Alex Rodriguez first made it to the New York tabloid scene when he and his then-wife, Cynthia Scurtis, hit a rough patch and he was accused of having a string of extramarital affairs -- at least one of them a stripper. She filed for divorce in 2008.
The Dominican slugger's alleged affair with Madonna was what broke up his marriage his five-year marriage to Cynthia Scurtis, tabloids widely reported at the time. Scurtis allegedly found a letter where A-Rod told Madonna: 'You are my true soulmate.'
"Almost Famous" actress Kate Hudson and Rodriguez reportedly dated for almost a year in 2008, but she reportedly grew jealous because he wouldn't get over his ex-squeeze, Madonna. Hudson would attend numerous New York Yankees games during the team's winning season that year.
The Yankee slugger and former WWE Diva dated for three years before breaking up in 2015.
A-list actress Cameron Diaz dated Rodriguez -- the two even famously fed each other popcorn during the Super Bowl -- but broke up after about a year, reportedly because he left her for professional wrestler Torrie Wilson. Diaz was reportedly heartbroken after the breakup.
The actress Demi Moore and A-Rod reportedly dated a few times in 2012.
Rodriguez was reportedly seeing "The Real Housewives of New York City" star Bethenny Frankel in 2009.
Alex Rodriguez has made countless headlines with his relationships with celebrity gossip fixtures.