Love at First Chat? Gabby Windey and Robby Hoffman's Relationship Timeline, Explained

Fans who dwell in Bachelor Nation first met Gabby Windey on The Bachelor, vying for the heart of Clayton Echard. Interestingly enough, she already had a connection to Bachelor Nation, as she dated former Bachelorette Season 13 contestant Dean Unglert while they were both in college. Gabby made it all the way to the finals before the final rose was given to Susie Evans. Gabby, alongside Rachel Recchia, was chosen to be The Bachelorette for Season 19. In the end, she got engaged to Erich Schwer.

The relationship between Gabby and Erich did not last long. It seems there is a The Dancing with the Stars curse that purports any cast member of either franchise who decides to do DWTS right after leaving the show engaged breaks up, and Gabby took her rose back from Erich.

Now, however, Gabby has found love once again, and this time seems like it may go the distance. Gabby and Robby Hoffman fell in love fast after their first meeting. Here is a breakdown of Gabby and Robby's relationship.

Robby and Gabby met by chance in spring 2023 at the bar and connected almost instantly. Robby said that the friend Gabby showed up with actually gave her the eye first. "This [lesbian], like me, started to look at me, and I thought [she would] maybe hit on me, like another 'butch-y type [person].' I’m not gay like that, but she was there with Gabby,” Robby said. “So, I go, ‘Never mind you. Who’s this?’ And she said it’s The Bachelor something, and I go, ‘The Bachelor’s gay?’”

Robby did not leave the bar without Gabby's number, and they made a date almost immediately. As things began to progress between the two of them, love blossomed. Robby said, “I fell deeply in love... I knew 13 days in.” The couple went public in August 2023, and it was beyond obvious just how much these two love each other. It's difficult to find a photo of them together where they aren't touching. On Gabby's podcast, they discussed their relationship, and Gabby said Robby makes her feel seen.

In an April 2024 interview with the Bachelor Nation website, Gabby and Robby talked about their relationship. Robby proudly said, "I got the final rose. People wondering what [a queer Bachelorette is] going to look like... and this is it." While they plan on living together, Robby mentions their pets as the reason it hasn't happened, to which Gabby added, "I think that’s the one thing she’s clinging onto to make excuses!" Here's hoping they finally figured out how to move their respective fur babies.