This is probably embarassing, but I love the moments when Ash dresses up. Still an Ash-a-holic, but seriously. I loved the orange island episode where Ash dressed up as the apple. In another, he wore a Pokemon suit (not sure which anymore), and when he cross dresses, it's cute too~! xD;
Also, any touching moments where they stick in a random song.
Pikachu's Goodbye
Do I Hear A Ralts?
Erm, the one where Misty and Brock leave... I forget the title. <3
The songs just seem to give the episode more meaning for me. It makes me pay attention~
Oh~ those moments are what make Pokemon so cute!