Not Updated For Current Season
The masteries shown here are not yet updated for the current season, the guide author needs to set up the new masteries. As such, they will be different than the masteries you see in-game.
I just wanna say that this is not a real build, it's just for the people who often aske: How do I get the highest Crit possible.
Of course for this challenge, you will need Tryndamere, just because, he's the King of Crit and get's a passive crit chance and a bonus crit damage and normal damage from his Bloodlust.
But just think about don't trying this in a normal game ;). I didn't tried it yet, but it will be a bit hard to complete.
So just go and have fun with Tryn.
The only thing you can take here are Critical Damage Runes of course, you'll get you CrC (Critical Chance) from your passive and the Infinity Edge. So just take Greater Mark/Seal/Quint/Glyph of Furor
The only things you should take are bonus CrC, bonus damage and bonus Critical Damage and your Havoc at Offense Tree the rest is just your choice.
Now let's buy some Items: The things you want are some CrC, Critical Damage and normal Damage. The Item, that gives most AD is the sword of the occult so get this one, after that go for Infinity Edge and then just go straight to your four bloodthirsters.
Hope you'll have fun with this guide and try it vs. some bots or even real enemies.
I just can't say you how high my best crit was, but I don't have any crit runes. I think you may could hit the 2000 Damage with this build.