After reassuring their fans and followers that they would remain friends after their second breakup in February 2019, via People, Ryan Seacrest and Shayna Taylor reunited yet again that summer. By September, after a romantic getaway aboard a yacht in Positano, Italy, it was confirmed that they were back on. Following the reconciliation, Seacrest opened up about their "roller coaster" relationship on "Live!"
"I just want to say, happy third anniversary to Shayna," he said. "It is our third time together. So we've gotten together, broken up, gotten together, broken up. This is number three of being together. So we're celebrating as well."
"Listen, nothing's perfect," Seacrest added. "You just keep trying until you get it right." Unfortunately, Seacrest and Taylor ultimately could not "get it right," and in June 2020, his representative confirmed their split. "Ryan and Shayna decided to end their romantic relationship amicably some time ago," the rep said. "They remain good friends, each other's biggest supporters and will always cherish their time together as a couple."
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