Name some songs you think Negan would sing along to enthusiastically!

I think he’d love: Take It Easy – the Eagles

“I’ve got seven women on my mind, 

Four that wanna own me, 

Two that wanna stone me, 

One says she’s a friend of mine! ”

The Joker – Steve Miller band

Do It Again – Steely Dan

Love Shack – b52’s

Feel Like Makin’ Love – Bad Company

I can definitely see him singing those songs so loudly! And as addition to your headcanon, I can really imagine him humming or singing at the top of his voice in the shower or when he’s cooking and stirring in a pot with spaghetti, just to splash the sauce accidentally everywhere when he’s getting too much into it.