My Little Pony: Friendship is Magic
Featuring Bubble Berry! (still not 100% sold on that name)
Pinkie wears skirts/dresses in Spring and Fall and Shorts/Pants in Summer and Winter
Pinkie's friends with everypony so it wouldn't be that different with Berry. I'm not sure if a romantic interest WOULD ever bloom between the two or they'd just resign themselves to be together forever with their mutual love of partying.
Pinkie Pie (and BB) belong to