Board Thread:General Discussion/@comment-26225812-20150707104315/@comment-7526254-20160512154432

By the time of Ella's wedding Regina already announced the curse, so Rumple probably knew that Ella's baby would not be born in time. He must have been planning ahead, so he would have leverage over Emma or Ashley 28 years later. The leverage could not have been specifically to help him find his son, as that would contradict earlier events of season 2.