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After the Supreme Court’s decision legalizing same-sex marriage in Obergefell v. Hodges, one would believe that the disparity in the treatment of same-sex versus opposite-sex couples under the law would cease. Yet a series of decisions by New York state courts examining the rights of same-sex couples after the end of their relationships have had unforeseen consequences. These decisions have impacted the areas of estate planning, equitable distribution of property, and parental rights relating to the custody and visitation of the couple’s children. The purpose of this article is to analyze these court rulings and provide guidance to avoid both unexpected and unintended outcomes.