Wade takes off his mask every time he is being serious. When the situation calls for it he lets go of being Deadpool, and allows himself just to be Wade. ;-;
He’s just such a multilayered character and now I want to rewatch the movie again to see when he takes his mask off and what situations he does take it off in.
Especially after he gets the suit upgrade from the TVA, he goes immediately from Deadpool to Wade once he learns of his families and timelines fate.
Side Rant:
Without the TVA upgrading his swords (and baby knife), Wade would not have been able to defeat Logan in their 1v1 fight in the void. Adamantium is one of the toughest metals in the Marvel universe and without the upgrade Wade’s swords would have been rendered useless against Logans claws.
Paradox really was an idiot since he gave weapons to his very downfall.