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Peter Weber Dating History: From Madison Prewett to Brook Sill


Explore Peter Weber's dating history from his 'Bachelor' days including relationships with Calee Lutes, Madison Prewett and new girlfriend Brook Sill

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. “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. “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.

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Madison Prewett

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