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Most challening fingerstyle songs

No other songs would kill your hands more than Maiden's "Caught Somewhere in Time." I can play "Rime of the Ancient Mariner" from the beginning to the end without taking a break:-) However, I can not play the verse and chorus of "Caught Somewhere in Time" for more than 1 minute.
 
The ones that kill me aren't the fast technical tunes, but rather the tunes with a single, repeating bass figure that I play over and over again for an entire 4 to 10 minute period. Chameleon is like that, also a Diggable Planets tune called "Pacifics" that we sometimes do. There's nothing challenging about the lick, but playing it over and over and over and over again makes my left hand want to fall off of my arm.

I've played some like that...like "Funky Good Time" in F on a 4-string for 5 minutes while the singer talks to the audience.
 
No other songs would kill your hands more than Maiden's "Caught Somewhere in Time." I can play "Rime of the Ancient Mariner" from the beginning to the end without taking a break:-) However, I can not play the verse and chorus of "Caught Somewhere in Time" for more than 1 minute.

no joke. i stopped trying that track.
 
This guy gives me the most trouble.. Might have a lot to do with the fact I dont have a fretless yet.

But how can the fact that you don't yet own a fretless make the fingerplaying harder? If you're not used to playing fretless it will probably be harder to play than a fretted. Maybe you just meant the sound, but since we're talking about finger-picking I assumed that was what you meant.

However you can get a jaco-sound without a fretted with some mid-range, a bit of treble and bass and stuff. And good fingerpicking, of course. (I'm a Swede, and I'm not that good at music sound-terms and effects in English, so if I just made a fool of myself it's because of that...)
 
But how can the fact that you don't yet own a fretless make the fingerplaying harder? If you're not used to playing fretless it will probably be harder to play than a fretted. Maybe you just meant the sound, but since we're talking about finger-picking I assumed that was what you meant.

However you can get a jaco-sound without a fretted with some mid-range, a bit of treble and bass and stuff. And good fingerpicking, of course. (I'm a Swede, and I'm not that good at music sound-terms and effects in English, so if I just made a fool of myself it's because of that...)

No excuse. I went to school with you Swedes at MI and you spoke better English than I did! ;)