I can definitely see Ash getting both Rowlet and Pikipek since he got three flying types in Kalos. Even though he had three flying types, they didn't all look like birds. Talonflame was like a regular bird, Hawlucha was a bipedal humanoid, and Noivern was a dragon. Perhaps Pikipek will remain as regular bird and focus on physical attacks while Rowlet could end up as something like a griffin in its final evolution and focus on special attacks.
Also, I can see Iwanko having a shot on Ash's team. If I'm not mistaken, it's the first mammal based rock type Pokemon since nearly every other rock types are based on... rocks. Before Ash got the mammal based Buizel and Oshawott, all of his water types have been based on reptiles and crustaceans.
As for a possibility of having a second starter, I would have to go with Popplio. If not, then some other water type since there'll be plenty. I can't see them giving Ash only the water starter two regions in a row. I can't picture Ash with a Litten at all, but perhaps with a male companion since we just had a fire starter with a female companion. Same with Nekkoara and Yungoos. He never travels with pure normal types.
As for Grubbin, I can see it going to Jesse. It's a bug type, which she's had several of before. Plus, since it loves electricity so much, Jesse might catch it to help steal Pikachu.
Also, I can see Iwanko having a shot on Ash's team. If I'm not mistaken, it's the first mammal based rock type Pokemon since nearly every other rock types are based on... rocks. Before Ash got the mammal based Buizel and Oshawott, all of his water types have been based on reptiles and crustaceans.
As for a possibility of having a second starter, I would have to go with Popplio. If not, then some other water type since there'll be plenty. I can't see them giving Ash only the water starter two regions in a row. I can't picture Ash with a Litten at all, but perhaps with a male companion since we just had a fire starter with a female companion. Same with Nekkoara and Yungoos. He never travels with pure normal types.
As for Grubbin, I can see it going to Jesse. It's a bug type, which she's had several of before. Plus, since it loves electricity so much, Jesse might catch it to help steal Pikachu.
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