Meghan Markle The prince and the pop star was small fry compared to the Harry/Meghan juggernaut currently taking over headlines. They were introduced by mutual friends when Harry was in Toronto in May to promote the 2017 Invictus Games, and they have been going strong ever since; they showed off their love at this year's Invictus Games in October and then announced their royal engagement in late November. Image Source: Getty / Andrew Toth