Ellen DeGeneres and Portia De Rossi – 16 Years

Talk show host, Ellen DeGeneres, and wife Portia De Rossi started dating after a fortuitous encounter at the 2004 VMAs. They were both in committed relationships, but they broke up with their respective partners and moved in together just weeks after that day.

Just like that, they felt that they were meant to be, and it seems they really were because 15 years later they are still going strong. In 2008, they wed at their Beverly Hills home, both wearing pieces from fashion designer Zac Posen. The couple also started a business together, flipping houses all over the L.A area.