The White House Gang
The White House Gang was led by Theodore Roosevelt’s youngest son Quentin. TR described him as the ringleader and added it was ideal place for a roly-poly, happy-go-lucky boy destined to have a future in doing absolutely nothing except swim and loaf with his friends. The gang included Charley Taft the son of the future President and Supreme Court Justice William Howard Taft. Quentin and Charlie used to ride on the top of the White House elevator.
One day they fired spitballs on the portrait of Andrew Jackson. Three hit his forehead, two his ears and one right in the middle of his nose. After that stunt TR kicked them out of the White House for a week.
Quentin liked to climb a Magnolia tree outside his mother's window and decorate the branches with stolen government red tape. One snowfall Quentin hid above the North Portico and rolled snowballs down onto the White House Secret Service.
During one sleep over the gang was in the middle of a pillow fight when they heard steps coming down the White House Hall. They turned off the light and when the door opened, they attacked knocking the intruder to floor where a screen promptly fell on the body.
When they turned on the light, they saw it was the President flat on his back in full evening attire. TR stood up, replaced the screen and then laughed his way back down the hall to rejoin the party. From that point on TR was an official member of the gang.
