I would have rather lost my life than lost Jack," she wrote on black-edged mourning paper. "God will have a bit of explaining to do to me if I ever see Him." "How can He let such cruelty happen?"
After the worst of her grief had passed, she had worked out a private consolation for his death, writing: "I think God must have taken Jack to show the world how lost we would be without him – but that is a strange way of thinking to me. I have to think there is a God, or I have no hope of ever finding Jack again."
Jackie never let the world see her deepest wounds. In public, she was stoic, regal, the perfect first lady. But in her letters, she was achingly human – a woman broken and mending, doubting and believing, falling and rising again.
Father Leonard died in 1964 at 87, and the letters were discovered in an old safe at All Hallows College in Dublin, where he had taught.
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Black Jack Bouvier's charm and flaws shaped his daughter's views on love, loyalty, and heartbreak.
They were quietly set for auction. Select individuals glimpsed the raw truth within them, but the identity of their current owner remains shrouded in secrecy. Which is for the best, said insiders, because Jackie valued privacy above all.
Her confessions were a testament to her inner world, one marked by profound love, unthinkable loss and a strength that defied the ages.
When Jacqueline Kennedy died in May 1994 at 64, an obituary described her as "a quintessentially private person, poised and glamorous but shy and aloof." She "never created an oral history," and "her silence about her past, especially about the Kennedy years and her marriage to the president, was always something of a mystery."
But her private confessions to Father Leonard – which revealed the depth of her darkest hopes, fears and pain, give people today a glimpse of the real woman beneath the public persona – resilient, heartbroken and fiercely human. The whereabouts of Father Leonard's letters to Jackie – if they still exist – have never been discovered.
