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As John Harris of the Washington Post first reported in October 2006, Drudge has an unusually close relationship with a senior Romney strategist, Matt Rhodes

http://www.observer.com/2007/matt-drudge-crusading-against-mike-huckabee

Matt Drudge outed as gay by David Brock and Alec Baldwin, denies it but admits he goes to gay bars:

http://gawker.com/5200009/drudge-i-do-not-love-sex-with-men

Ann Coulter Named Honorary Chair Of GOProud, Republican gay group:

http://www.mediaite.com/online/ann-coulter-named-honorary-chair-of-goproud/

Romney Personally Issued Marriage Licenses to 189 Same-Sex Couples:

http://www.humanevents.com/article.php?id=48457

http://www.nytimes.com/2007/10/22/us/politics/22drudge.html?pagewanted=all

The early advantage on their side, in the view of several Republicans, seems to have gone to Mitt Romney, who hired the former Bush political aide who had been the central party’s prime point of contact with Mr. Drudge, Matthew Rhoades. His status was solidified after the 2004 election at a steakhouse dinner in Miami with Mr. Drudge, who for all his renown in politics is a somewhat spectral presence who rarely agrees to meet with political operatives or journalists and who did not respond to requests for an interview for this article.

(snip)

Senior aides in the Bush war room, run by Steve Schmidt, a veteran Republican communications aide, insisted on vetting any information to be fed to Mr. Drudge so as not to annoy and overwhelm him with items he might find unworthy. And, these officials said, when the approval was given, the main point of contact was usually the Bush aide who was closest to Mr. Drudge, J. Timothy Griffin, now a consultant to the campaign of Fred D. Thompson, the former Republican senator from Tennessee.

(snip)

Before Mr. Griffin left politics to work as a military lawyer in 2005, he had a dinner with Mr. Drudge and Mr. Rhoades to solidify Mr. Rhoades’s new place as the main Drudge Report contact for the central party. That dinner was first reported in the book “The Way to Win,” by Mark Halperin and John F. Harris, published last year.

As the Bush political team dispersed among the Republican candidates this year, some of Mr. Rhoades’s former colleagues came to regret his special relationship with Mr. Drudge. Former aides to Mr. McCain said in interviews that they had cursed Mr. Rhoades’s name daily this year as Mr. Drudge ran a series of photographs making Mr. McCain look old and other items, like one wrongly raising the possibility that a bump he took to the head in Iraq was cancer.