Hmmm i would have to say that .......
Jessie:
Wobbuffet: I Believe will stay in the group
Seviper: Will stay as long as there is no more snake pokemon
Yanmega: She just got it so i don't want it to go yet!!!
Smoochum: i think she will run into one and catch it but it has a Diva Personality and Jessie will have problems training it but will eventually start listening and win her a few contests but then will evolve and soon after may run into Benny and and Jessie will trade him for lickitung back.... if this happens it will evolve later on!!!
James:
Mime Jr. : I think Jame's will keep it around for a while
Carnivine: Will keep for a while
Cacnea: Maybe He will run into Gardenia again and she will give it back and probably evolve
Growlith: Maybe he will take growly on from his parents lol
it would be nice to finally see how strong it is!!!
I don't know why but i think Jame's should have a Magby lol maybe for a get away power house
......Also a shuppet I think he would like one!