Actress Alyssa Milano was one of the biggest stars of the '80s and '90s, so it's no surprise that she's had plenty of high-profile romances over the years. She dated retired NHL player Mayne McBean in 1990 before graduating to major league ball players a decade later. Milano dated Carl Pavano in 2003, Barry Zito in 2004 and Brad Penny in 2005 before settling down with talent agent David Bugliari in 2009.
