Ever since Kristin Cavallari made her debut on MTV's Laguna Beach in 2004, her drama-filled love life has constantly kept fans entertained. And even though she spent a decade of her life with the same man, Kristin Cavallari's relationship history is more complicated than you may realize. (Remember her tumultuous romance with Justin Bobby on The Hills? Yeah, that never actually happened.) As the star of three different reality TV shows, many of Cavallari's past romances (both real and fake) have been manipulated for maximum drama, but I've got the scoop on what actually happened behind the scenes.
From Cavallari's first major relationship with her high school sweetheart, Stephen Colletti, to her latest secretive romance with comedian Jeff Dye, Cavallari's dating history is definitely anything but boring. However, following her April 2020 divorce from Jay Cutler, it seems Cavallari is focused on herself at the moment. "I'm proud for making this decision," she told People in September 2020. "It wore at me every single day for years. I feel like my whole world is opening up now because of it, and I'm just feeling the best I've felt in a really long time."
Let's revisit all of Cavallari's past flames over the years, shall we?