Why wont you try sitting next to America's Most Wanted for singing like sad orphans singing Christmas Carols!
AND! Add up the cost of games that Ill buy for a psp than for jailbreaking apps for an iPod
Lots more money.... yeah...
You can listen to music on a PSP.
And at least the PSP games are fun.
Phantasy Star Portable 2, $39.99, found in PS Store
Dissidia Final Fantasy, I see it in stores for about $10, I got it on clearance for $1, not found in PS Store.
Plus all those thousands of stupid minigames you will only find on the iPod. On the PSP/PS3, called Minis, range from about $2 to $6.
Plus, playing apps wont take you away from sad orphans singing Christmas carols.
Edit: Forgot that one monster hunter game, $20 on PS Store. Never played it myself but only heard good things about it.