41. Conrad Hilton Takes a Cue From Paris
Then-seventeen-year-old Conrad-lil' bro of Paris and Nicky-crashed into a parked car after a night of (seriously, what else?) clubbing in Hollywood. According to TMZ, he was driving with wine bottles and medical marijuana in his vehicle. Hilton left the scene before cops arrived but stuck around long enough to dangle his wrist in front of a witness and say, "See this bracelet? It costs $11,000. I can pay for everything." But there was no need for him to attempt to pay off anybody-his dad, Rick, told TMZ that Conrad had crashed after trying to avoid hitting a dog in the road.