Watching Slam Dunk:
I've watched the whole series before way back when but it brings old memories back. I just finished watching the first 3 episodes. Of how Sakuragi always gets dumped by girls and finally meets the one for him. He meets the basketball super rookie Rukawa and even has a one on one showdown with the highschool basketball captain in front of the whole school! He somewhat prevails in this handicap one on one and now is on the basketball team, learning basketball day by day where later he considers himself to be the rebound king.
Slam Dunk has the kind of comedy that no current anime has right now. This is my third time watching and it's still hilarious! You should try it out.