Elizabeth Taylor ($8.8 million)
Elizabeth Taylor held the distinction of having one of the most expensive engagement rings. The actress, who was just as well known for her good looks as her acting roles, was married several times. However, it was her on-again, off-again marriage to Richard Burton that got her the most relationship-related attention in the media. The ring has a 33.19 carat IIa certified diamond, which means the stone is quite high caliber and has exceptional clarity. The large diamond is Asscher cut with a large cutlet facet. Taylor was photographed unapologetically showing off her ring, but we’re guessing most people would do the same if they received a ring that fancy.