As we all know by now, Brad Pitt popped the question for the third time. First it was Gwyneth Paltrow in 1997. Then he got down on one knee in front of Jennifer Aniston in 1999. Now it’s Angelina Jolie, the mom of his six children. So, who received the better ring from Pitt?
We’ll toss out Gwyneth Paltrow. This competition comes down to the former Friends star in Aniston and the do-good actress, Jolie.
For Aniston’s multi-level, swirl-design sparkler, he tapped Silvia Damiani; for Jolie’s giant emerald-cut stone, he worked with their long-time jeweler and friend, Robert Procop. Back in 1999, Aniston’s ring, which she debuted during a Sting concert in NYC, was estimated to be worth around $500,000; jewelry expert Michael O’Connor quoted Jolie’s ring to be somewhere around $250,000.
Has 48 year old Pitt gotten a bit more conservative when it comes down to the price tag?
So what do you think? Here’s Jennifer’s former ring:

And here is Angelina’s elongated tablet shape emerald cut ring:



















