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How I think of the middle evolutions in each generation:
Gen 1: Don't have a clear favourite
Gen 2: Probably Croconaw, although Bayleef is cute
Gen 3: I prefer Grovyle and Marshtomp over Combusken
Gen 4: Don't have a clear favourite
Gen 5: Difficult to choose between Servine and Dewott
Gen 6: Frogadier is my favourite here, followed by Braixen
Gen 7: Torracat is my favourite here
My favourite base form starters of each generation:
Gen 1: Love all of them
Gen 2: Totodile
Gen 3: Love all of them
Gen 4: Can't choose between Chimchar and Piplup
Gen 5: Snivy
Gen 6: Froakie
Gen 7: Litten
As for final evolutions:
Gen 1: Venusaur
Gen 2: Feraligatr
Gen 3: All of them
Gen 4: Probably Infernape
Gen 5: Serperior
Gen 6: Greninja
Gen 7: Incineroar
The way I see it, Typhlosion is kind of a Charizard wannabe. It has the exact same stat spread as Charizard, no secondary typing, and had to wait until Gen 4 to actually come out of Charizard's shadow.