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Reading: Robby Hoffman Reveals Biggest Roadblock During Early Days of Gabby Windey Romance: ‘Not Trusting’
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The Hollywood Ear > News > Robby Hoffman Reveals Biggest Roadblock During Early Days of Gabby Windey Romance: ‘Not Trusting’
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Robby Hoffman Reveals Biggest Roadblock During Early Days of Gabby Windey Romance: ‘Not Trusting’

News Room By News Room May 20, 2026
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Gabby Windey navigated a bit of a roadblock with now-wife Robby Hoffman during the early days of their relationship.

“It was feeling fast for her. So we pulled back, but she was also not trusting,” Hoffman, 36, said during her Wednesday, May 20, appearance on the “Call Her Daddy” podcast. “In a healthy relationship or good relationship, ideally, you work through your stuff with the person. You realize why you are the way you are.”

Windey, 35, was experiencing this, trying to trust Hoffman while dealing with issues from her past.

“She wasn’t able to trust it. But as we committed more and more, she always felt like she actually enjoyed the commitment,” Hoffman explained. “When we moved in, she was like, ‘Oh, my God, I really trust that you love me. I really feel better.’”

The comedian continued, “Every step that we did to more commitment, which would seem that she was like pulling back … I would never push or whatever, she would then feel 10 times close. When we got married, she even said, she’s like, ‘I really trust that you love me.’”

Hoffman understood that Windey was “coming from” her own past.

“In the beginning, she was sometimes afraid to say a feeling that she had because if she spoke up as a child sometimes — she could speak more to this. I hate to share her stuff,” Hoffman added. “She wouldn’t even say something even as small as that bothered her because she would think that it’s, like, a fight. She would think that I wouldn’t love her.”

Hoffman added, “She’s so used to, if she brought up problems as a kid, it was a problem with her.”

When that was revealed in their relationship, Hoffman and Windey helped “heal each other” by working through their respective baggage.

“We’re not solving each other’s problems nor is it our responsibility,” Hoffman added. “They just are healing together.”

Windey confirmed in August 2023 that she and Hoffman were dating, one year after starring as a season 19 co-Bachelorette. The couple surprised fans in early 2025 by revealing that they had gotten married.

Hoffman said during Wednesday’s podcast episode that she was worried about the Bachelor Nation “mob” when Windey took their relationship public — and simultaneously came out as queer. However, she was “embraced” by the fandom.

“Everyone is just tremendous to me and to Gab. So it went really well,” she said. “It went amazing, and people have been, again, it’s like, I hate to say it, but people have been so good to us.”

Read the full article here

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