Before she settled down, this Victorian-era celebutante enjoyed smoking (in public!), driving her car, and chewing gum. After flirting with men, sans chaperone, the 22-year-old daughter of Teddy Roosevelt married Republican congressman Nicholas Longworth at the White House without bridesmaids — she didn't want to compete with anyone for attention.
Alice Lee Roosevelt — Feb. 17, 1906
Source: Theodore Roosevelt Association
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