Cutler and Cavallari broke up in July 2011, but they got back together a few months later and they now have a child together. They still have not been married (as far as we know), but that is likely to change soon.
During an appearance on Barstool Sports’ KFC Radio last week, the Chicago Bears quarterback confirmed he mailed Cavallari the engagement ring the second time he proposed.
“Round two you can do it,” Cutler said of mailing the ring. “First time we were in Cabo. Did the whole thing on the knee, overlooking the sunset. The second time I think she had just left Chicago. We were at the airport talking about it. She’s like, ‘I want my ring.’ And I’m like, ‘I don’t have it. I guess I’ll just mail it to you.’ And she’s like, ‘perfect.’ That’s just kind of how it went down.”
Even though Cutler mailed the ring the second time, he says that’s not something you can do if you’re proposing for the first time.
“The first go at it? No, that’s not acceptable.”
Cutler also said on the show that he got off Twitter because of the negativity.
The good news is thanks to Cutler’s comments, he may have escaped being grouped with Roy Williams when it comes to horrific proposals. Cutler also improved his likability factor by going on the show.