Jessie, (born August 28, 1887) the middle daughter of Woodrow and Ellen Wilson, had always been lauded for her unique beauty. However, she was more than just a pretty face. Always aware of injustices, Jessie (along with her sisters), insisted that her father favor women’s suffrage and she continued to remain active in women’s rights until her death. She was even approached to run for Senator of Massachusetts because of her reputation as politically aware and a champion of social issues. She became secretary of the Massachusetts Democratic State Committee instead. Highly educated for a women of her time, Jessie studied, like her sister Margaret, at Goucher College and at Princeton University, where she earned a Phi Beta Kappa key for her academic accomplishments. She was married to Francis B. Sayre at the White House in 1914 (before her mother’s death), to much press hoopla. At the time of Wilson's death in 1924, the couple was living in Siam (now Thailand) where Francis was working as an advisor on international law at the Royal Court of Siam. Jessie died in January of 1933 following complications from surgery. She left behind three children. Photo courtesy of the Library of Congress.