Gotta go with the second set.  More smiles, and all older Jake.  Which is not to say the younger Jake is anything to shake a stick at, but the older he gets, the better he gets.  He needed to get well into his 20s, I think, to fully grow into that spectacular face.
Besides, the second one cracked me up.  It's right up there with the "Pretty Fly For A White Guy" one for being just plain silly.  And silly is always good.