Charlie Sheen and Yung Lean ???

In 2016, the rapper and actor accidentally met and took a joint photo that later became iconic. Later, Jonathan shared:

We met when I was shooting for Calvin Klein. I asked him for a cigarette, we started smoking, and he was like, "Want to have a little drink?" I replied, "No, I don't want to drink now, I just woke up," and he said, "Okay." Then I thought, like, "Damn, I just upset Charlie Sheen," and said, "Hey, Charlie, we should go on a bender sometime!" to which Charlie happily replied, "That’s my boy! That’s my boy!"

via/Omanko