Drudge is good at hiding who he really is...
Drudge: I Do Not Love Sex With Men
Drudge has never been said to particularly relish his homosexuality or embrace it; in fact his gay romantic/sexual side has been described (when alleged) as conflicted and awkward.
David Brock, the former right-wing writer, wrote in his memoir Blinded by the Right about a scary date in which Drudge, after bringing Brock flowers and navigating the Santa Monica gay strip like a pro, stepped on a competing suitors foot really hard (in Drudges purported words) in a nightclub to scare him away from Brock.
Alec Baldwin stated that Drudge made an advance on him in an ABC Studios hallway, a proposition that had kind of a creepy quality to it.
Drudge denied he was gay to the Miami New Times in 2001, even as he launched into a disquisition on (as the New Times put it) the reigning DJ king of gay circuit parties and summarized his nightlife thusly: I go to straight bars, I go to gay bars.
I think you raise a good point.
This guy has some issues.
I have probably read most of the same things about him that you have, there is not that much to read.
Personally,I think that he is not only conflicted sexually but politically conflicted as well.
In what I have seen on website in the last week, it looks like that he is just not strong enough to say no to Coulter and Briebart.