Shortly after Tony and Anna DiMera tied the knot, tragedy struck again. Tony was presumed dead, and his body was missing. This left Anna as the prime suspect in his alleged death. Tony was eventually discovered to be alive and was later revealed to be held hostage by Claud Van Zandt. However, Tony and Anna didn't get their happily ever after upon his return to Salem. Soon after his homecoming, he was blackmailed by Emma Donovan and forced to divorce Anna. Tony later left Salem without Anna. However, there was a huge twist. Tony had actually been kidnapped by his father, Stefano DiMera, and was being held on a deserted island. For the next 22 years, Tony was impersonated by his doppelganger Andre DiMera unbeknownst to the people of Salem or the fans.
During that time, Andre posed as Tony as he worked with Stefano and caused plenty of trouble in Salem. However, in 2007, Anna found Tony with the help of John Black and Marlena Evans. Tony returned to Salem to confront Stefano and Andre. Anna and Tony also admitted that they still loved one another and rekindled their romance.
However, Tony's focus on business and his friendship with Kate Roberts left Anna feeling jealous and neglected. Despite a rough patch, Tony and Anna worked through their issues and remarried in 2008.
