Those rumors took off in earnest back in early May, just a few days after word came out about Cavallari’s divorce, when Henderson posted a photo of herself enjoying an adult beverage with an unidentified man, who fans felt could have been Cutler.
For those unaware, during Season 2 of Very Cavallari, speculation began that Kelly Henderson may have engaged in an affair with Jay Cutler.
Henderson then took several days to publicly deny that it was Cutler in the picture, which let those rumors run rampant for far longer, angering Cavallari and seemingly cementing the end of their friendship.