In 1950, then-Jacqueline Bouvier first met Leonard, a family friend, on a trip to Ireland. She met Leonard in person just one more time, in 1955, after she had married the then-U.S. Sen. John F. Kennedy of Massachusetts. She described it as a "fairytale visit."
She and the priest corresponded regularly until Leonard's death in 1964. She sometimes disclosed her innermost thoughts, but on other occasions, especially early on, was more lighthearted, discussing arts and literature and her personal life.
In one early letter, she said that Leonard, who was so different from the priests she had met in the U.S., helped renew her commitment to her Catholic faith.
"I terribly want to be a good Catholic now and I know it's all because of you," she wrote.
But in a letter dated January 1964, a few months after her husband's assassination, she appears to question that very faith and asks why God would take her husband. "I am so bitter against God," she wrote.
Additional excerpts from the letters:
— In her first letter to Leonard, after he had chaperoned her around Dublin, she said she was "miserable at leaving Ireland."
— Leonard also made the 1955 visit with Sen. Kennedy memorable. "You will never know how much our visit meant to both of us — of all the places we've ever been together that was — always will be — the best. And why? All because of one person whom there is no one else like on this earth — you."
— In a 1952 letter, she describes some of her early impressions about her future husband. "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."
— In a later letter she described his ambition and their courtship. "He hurt me terribly when he was campaigning and never called up for weeks. I think he was as much in love with me as he could be with anyone and now maybe he will want to get married because a senator needs a wife, but if he ever does ask me to marry him it will be for rather practical reasons — because his career is this driving thing with him."
— On marriage itself: "After a year, I love being married much more than I did even in the beginning." But she also expressed insecurities about the marriage, writing that her husband "loves the chase and is bored with conquest — and once married needs proof he's still attractive so flirts with other women and resents you."
— Jacqueline Kennedy struggled with the president's death. "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." She later added with a touch of humor: "God will have a bit of explaining to do to me if I ever see him."