Colton Underwood Addresses Relationship With Ex Cassie Randolph After Restraining Order

The former Bachelor star opens up about the aftermath of their breakup and his personal struggles at the time.

Published on Feb. 27, 2026

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Colton Underwood revealed that he has no contact with his ex-girlfriend Cassie Randolph after she filed a restraining order against him in 2020. Underwood said he would be open to answering any questions from Randolph or her family, but he is in no position to reach out himself. The former Bachelor star also discussed his state of mind during that difficult period, admitting he was struggling with his mental health and prescription medication use.

Why it matters

Underwood's personal life and relationship with Randolph made headlines when she filed a restraining order, alleging he was stalking and harassing her. This incident shed light on the challenges reality TV stars can face in the public eye and the importance of mental health support.

The details

Underwood revealed that he has had no contact with Randolph since the restraining order was filed in 2020. He said he would be open to answering any questions she or her family may have, but he is not in a position to reach out himself. Underwood also opened up about his state of mind at the time, saying he was "fully convinced" that Randolph would be his "last straight" relationship and that he was struggling with suicidal thoughts and prescription medication use.

  • The restraining order against Underwood was filed in September 2020.
  • The case was dropped in November 2020.
  • Underwood came out as gay the following year.

The players

Colton Underwood

A former Bachelor star who was in a relationship with Cassie Randolph.

Cassie Randolph

Underwood's ex-girlfriend who filed a restraining order against him in 2020.

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What they’re saying

“I have no contact. If she ever did reach out or want to reach out, I would be open to answering any questions that her or her family would have for me.”

— Colton Underwood, Former Bachelor star (Vanity Fair)

“It was 2020. It was, as people remember, COVID. I was fully convinced that she was gonna be my last straight … like, I was going to have to either kill myself or come out. That's just transparently, like, where my mindset was.”

— Colton Underwood, Former Bachelor star (Vanity Fair)

What’s next

Underwood is now married to husband Jordan C. Brown, with whom he shares a 17-month-old son. Randolph, meanwhile, tied the knot with Brighton Reinhardt last year.

The takeaway

Underwood's story highlights the personal struggles reality TV stars can face in the public eye and the importance of mental health support. His openness about his challenges during that time can help destigmatize discussions around mental health and the difficulties of navigating high-profile relationships.