Why the presumption that when one comes into confession with a relatively long list of venial sins that one necessarily is any the less sorry for them, or puts any the less thought into one’s confession, than if one lists only a few?
On the contrary, arguably, making the effort to name the sins individually helps more in conquering them than lumping the majority of them in with ‘all the sins of my past life’ as a nameless mass that one needn’t think about too hard or too deeply.
As for confessing the same venial sins every time - well, couldn’t the same apply to mortal sins? Do you think there aren’t people who, say, masturbate frequently (in many cases a mortal sin and so one that must be named in each confession), but ‘rattle off’ that particular sin without particular thought, or particular intent to avoid that sin in future?
And yet in the case of serious sin it’s not just encouraged, it’s an absolute requirement, that each mortal sin be named specifically. To me this says two things:
a) that it’s not the mere naming of the same sins every time that is a problem, and
b) that there is a certain power in naming a sin, a power that is more needed the greater the sin.
Just sayin’ …