Asked my counselor what my GPA is....I'm confused

What does a weighted GPA of 99.95 mean?
What does that equal in terms of regular GPA numbers…4.0-5.0?

Without knowing how your school weights, no-one can help answer this question.

Unless a college asks you to convert, which aside from California public colleges, few will, you would report your GPA as it is reported by the school. So if your GPA is on a 100 point scale, that’s what you would report.