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Messiest Bachelor Nation Breakups: From Andi Dorfman and Josh Murray to Colton Underwood and Cassie Randolph

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While some Bachelor Nation couples quietly part ways after the final rose — and a handful of others actually make it down the aisle — other Bachelor, Bachelorette and Bachelor in Paradise duos make headlines for weeks following their decision to call it quits.Season 23 Bachelor Colton Underwood and winner Cassie Randolph, for example, vowed to stay friends when they went public with their split in May 2020.

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