Kristin Cavallari's fiance Jay Cutler proposed via text, sent engagement ring in mail Hills star Kristin Cavallari says she didn't put on her engagement ring for weeks after her fiance sent it to her in the post. THE Hills star Kristin Cavallari's quarterback fiance proposed via text and then sent her a ring in the mail. "It was so silly," the reality star told E! News about Bears quarterback Jay Cutler's not-so-romantic proposal. I was in the airport, leaving Chicago. We had just spent however many days together and we were texting and somehow it came up, like "Oh should we get married?" We're like, "Yeah, Ok." And then he sent my ring in the mail. So I actually had my ring sitting a home for a couple of weeks before I put it on. Their blase attitude could be because the pair - who had a baby son Camden Jack in August - have been down this road before. The couple broke off their first engagement back in 2011. Cavallari told E! News they'll get married this year and have already set a date and location, but was coy on details. "We know the colours, we have people booked...I'm hoping to keep it around 160," she said.