Peter Weber and Kelley Flanagan’s relationship has been unconventional from the start.
During the January 2020 premiere of season 24 of The Bachelor, fans learned that the attorney ran into the pilot at a hotel in Malibu in August 2019. “Kelley met Peter prior to the taping of the show,” Chris Harrison revealed in January 2020. “This is completely random but they met at a hotel they were both at for separate parties. She knew Peter — Peter obviously didn’t know her — she went up to him, and they met, and they both think this could be destiny.”
While their relationship didn’t work out on the show, the twosome ran into each other post-filming after Weber’s Bachelor relationships with Hannah Ann Sluss and Madison Prewett fell through.
Us Weekly broke the news in April 2020 that Weber and Flanagan were official, but the two later announced their split that New Year’s Eve. The two have rekindled and called things off multiple times in the years since.
Keep scrolling to see their full relationship timeline:
