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#pounditFriday, March 29, 2024

Jay Cutler mailed Kristin Cavallari her ring after they agreed to get married again

Jay Cutler and Kristin Cavallari have had somewhat of a bumpy ride over the past couple years, but all indications are that things are going well for the couple. They had a child in August and are planning a wedding for sometime this year. If you remember, Cutler and Cavallari broke off their engagement in July of 2011. They later reconciled and were back on again a few months later.

So how does a second engagement to the same person work? According to Cavallari, Cutler sent her ring to her in the mail as a re-proposal.

“It was so silly. I was in the airport, leaving Chicago,” she told E! News in an interview that will air in March. “We had just spent however many days together and we were texting and somehow it came up, like, ‘Oh, shall we get married?’ We’re like, ‘Yeah, OK.’ And then he sent my ring in the mail. So I actually had my ring sitting at home for a couple of weeks before I put it on.”

Risky move on Cutler’s part. As former Cowboys safety Roy Williams could tell you, sending a ring in the mail can be a risky operation. At least she got the package just fine and accepted the proposal for a second time. I guess if you can pull off the absentee proposal, more power to you.

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