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Kristin Cavallari

Kristin Cavallari and Jay Cutler got engaged for the first time in April 2011. He proposed with a 5.2-carat diamond during a romantic Cabo getaway. Jay and Kristin later called off the nuptials but are currently reengaged and expecting their first child later this year.

Image Source: Getty
Read More Kristin CavallariJennifer GarnerReese WitherspoonJennifer AnistonWeddingKim KardashianAmber HeardLeighton MeesterEngagement RingsCelebrity Engagements
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And nails and teeth maching with the diamond.