In my humble opinion and limited knowledge of fairly recent TT history the (fastest) men ever to grace the mountain course are Hailwood,Hislop,D,Jeffries,and current King M.Dunlop.
And for me personaly thats what counts the most,i know you have to be in it to win it and all that.
These 4 on the starting line in there prime at the same time would be something. For me at least these four stand out just bit more than the rest.
But there are lots more that are only a fraction away.
And i would put MD at the top of this shortlist,he really is something else.
The fantastic TT races! the race full of the could have! should have! and only if! and would have!

Still thee best race in the world.