He doesn't have it quite so easy in the manga as the anime has been making it appear. There's a considerable amount of material they skipped with Satsuki. She didn't like him very much for the majority of the volume she first appears in as a major character.
They're skipping a lot of the development with MOST of the girls. It's kinda sad to see a great manga compressed so severely in its anime form.
I was kinda excited when I heard there would be an anime of Ichigo, but after seeing how much they are skipping over and around, I don't think I'm going to watch it anymore. Now I'm hoping the series doesn't bring attention to the manga for licensing, because that would be a bigger loss than the anime.