you pretty much just described all of swifty's movies too.
On the topic of swifty, he is nothing special. He is an average player, carried to victory by his ridiculously overpowered class and teammates(imo: paid to boost him to 2200 for shoulders - Look at his 3s team, 2201 rating(shoulders require 2200), he's the only member and it's been inactive for weeks)
His videos consist of him(in his full vicious with T2 wep) destroying people literally in quest greens/blues, it's amazing how people think this guy is good.. don't even get me started on the Razer sponsorship.
Edit: Just for argument's sake, I went to the first vid on his channel, first fight, Well, I'll let the result's speak for themselves.
Go To 04:12
Druid Hunter
Yep, a 900 rated team with a 5 - 10 Win/Loss Ratio, Both player's BARELY in full blue pvp gear. Sure is skill.
The only reason he is sponsored is because he is 'entertaining' to watch for all the 'casual pvpers' to watch who don't quite understand the basics of the game. they think he's a god, however if you put him up against a legitimate 2k+ rated pvper, he'd get his ass handed to him, despite the gear.
As for the original topic:
Most Famous: Swifty(nobrainer)
Best Oldschool 'Celeb': Drakedog.
Without a doubt. This guy back in vanilla, had more skill than 99% of the players playing nowadays have managed. His ability to take on at times 5 players at once is extraordinary. Granted players back then weren't as skilled, and didn't trinket CC's, but the sheer amount of coordination he had in being able to fear one player, howl another, seduce a third, kiting/grenading a fourth whilst nuking the fifth would not be seen nowadays outside of the obvious proper pvpers(Reckful and co.)
Best Current 'Celeb': Reckful.(onoes, EU siding with US player, the world is ending ahhhhh).
I don't need to point out why, or even how in this case.. just go watch the movie, if you don't follow what's going on, then you really aren't in any position to call out my decision here.