Anyone else feel guilty spending money even when you can afford it?

I’ve gotten pretty good at saving over the last couple years, but now I feel like I’ve gone too far in the other direction.

Even when something is comfortably within my budget, I’ll sit there debating it for days because spending the money feels like I’m undoing progress. Even stuff like replacing worn out shoes or going out for dinner makes me think that it could’ve gone into savings.

How do you figure out the line between being responsible with money and actually letting yourself enjoy some of it?