Joe DiMaggio and Marilyn Monroe’s brief but intense marriage left a lasting impact on both. Despite their public divorce in 1954, DiMaggio’s deep affection for Marilyn endured, particularly after her tragic death in 1962. He arranged for fresh red roses to be delivered to her grave three times a week for 20 years, a ritual that spoke to his undying love and sense of guilt over their troubled relationship.

Their love story began in 1952, when they met on a blind date, and their marriage in 1954 seemed like a dream come true. However, their differences soon led to conflict, especially with DiMaggio’s jealousy and difficulty handling Monroe’s rising fame. The famous subway grate scene from The Seven Year Itch marked the breaking point, leading to their divorce just months later, with Monroe citing “mental cruelty.”

Despite their separation, DiMaggio remained a constant in Monroe’s life, providing support during her personal struggles. After her death, DiMaggio took charge of her funeral, keeping it private and barring Hollywood figures, including Frank Sinatra and the Kennedys, from attending. His grief was profound, and he sent roses to her grave for years, deeply mourning the loss and feeling guilt for the failure of their marriage.

Joe DiMaggio never remarried and kept Marilyn’s memory alive. Before his death in 1999, he whispered that he would soon be reunited with her, reflecting his lasting love and regret.