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For me, the 4th gen followed by the 2nd gen, then 1st gen and a distant 10th place would be the goofy bug-eyed look of the 3rd gen...
Chrome headlights on a black truck have that bug eye look. I love my third gen. Best of both worlds in regards to not "too" computer controlled, but more modern than the 2nd gen.
If we're talking lifted trucks, I prefer 1st gen, then third, then second, then forth.
For Lowered trucks it goes, third gen, then forth, then second l, lastly first.
Stock trucks, I think 4th gen wins based on body lines, not insanely huge wheel wells compared to stock wheels, and front end looks.
3rd gen hands down, I had my choice of 1st, 2nd, 3rd, or 4th when I bought and have always loved the body lines of the 3rd. The most masculine to me with the bulging fender wells and integrated headlights into the bumper and the way the grille lifts with the hood, classic! "CAUTION, beat to hell photo being inserted"