Peter Weber’s Courting Historical past: From Madison Prewett to Brook Sill

Former Bachelor contestant Peter Weber might need lastly met The One.

The fact star shared a candy picture of himself with Brook Sill through Instagram in June 2025, revealing that the pair have been formally an merchandise. Weber had beforehand confirmed he’s concerned with somebody particular when he appeared on an episode of iHeartRadio’s “The Ben & Ashley I. Virtually Well-known” podcast earlier that month.

Weber’s love life has been of curiosity since he appeared on The Bachelorette throughout the present’s fifteenth season. (He later grew to become season 24’s Bachelor, the place he proposed to Hannah Ann Sluss. He finally ended the connection and moved on with runner-up Madison Prewett, however they rapidly parted methods.)

Followers have been interested in who Weber is (and isn’t) seeing ever since. Maintain scrolling for a take a look at the fact star’s courting historical past:

Calee Lutes

Lutes and Weber have been in a “very critical” lengthy distance relationship after assembly on a courting app in 2018 till Weber unexpectedly ended issues earlier than Christmas later that yr.

Whereas chatting with Leisure Tonight in July 2019, Lutes defined, “Two days earlier than Christmas, we FaceTimed and he mentioned that we should always finish our relationship earlier than it acquired much more critical. He didn’t actually have a motive why. I used to be devastated and utterly blindsided.” She thought he might need met another person and checked out his Instagram following — as an alternative, she discovered a producer for The Bachelorette.

Weber additionally deleted each hint of Lutes from his social media. When she noticed he was a part of the group of contestants for the present in March 2019, issues clicked.

“He informed me he liked me for the primary time in October,” Lutes recalled to ET. “He needed me to maneuver out to L.A. to be with him, and he needed us to get an house collectively.”

Hannah Brown

Brown and Weber met throughout the fifteenth season of The Bachelorette however Brown finally despatched Weber packing. The pair allegedly linked again up in February 2020 and had intercourse — which was the identical span of time throughout which Weber was filming his personal season of The Bachelor.

Brown detailed the alleged scenario in her memoir, God Bless This Mess.

“Telling that story, I believe it simply actually provides an sincere and susceptible account of what was type of occurring in my life,” Brown completely informed Us Weekly about together with the February 2020 hookup within the e-book. “There’s this buildup that type of occurs, you realize, after which my brother has the overdose and the stuff with the quarantine crew. It was, like, this excellent storm that sadly there have been some errors and all that, however [it] led me to getting the assistance that I wanted. So I believe that story actually was vital. And I believe it’s relatable. I imply, possibly not the dad and mom’ home, however it’s positively an indication of creating a poor determination whenever you’re hurting. And I believe numerous women can relate to that.”

Brown and Weber’s relationship, from first assembly on The Bachelorette to their remaining break-up, spanned 2019 to April 2020, when Brown confirmed she was single.

Madison Prewett

Prewett and Weber met whereas filming the twenty fourth season of The Bachelor — Prewett acquired the primary one-on-one date with Weber when the present started. She additionally met his household quickly after the pair have been first launched.

“I’ve to confess, he looks like he’s in awe of you and that makes me completely satisfied as a result of I actually such as you,” Peter’s mother, Barbara Weber, mentioned to Madison after their assembly.

Whereas filming Prewett informed Peter that she wasn’t positive if she might proceed a relationship with him if he slept with different girls within the present’s fantasy suites. She caught to her conviction, and when Weber admitted he had been “intimate” with different girls, Prewett walked out of their date.

In the end, Prewett informed Peter she didn’t assume their values aligned and left the present. He proposed to contestant Hannah Ann Sluss. When Prewett and Peter met again up on the reunion present, they tried to this point once more — however that short-lived relationship ended two days afterward March 12, 2020.

Hannah Ann Sluss

Sluss and Peter acquired engaged throughout the finale of the twenty fourth season of The Bachelor, which taped in November 2019. Nevertheless, their love was short-lived, as Peter informed Sluss he nonetheless had emotions for ex Madison Prewett solely two months later. The pair broke up in January 2020, however the present’s followers didn’t see it occur till the next March.

“All I’ve ever requested for is somebody to provide me my entire coronary heart like I’m giving to them,” Sluss informed Peter throughout their break up. “You took away from me my first engagement. You took that away from me as a result of I trusted you, and that’s what you continued to ask me to do.”

Kelley Flanagan

Flanagan and Peter additionally met throughout the twenty fourth season of The Bachelor, the place Flanagan finally got here in fifth place. The pair introduced they have been courting in Could 2020 however ended issues in December of the identical yr. They picked again up in August 2022 however broke up once more in April 2023.

Flanagan and Peter have been noticed collectively at Coachella in 2025.

Brook Sill

Peter introduced he was courting actress Brook Sill through Instagram in June 2025. “Well worth the wait 😊,” The Traitors alum captioned the put up. Weber tagged Sill, who appeared on Stranger Issues, in each the caption and the picture itself.

Whereas talking on an episode of iHeartRadio’s “The Ben & Ashley I. Virtually Well-known” podcast earlier that month, Peter mentioned he met a particular somebody after he left New York and moved again to Los Angeles.

“I used to be in New York for the final 4 years, and I, you realize, [ex-girlfriend Kelley Flanagan] and I had gone again on-and-off a bit of bit throughout that point, however majority of it was all single, and you realize, I at all times needed a relationship. It’s no secret, clearly, however you realize I used to be by no means going to be somebody to pressure something,” Peter defined. He mentioned he and Sill met the primary day he moved again to the town.