On Getting Engaged
In May 2017, Ryan got candid during an episode of his ABC talk show with cohost Kelly Ripa about why he has never popped the question to any of his former flames but has gotten close.
“I love the idea [of getting married],” he explained at the time. “I know you’re going to ask me of marriage because my parents have been married for 47 years, and so I have this thing … I figure the longer I wait, the older I’ll be, the closer to death I am, so I can get it in, and not screw it up.”
He began dating wellness influencer Shayna in 2013. The pair split for the first time the following year. They decided to give things another shot in 2016. They broke up briefly again in 2019 but rekindled things once more that year. He gave the model a special shout-out during an episode of Live in May 2020.
“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 No. 3 of being together. So we’re celebrating as well.”
The pair broke up for the third time in early 2020 after more than seven years of dating on and off.
“Ryan and Shayna decided to end their romantic relationship amicably some time ago,” a rep for Ryan told Us Weekly in June 2020. “They remain good friends, each other’s biggest supporters and will always cherish their time together as a couple.”
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Closer
