He is now considered the greatest Olympian of all time, but it was the gorgeous medal on his arm that has everyone talking. For months, there has been speculation about who Michael Phelps was dating. He put all rumors to rest by bringing his girlfriend Megan Rossee to a public event. She is a model/cocktail waitress (aren’t they always). She is absolutely gorgeous and just gives another reason for all men to hate him. Some guys really do have all the luck.