12.Christina Ricci & Owen Benjamin

Christina Ricci has been widely credited for the dark characters that she has portrayed in films. So, when she started dating comedian Owen Benjamin, mouths dropped. The couple met during the filming of All’s Faire in Love, which they co-starred in. Ricci is best known for her role as Wednesday in the 1991 film The Addams Family and its sequel in 1993 Addams Family Values. Her other acting credit come from her work in Casper, Sleepy Hollow, and Speed Racer.

Owen, on the other hand, has been featured in a supporting roles in the film The House Bunny and the sitcom Sullivan & Son. In 2008, the couple announced their engagement after almost four months of dating. Unfortunately, two months later they have decided to end things for good. They have since lived separate lives and have reportedly remained friends.