March 27, 2008 - Michael Buckner/Getty Images Entertainment more pics like this »
Prev 15 of 29 Next
Bijou Phillips And Danny Masterson
Length of Engagement: 2.5 years

The pair began dating in 2005 after meeting at a celebrity poker tournament in Las Vegas, and were together for four years before getting engaged in 2009.

They had set plans to marry in Iceland a year later, but after the Eyjafjallajokull volcano erupted, they had to change their itinerary. With busy acting schedules, it took them two more years to nail down a date, and they eventually got married in a private castle in Tipperary, Ireland in 2011.