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When I first went into HoF, none of my Pokémon were at level 100, unfortunately. The closest, though, would probably have to be Infernape. It was at level 87 at that time. Second would be Staraptor, who was at level 72.
Back when I was younger, I had a team with just legendaries. You know, the main trios of 3rd and 4th gens. Anyways, I probably went into the elite four 20 or so times before I transfered them to my Poke Walker.
That was the last time I saw them....
*sniff*
In Diamond and Pearl neither team had a Lv.100 but in Platinum I had an Infernape that leveled up to 100 during the Elite Four.
This was my first ever 'legit' Lv.100 the second being a Staraptor in Y :P
I've got both a level 100 hacked Spiritomb and hacked Magikarp in the Hall of Fame because, Wynaut? Other than that, I've had a fair few Pokemon in the 80+ range, but no others at 100 (and definitely not on my first run either- I think my highest was Empoleon at ~65).