Underwood and Cassie Randolph briefly split during the fantasy suites episode of The Bachelor season 23, but the former NFL player sent home both Tayshia Adams and Hannah Godwin to fight for the speech pathologist’s affection. Randolph and Underwood confirmed they were together during the finale.
In May 2020, the couple announced via Instagram that they had decided to split, but will remain friends. Two months, later, their breakup turned messy after Cassie made an appearance on The Bachelor: The Greatest Seasons — Ever. Colton, for his part, expressed concern that she wasn’t honoring their plan to keep their breakup private, while Cassie accused him of being hypocritical as he planned to write a new chapter of his book about their split. By September 2020, the twosome were on even worse terms when Cassie filed a restraining order against Colton, accusing him of stalking and harassing her via text messages.
A judge extended the restraining order to November 6, 2020, after their first hearing, but Cassie later dropped the charges.
Colton came out as gay in April 2021 during an interview on Good Morning America. In February 2022, he announced his engagement to Jordan C. Brown, whom he started dating in summer 2021.Back to top