CORAL GABLES (LALATE) – When Oscar De La Hoya crossdressing photos hit online in 2007, Oscar De La Hoya was set to fight Floyd Mayweather in a rematch. But the fight never happened. Why? Oscar De La Hoya initially called the crossdressing photos fake, asserting they were doctored through Photoshop. This week, Oscar De La Hoya admits that he did in fact wear women’s clothing for pictures taken in 2007. But now questions remain unanswered what really happened to the planned largest fight of the time, the rematch of Oscar De La Hoya vs Floyd Mayweather.
After the pictures surfaced, Mayweather surprised the boxing world with his then “retirement”. Months later, in 2008, Oscar De La Hoya announced his own retirement. Now questions remain whether a mixture of substance abuse, alcohol consumption, and the scandal pictures prompted Oscar’s retirement at the time.
Oscar De La Hoya in a news statement in April of 2009 said that he was retiring because he couldn’t perform at the top of his game anymore and felt it wouldn’t be fair to his fans. But he didn’t specify then what was hurting his condition. “When I can’t compete at my highest level, it’s not fair — to me, [or] my fans.” He now tells news that he has battled alcohol and substance abuse.
But at the same time he was battling lies about his pictures he claimed were fake. Milana Dravnel had sold the pictures for $70,000. In the months before the rematch fight, Dravnel detailed the partying antics of the boxer.
She said De La Hoya had a crossdressing name “Goldie”. “I thought he was cute. I liked him. We had fun,” she told news in 2007. Reportedly the boxer and her met at Scores’ private room, where de la Hoya picked slender Milana from 7 other girls. Thereafter, she claims she saw him twice a month.
She told news at the time De la Hoya, as Goldie, allegedly did an impersonation of Liza Minnelli. “It was for laughs. I don’t think there is anything wrong with it. I don’t believe he’s gay.” Yet she says she was in love.
“I was in love… I think he was afraid … It’s not that I did it out of revenge. I did it out of being hurt… Like when you break up with someone and they don’t treat you rightfully, you just don’t look out for their best interests.”
In June 2008, De La Hoya’s lawyer issued a scathing statement against Dravnel. “Oscar’s always claimed the photos were false,” said the boxer’s lawyer, Judd Burstein. “We had experts conclude that they were doctored. She was facing very large damages and so she agreed to drop the case. … The case would have been dismissed anyway.”
The original De La Hoya Mayweather fight grossed $120M U.S., breaking the Mike Tyson and Evander Holyfield’s record set in 1997 and Lennox Lewis Tyson fight of 2002.