Celebrity engagements are always heartwarming, so when Debby Ryan and Josh Dun announced their engagement in December 2018, we were thrilled! The 25-year-old star of Insatiable has been on and off with the Twenty-One Pilots drummer since 2013, and they seem happier together than ever. The couple don't seem in any rush to get to the altar, instead just enjoying their time together and supporting each other's creative and professional endeavors. Although they've been linked romantically for six years, their relationship hasn't been all smooth sailing. Keep reading for a complete timeline of the important moments in their relationship!