Legend of Zelda: Ocarina of Time
Legend of Zelda: Majora's Mask
Legend of Zelda: Wind Waker
Star Fox 64
Star Fox Adventures
Star Fox Assault
Enter The Matrix
The World Ends With You
Sonic Adventure 2: Battle
Sonic Adventure DX Director's Cut
Sonic Heroes
Shadow the Hedgehog
Tales of Symphonia
No More Heroes
House of the Dead: Overkill
Phoenix Wright: Ace Attorney
Phoenix Wright: Ace Attorney - Justice For All
Phoenix Wright: Ace Attorney - Trials and Tribulations
Apollo Justice: Ace Attorney
Ace Attorney Investigations: Miles Edgeworth
Pokemon Sapphire
Power Rangers (Gameboy game)
Castlevania: Dawn of Sorrow
Resident Evil 4
Resident Evil 5
Resident Evil: The Umbrella Chronicles
Sin & Punishment
Silent Hill: Shattered Memories (2 out of the 5 endings obtained, so it should still count...)
Sonic Unleashed (technically, I played the Wii version, then the PS3 version...)
999: Nine Hours, Nine Persons, Nine Doors (mainly because it NEEDS to be beaten at least twice; I ended up playing it six times)
Shadow of Destiny (this game needs to be beaten at least five times to even make sense)
Eternal Darkness: Sanity's Requiem (needs to be beaten three times for the true ending)
That's all that comes to mind at the moment, but I'll update this post when something comes to me. And yes, I replay Ace Attorney games. I use those games to practice my voice acting, believe it or not.