omg, what is wrong with you???

 Maybe he is stuck in time? and this is the only game he has

resident evil 4 more then 30 times

Sonic Adventure 2: Battle- 10 times
Super Mario 64- 15 Times(maybe more, have lost count)
Zelda: OOT- 8 times

Hey, if you want to include Nightshade, my brother beat the final boss has to be over a hundred times now as Hotsuma. But that game has level select and he fights him for fun.

Nethack: 2 or 3 times

It's an incredibly sophisticated, but old fashioned, dungeon crawler with randomly generated levels. This is a must play game for everyone who has a computer new enough to play it (i.e. just about any computer made in the last 20 years). I've only beaten it 2 or 3 times because it is the most brilliantly sadistic game ever made. I've come so close to getting the Amulet of Yendor so many times only to die in some gruesome fashion (killed by a mumak, drowned by a giant eel, turned to stone by a cockatrice, turned into slime by a green slime). Every death can be avoided if you're properly prepared and think out your actions, but even knowing how to escape from every hazard it's difficult not to make a mistake.

RE 3 Nemesis, about 12 times (for all the epilogue files). I regret this, that game sucks.

whoa now thats alot

also probably halo like 30 times

pokemon red over 20 times

Resident evil 4 about 7 times.