2005
The royal mom-to-be dipped her toes in Hollywood while attending several A-list events, including the Kari Feinstein Pre-Emmy Style Lounge in 2005. Prince Harry, on the other hand, was enjoying life as an occasional polo player.
2006
In 2006, Meghan had a stint in NBC's Deal or No Deal, and Prince Harry took part in the Trooping the Colour alongside his fellow officer cadets at the Royal Military Academy in Sandhurst, England.
2012-2013
Meghan was becoming a household name in Hollywood for her role as Rachel Zane in the television show Suits. In September 2012, Prince Harry served as an Apache Helicopter Pilot/Gunner with the Army Air Corps. He served for four months until January 2013.