‘The Bachelor’: Peter Weber and Kelley Flanagan Celebrate the First Time They Met

When Peter Weber and Kelley Flanagan got together after The Bachelor, the 29-year-old claimed his new relationship was “serendipitous.” Now, fans finally understand why after Pilot Pete shared an Instagram post celebrating the first time he met Flanagan — and it had nothing to do with The Bachelor Season 24 premiere.

How did Peter Weber and Kelley Flanagan meet before ‘The Bachelor’?

Kelley Flanagan and Peter Weber meeting on night one of 'The Bachelor' 2020
Kelley Flanagan and Peter Weber on ‘The Bachelor’ | John Fleenor/ABC via Getty Images

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Weber may have been named The Bachelor lead on Sept. 17, 2019, but he actually met Flanagan a month earlier. Both parties happened to attend separate events at the same hotel on the same night. Flanagan went to a friend’s wedding. Meanwhile, Weber went to his 10-year high school reunion. And obviously, they hit it off.

“So Kelley met Peter prior to the taping of the show,” Bachelor Nation host Chris Harrison revealed when announcing Weber’s cast. “This is completely random, but they met at a hotel. They were both at for separate parties. She knew Peter and Peter obviously didn’t know her. She went up to him and they met and they both think this could be destiny.”

That said, Weber and Flanagan did not end up together on The Bachelor. The attorney was eliminated from the cast in week seven. Then Weber wrapped his season alone after saying goodbye to Madison Prewett and ending his engagement with Hannah Ann Sluss. 

Even so, Weber and Flanagan were spotted out together a few weeks after The Bachelor Season 24 finale. The couple confirmed their relationship in May 2020.

Peter Weber and Kelley Flanagan celebrate the night they met in Instagram posts

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On Aug. 18, Weber shared an Instagram post to celebrate the night he met Flanagan at the Four Seasons Hotel in Westlake Village, California. 

“A year ago today I met this one in a hotel lobby,” Weber wrote on the social media platform. “We danced the night away and then went our separate ways. I truly didn’t know if I’d see her again. This life is beautiful, beautiful. Let’s see what’s next.”

Weber’s post highlighted the former bachelor and his now-girlfriend dancing the hotel lobby with their friends. He also posted his first dance with Flanagan on The Bachelor, which happened at the same hotel. Then Weber shared a screenshot of Flanagan texting her best friend, Jackie, about meeting Weber. 

“I can’t believe this,” Flanagan wrote in the text. “I don’t understand what god is trying to say here. I have so much to tell you but  you cannot say a word to anyone.”

Weber’s post also received Barbara’s stamp of approval. On Instagram, she wrote, “I’ve said before and I will say it again…SERENDIPITY!!!!”

Meanwhile, Flanagan reminisced over her meet-cute with Weber in her Instagram Stories. “One year ago today was the wedding of my best friends that lead me to meeting @pilot_pete,” Flanagan wrote. 

How are Peter Weber and Kelley Flanagan doing now?

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It’s clear Flanagan and Weber are still going strong outside of The Bachelor bubble. Then during an interview with Bold TV, Weber explained why his relationship with Flanagan would’ve worked even without the ABC reality series.

“If she never came on, if I never did The Bachelor, we’re just two people that get each other,” Weber said. “We’re on the same level. We are extremely compatible. You can just tell we have this amazing support for each other.”

Nevertheless, it appears Weber and Flanagan are taking things slow with their relationship now.

“We’re not on a reality show anymore, we can take our time,” Flanagan told Entertainment Tonight. “We don’t need to rush anything … We’re happy and we’re living life.”

Weber also shared his next steps with Flanagan involve moving to New York City together. But overall, the couple is just ready for their next journey. So cheers to that.

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