In Pokemon Episode 18 "Beauty and the Beach," the female characters enter a beauty contest. Team Rocket enters as well with James wearing an outfit with inflatable boobs. As he and Jessie are talking to Misty, James says "Maybe when you're older, you'll have a chest like this!" while showing his cleavage to her. This is one of the few banned episodes in the Pokemon series.
~Sorry, skirt is the best they have. The lips are there because it looks likes he's doing a kissy face.