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My first level 100 was the first Pokémon I ever got. My Emboar from Pokemon Black. She's (yes, I got a femaale without even SRing once) pretty poorly trained though, and her stats are pretty bad. Meh. Nothing I can do about it.
Actually, I have yet to level up a single pokémon to lv 100! I guess I don't keep playing much after I've beaten the last boss of the game, and you didn't need pokémon in the 80's to beat Red in GSC if I remember correctly.
My first level 100 was Aipom in pokemon gold. I headbutted trees for hours trying to find him, and when i did, immediately discarded my starter in preference of Aipom
My first LV 10 was Jynx in Red but then I froze it and it went down to 97, and I never got it back up. Also that's my only LV 100 I've ever had that I trained.
My first ever was also with my first ever pokemon game: Dialga on Diamond. I was horrible at the game: I had to have dialga at 95 before i could beat the league. Then i started a new game, but not before trading my dialga temporarily to a friend's game. Then i retraded it to my game. Then i got 5 rare candies and got it to level 100 :D
My first lvl 100 was my started on Red. I picked Charmander purely because it was the cover Pokemon and therefore I figured it would be the best.
It was actually in that same run that I got my first team of 6 at lvl 100. My ultimate team was Charizard, Starmie, Dragonite, Pinsir, Electabuzz and Mewtwo.
The best thing is that I've still got my original Gameboy with that save file still on my game :D
My first level 100 was CHICTOR the Blaziken. I still have her. :) She knows Fire Blast, Sky Uppercut, Toxic, and Mirror Move. Not a terrible moveset for a 12 year old. ...I think I was 12 when I got her to 100, anyway. lol
The very first level 100 pokemon for me was Pikachu on Yellow version and then Vanilluxe on Black (He evened out well for starting off as a horrible Vanillish)
It was a Togekiss which I had trained from the Togepi you obtain in FireRed :3~
I love it to pieces! I've had so many memories with it, so you could say I trained it the most. I still often use it on my team, xD;;
Mine was my beloved Camerupt Bessie I believe or my Sceptile Ares. Either way they were both total tanks. In Ruby, there was not much to do for me after the game was done so I farmed the heck out of the elite four and the rest got there too I believe. Even Relicanth, can never forget about my Rocky {XD}