This will be a bit tough to choose just five of my favorite songs in the entire series, but I'll give it a shot. These are my five favorite, but they aren't in any particular order.
1. FFIX: The town of Dali theme. Just such a peaceful, relaxing theme. When I hear it, it's hard to explain, but it just gives me this good feeling.
2. FFIV: Golbez, Clad in Darkness. I loved this theme when I first heard it and I still love it. It just sounds so badass and evil.
3. Multiple/All. The main prelude theme at the menu screen of most Final Fantasy games.
4. FFVII. Aeris' Theme. Just a touching melody. I liked how the song continued to play into the battle with Jenova after Sephiroth did you-know-what to you-know-who. It gave the whole battle a sad feel to it, which really set the whole mood just right.
5. FFIX: I don't know the name, but the song Dagger/Garnet sings from time to time throughout the game. Even if it's just going "La, la, la, la, la, la, la", it's still a touching song that just reaches the soul.
But yeah, love it.
I know I said Top Five, but an honorable mention to just one song couldn't hurt. That song being Sephiroth's Theme. The one that starts out quiet with the sound of a bell or something, then gets more sinister-sounding. Second best villain theme, next to Golbez's theme.
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