You know, I used to headcanon that Jack Skellington only has one fear, what with him being the Master of Fright and all. And that fear was actually pretty cliche, I headcanoned that Jack was afraid of losing Sally. The one he loves the most. A headcanon that a good portion of the fandom can agree upon.
Nowadays, however, I realize that I was wrong.
Jack was never actually scared that he’d lose Sally. The moment he knew that she was trapped down in Oogie’s lair, Jack changed his once-calm expression to one that held fury. He never showed a moment of being scared, he kept the same look on the whole time he fought Oogie. He was only surprised to hear that someone was down there alongside Santa, not scared.

No, Jack knew he was going to get Sally back.
I think you can tell, visibly, that Jack made a really quick plan while he was peering through those bars before going down into the Casino. He’s really agile and smart, which explains how he exactly saved Santa and Sally’s life in the matter of only a second. Jack knew what he was doing - therefore he had NO reason to be scared of losing Sally.
Jack Skellington really is fearless.








