I would really enjoy the 2nd gen, I almost bought one with the Offroad package but it had a rebuilt title and I'm pretty sure he snagged the rear axle out of it with the locker. :(
First gens can be had for around $8K, so I can buy it cash and have some money left over without a car payment. This way it will be $250-$300 cheaper each month!
Besides, if I like the first gen a lot, I can get a 2nd gen later on when I finish college. Plus I like round headlights, haha.
I have a few pics floating around here of the Jeep. Search under my name, they should be here still.