My most famous has to be Gordon Brown, 3 times. The best has been mentioned on here before, but I was a guest of Raith Rovers when Brown turned up in the board room, accompanied by bodyguards and by Jim Traynor of all people, who had been asked to write an article portraying the dour and unpopular PM as a normal football loving bloke. He's too serious and intellectual to be normal, but he genuinely loves football (Rovers and Scotland).
I found myself sat with them during the game, and when Steve Hislop came on to make his Rovers debut, I gave the PM a full appraisal of Hissy's (lack of) abilities. When I said "His career's been going downhill for years and he doesn't score many goals", quick as a flash Brown replied "He'll fit in well here then" and went up in my estimation. As it turned out Hissy sclaffed one in from 2 yards.
The centrepiece of Traynor's article was a close up photo in the main stand, of me sitting next to some scruffy bloke with bad dandruff.