Battle Of The Bling: Which Engagement Ring Was Better?

Jennifer Aniston vs. Angelina Jolie

Brad Pitt proposed to Jennifer Aniston in 1999, and married a year later. Brad PItt co-designed the ring with Silvia Damiani and was rumored to cost $500,000. The ring was designed to symbolize eternity, which was obviously not lasting since the couple divorced in 2005. [Photos via, via] - - - Brad Pitt and Angelina Jolie began dating in 2005 (suspiciously close to the divorce of Brad and Jen). After 7 years of dating and countless children, Pitt presented Jolie with an emerald cut diamond, set on a diamond band. With no knowledge about carat count, it is difficult to estimate the price of the ring. Many believe the ring cost 250,000. [Photos via, via]