Get unlimited digital access to $0.99 for 4 weeks.

'Rich Girls'

An early entry in the "reality rich" category, this MTV 2003 reality show focused on Tommy Hilfiger's daughter Ally (pictured) and her best friend, Jaime Gleicher, whose father was the founder of a multimillion-dollar luggage company. The rich besties were filmed trolling Manhattan with their...

Henry S. Dziekan III / Getty Images