"I was first to break the news about the death of Lady Diana. The CNN team couldn't get into makeup fast enough"

This quote suggests that Matt Drudge was able to report on the fatality of Lady Diana prior to the CNN team, suggesting that he was quicker and extra reliable in providing the news. The expression "couldn't get involved in makeup quick enough" may be an overestimation or a playful dig at the CNN group, suggesting that they were slow-moving to respond, perhaps due to fret about their look or their preparedness to provide the information.