Board Thread:Questions and Answers/@comment-5691231-20121222050834/@comment-9624367-20121222055628

Yes but in

Adventure time: In the episode Too young, Princess bubblegum kisses finn

Regular show: In the episode Bad kiss, Mordicai kisses Margaret

Both of these episodes where in the 3rd season so i might be likely that gumball will kiss penny sometime in the 3rd season