Even before he began wooing a woman 30 years his junior, John Tyler had already endured a tumultuous start to his term as president. The former Virginia senator had been elected vice president as part of William Henry Harrison’s famed “Tippecanoe and Tyler Too” ticket, but had ascended to the presidency after Harrison’s sudden death in April 1841. Tyler was the first vice president in American history to succeed a deceased commander in chief, but his transition had been anything but smooth. Critics considered him a mere caretaker president—they even dubbed him “His Accidency”—and nearly every member of his cabinet resigned after he vetoed legislation to establish a new national bank. Tyler, a onetime Democrat who had joined the Whigs, was eventually cast aside by both parties. An even bigger blow followed in September 1842, when his wife Letitia died after suffering a stroke.
Tyler was racked by grief after the death of the First Lady, but it only took a few months before he became smitten with a charming new visitor to the White House. The object of his affection was Julia Gardiner, a wealthy New York socialite whose family owned a 3,300-acre island near East Hampton. At 22, Gardiner had a reputation as a vivacious, free-spirited woman. As a teenager in New York, she had secretly arranged to appear as a model in a lithograph advertisement for a Manhattan department store. The ad had proved shocking to her aristocratic parents, who promptly spirited her away on a tour of Europe. Nevertheless, the incident had earned her an alluring nickname: the “Rose of Long Island.”