Okay then, RaptorRuler, you get Wad the Sewaddle, who must be caught as a Sewaddle. Wad is a big wad of leaves and Sewaddle, so Wad must always hold an Iron Ball, and must know and keep String Shot. Wad cannot attack a pokemon unless Wad has used String Shot at least once on that pokemon. To evolve, Wad must know and have known a whole Wad of 10 moves of 10 different types, and soloed at least 1 different pokemon within 5 levels of Wad with only that move and String Shot.
When Wad evolves, Wad has a huge weight of being in Wad's lowest form, and now thinks he is a flying type. Rename Wad Cindy, in honor of my first flying type(who I subsequently discovered was a guy and renamed Sam, which can be used if Wad is a guy). Cindy can not hold an item, as it would way Cindy down, unless you can get rid of it right away(Turn 1 of a trainer/major battle in which Cindy is in battle). Cindy must forget String Shot immediatly, because as a flying type, he/she is extremely fast. To prove to Cindy she is not a flying type and is a grass/bug type, have her solo 10 flying types, followed by 20 grass and 20 bug types. After that is complete, Cindy realizes Cindy must prove that even as a now grass/bug type, Cindy is SUPER STRONG!!! So, solo any gym leader after Clay, being hit super effectively at least once and tanking it.
When Cindy/Sam evolves, he/she realizes he/she has all the weight of her teammates on his/her shoulders, so rename him/her Autumn. Autumn loves color, and so must have moves with types in which the sprites have 4 different colors, otherwise meaning have moves of four different types. Autumn must also show everyone the power of color, so Autumn must solo a pokemon of every color, and a seperate pokemon of every type, in which one of the two must be completely trainer-owned. He/she must also solo all of a gym except the leader, and do so without going back to the pokemon center more than one time before defeating all the trainers. Autumn also must carry one move of each type, and cannot have any boosting moves, to prove even further versatility to teammates. Finally, he/she must never be the lowest leveled member of your team, and should, if you can, have Cindy/Sam be the highest leveled member of your team before he/she evolves.
Good luck, and I should be updating my competitive RU scramble tomorrow or Monday!!