The contest may not yet exist, but you just know Ryan Seacrest would host it.''' March (later) 1998 -- Yeah, she stayed for all of spring training. Seriously, the man gives George Clooney a run for his money. In fact, his romantic life is almost as storied as the five-time World Series champion's baseball career.Unlike her previous two marriages, both of which featured big age differences (Tommy Mottola is nearly 20 years her senior; Nick Cannon is 10 years her junior), Packer is just three years older than the “Hero” singer.Aside from Packer’s age, we also know Mimi’s new fiancé is a father of three, who also happens to be a billionaire.When you are a legend in your sport, you get rewarded with millions of dollars - and a revolving door of hot girlfriends.
Jeter and Carey were the first high-profile pairing in a train of many for Jeter.June 1998 -- The romance crumbles under the harsh spotlight of unrelenting media scrutiny.Publicists on both sides give the standard-issue ''the media pressure got to them'' line.The relationship started when Jeter was a rookie for the Yankees, on the verge of winning his first World Championship.Carey was also at the top of her game, releasing the albums The current wife of Nick Lachey, Vanessa Minnillo formerly dated Jeter back in 2003.At the time Minnillo was hosting MTV's "Total Request Live" and was a former Miss Teen USA.