Jay Cutler And Kristin Cavallari
The NFL star now stars with The Hills alum on their own E! reality show, Very Cavallari. It follows them navigate Cavallari’s business ventures with Uncommon James, her jewelry store, Cutler’s retirement, and life together with their three kids. They’re now “couple goals,” but they actually had a rough start in 2009…
Jay Cutler And Kristin Cavallari
Cavallari shared on A Drink With, the web series, that Cutler asked her out on a date through his publicist. She said, “I didn’t know who he was! I had to Google him. I was in the middle of filming The Hills so I was like, ‘I don’t want a boyfriend in Chicago,’ and I passed on it.” A year later, the two met at a preseason game of the Chicago Bears – a more organic way of meeting. They also were engaged twice in 2011 prior to welcoming their first baby in 2012 and finally getting married in 2013.