With Selena, he had the iconic duet "We Don't Talk Anymore" (which became ironic since it seems like they don't actually talk anymore), and with Megan, they produced "Marvin Gaye".
Heck, they even made out on stage at the 2015 American Music Awards...
However, Charlie was asked the ultimate shady question when he appeared on The Late Late Show With James Corden during a game of "Spill Your Guts or Fill Your Guts."
James asked Charlie who is the better singer, Selena or Meghan.
Charlie was not about to answer this question, obviously, meaning he had to eat a grasshopper instead.
Charlie actually made it pretty clear that he has a very weak stomach and was legit gagging the while time. Honestly, same.
"I think I can do this, I just don't want to get the fandoms mad at me," he said before taking a bite of the insect. Ick.
We have some pretty big respect for him choosing to eat a bug over causing a potential feud between two of his friends. Good for you Puthinator.