Desert Punk and Junko, from the Desertpunk Anime Series.
Its funny as hell. The arrogant hero is addicted to riches, violence, pain... and Junko's boobs.
Check out the clips at youtube:[link]
In this clip, Punk [Kanta] and Junko are locked in a prison cell, and he's striving to get laid... doesn't exactly work out for him.