#13: Bridget Moynahan: The Beginning (2004-2006)

Tom Brady and actress Bridget Moynahan began dating in 2004, forming one of the most high-profile couples. With Brady establishing himself as one of the NFL’s most promising quarterbacks and Moynahan being a successful actress, they were a glamorous pair frequently seen at events and on red carpets.

They maintained a relatively private romance, balancing their demanding careers while making time for each other. For two years, they were seen as a steady couple, with rumors swirling that they might take the next step toward marriage.