Former Bachelor contestant Peter Weber might have finally met The One.
The reality star shared a sweet photo of himself with Brook Sill via Instagram in June 2025, revealing that the pair were officially an item. Weber had previously confirmed he is involved with someone special when he appeared on an episode of iHeartRadio’s “The Ben & Ashley I. Almost Famous” podcast earlier that month.
Weber’s love life has been of interest since he appeared on The Bachelorette during the show’s 15th season. (He later became season 24’s Bachelor, where he proposed to Hannah Ann Sluss. He ultimately ended the relationship and moved on with runner-up Madison Prewett, but they quickly parted ways.)
Fans have been curious about who Weber is (and is not) seeing ever since. Keep scrolling for a look at the reality star’s dating history:
Calee Lutes
Lutes and Weber were in a “very serious” long distance relationship after meeting on a dating app in 2018 until Weber unexpectedly ended things before Christmas later that year.
While speaking to Entertainment Tonight in July 2019, Lutes explained, “Two days before Christmas, we FaceTimed and he said that we should end our relationship before it got even more serious. He didn’t really have a reason why. I was devastated and completely blindsided.” She thought he might have met someone else and looked at his Instagram following — instead, she found a producer for The Bachelorette.
Weber also deleted every trace of Lutes from his social media. When she saw he was part of the group of contestants for the show in March 2019, things clicked.
“He told me he loved me for the first time in October,” Lutes recalled to ET. “He wanted me to move out to L.A. to be with him, and he wanted us to get an apartment together.”
Hannah Brown
Brown and Weber met during the 15th season of The Bachelorette but Brown ultimately sent Weber packing. The pair allegedly linked back up in February 2020 and had sex — which was the same span of time during which Weber was filming his own season of The Bachelor.
Brown detailed the alleged situation in her memoir, God Bless This Mess.
“Telling that story, I think it just really gives an honest and vulnerable account of what was kind of going on in my life,” Brown exclusively told Us Weekly about including the February 2020 hookup in the book. “There’s this buildup that kind of happens, you know, and then my brother has the overdose and the stuff with the quarantine crew. It was, like, this perfect storm that unfortunately there were some mistakes and all that, but [it] led me to getting the help that I needed. So I think that story really was important. And I think it’s relatable. I mean, maybe not the parents’ house, but it’s definitely a sign of making a poor decision when you’re hurting. And I think a lot of girls can relate to that.”
Brown and Weber’s relationship, from first meeting on The Bachelorette to their final break-up, spanned 2019 to April 2020, when Brown confirmed she was single.
Madison Prewett
Prewett and Weber met while filming the 24th season of The Bachelor — Prewett received the first one-on-one date with Weber when the show began. She also met his family soon after the pair were first introduced.
“I have to admit, he seems like he’s in awe of you and that makes me happy because I really like you,” Peter’s mom, Barbara Weber, said to Madison after their meeting.
While filming Prewett told Peter that she wasn’t sure if she could continue a relationship with him if he slept with other women in the show’s fantasy suites. She stuck to her conviction, and when Weber admitted he had been “intimate” with other women, Prewett walked out of their date.
Ultimately, Prewett told Peter she didn’t think their values aligned and left the show. He proposed to contestant Hannah Ann Sluss. When Prewett and Peter met back up at the reunion show, they attempted to date again — but that short-lived relationship ended two days later on March 12, 2020.
Hannah Ann Sluss
Sluss and Peter got engaged during the finale of the 24th season of The Bachelor, which taped in November 2019. However, their love was short-lived, as Peter told Sluss he still had feelings for ex Madison Prewett only two months later. The pair broke up in January 2020, but the show’s fans didn’t see it happen until the following March.
“All I’ve ever asked for is someone to give me my whole heart like I’m giving to them,” Sluss told Peter during their split. “You took away from me my first engagement. You took that away from me because I trusted you, and that’s what you continued to ask me to do.”
Kelley Flanagan
Flanagan and Peter also met during the 24th season of The Bachelor, where Flanagan ultimately came in fifth place. The pair announced they were dating in May 2020 but ended things in December of the same year. They picked back up in August 2022 but broke up again in April 2023.
Flanagan and Peter were spotted together at Coachella in 2025.
Brook Sill
Peter announced he was dating actress Brook Sill via Instagram in June 2025. “Worth the wait 😊,” The Traitors alum captioned the post. Weber tagged Sill, who appeared on Stranger Things, in both the caption and the image itself.
While speaking on an episode of iHeartRadio’s “The Ben & Ashley I. Almost Famous” podcast earlier that month, Peter said he met a special someone after he left New York and moved back to Los Angeles.
“I was in New York for the last four years, and I, you know, [ex-girlfriend Kelley Flanagan] and I had gone back on-and-off a little bit during that time, but majority of it was all single, and you know, I always wanted a relationship. It’s no secret, obviously, but you know I was never going to be someone to force anything,” Peter explained. He said he and Sill met the first day he moved back to the city.
Read the full article here
