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Originally written on Larry Brown Sports  |  Last updated 10/20/14

Via Larry Brown Sports:

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.

5 Comments:
  • Glad to see Cutler is still as classy as ever..................
  • How much more obvious could this get? He doesn't love you...get over it.
  • And she accepted? I'm not sure who's the bigger idiot here. Either she doesn't think alot of herself, he doesn't think alot of her or a little of both. Popping the question doesn't have to be accompanied by a fireworks display, but it should have a little more consideration than a trip to the grocery store. If Kristin and Jay actually get married, I'll be shocked. I'm hoping she comes to her senses before then!
  • Hey Kristin! Jay cut and ran the first time you two were engaged, what makes you think he won't do it again? Mail the ring back to him,and then go out and find a real man that will not only propose to you in person, but will actually make it down the aisle with you! How desperate can you be already?!
  • What a LOSER!!! Someone needs to tell Ms. Quitler to strap on some BIG BOY BOOTS and start acting somewhat like a mature man would.
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