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Though there have been plenty of high-profile relationships that began on The Bachelor, Colton Underwood and Cassie Randolph were certainly one of the most popular couples in the franchise. Prior to Underwood coming out as gay, the pair courted on the reality TV show. Though Randolph self-eliminated during fantasy suite week, Underwood wasn’t willing to let her go without a fight. Rather than pursue a relationship with Tayshia Adams or Hannah Godwin, he jumped a fence, broke things off with the remaining women, and went after Randolph.

Colton Underwood and Cassie Randolph pose together on the red carpet at the CMA Awards
Colton Underwood and Cassie Randolph | Taylor Hill/Getty Images

Though Randolph and Underwood didn’t get engaged, they did date exclusively for a year and a half following their stint on The Bachelor. Randolph’s family even helped nurse the former footballer back to health after he contracted COVID-19. However, things got pretty messy after they split up.

Colton Underwood apologizes to Cassie Randolph for the way their relationship ended on GMA

Though both Underwood and Randolph remained fairly tight-lipped about their split, shockwaves were sent through Bachelor Nation when Randolph filed a restraining order against Underwood. The order alleged that Underwood was stalking and harassing her and accused the former football player of putting a tracking device on her car. Later on, The Bachelor alum would go on to apologize to Randolph publicly and she would request to drop the police investigation against him.

Underwood apologized to his ex-girlfriend once more in a recent interview with Robin Roberts on Good Morning America. “I would like to say sorry for how things ended,” he shared. “I messed up, I made a lot of bad choices.” Underwood also revealed that he was in love with Randolph, which only made the knowledge that he was gay that much more confusing.

‘The Bachelor’ alum loved everything about Randolph even though he is a gay man

“If I’m being very honest, I loved everything about her,” Underwood shared about Randolph. “And it’s hard for me to articulate exactly what my emotions were, and going through that relationship with her was, because I obviously had an internal fight going on. I would just say that I’m sorry from the bottom of my heart. I’m sorry for any pain and emotional stress I caused. I wish it wouldn’t have happened the way it did. I wish that I would have been courageous enough to fix myself before I broke anybody else.”

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But Randolph wasn’t the only woman from The Bachelor franchise that Underwood felt compelled to apologize to. He also extended an apology to the other women who competed on his season. However, he does credit both the women and the TV show for helping him find the courage to finally come out as a gay man.

Underwood credits ‘The Bachelor’ franchise for helping him come out

“I do think I could have handled it better, I’ll say that,” Underwood shared about his experience on The Bachelor. “I just wish I wouldn’t have dragged people into my own mess of figuring out who I was. I genuinely mean that but also at the same time I can say I’m sorry to all of those women, I can also say thank you, because without them and without The Bachelor franchise, I don’t know if this would have ever come out.”