Some interesting origins.
Meaning: Someone who looks in the windows of people's homes.
From the legend of Lady Godiva, who rode naked through the streets of Coventry in order to get her husband, Lord Leofric, to reduce taxes. She requested that the citizens stay inside and close their shutters while she rode. Everyone did "except the town tailor, Tom, who peeped throught the shutters."
Meaning: A prostitute.
Although occasionally used before the Civil War, its widespread popularity can probably be traced to General Joseph Hooker, a Union soldier who was well-known for the liquor and whores in his camp. He was ultimately demoted and Washington prostitutes were jokingly referred to as "Hooker's Division."