We might have crossed wires.
Does your save return you to the date in the hotel where you choose whether to take control or let her take the reins? or are you talking about the first meeting in the bakery where you try to arrange your first date with her?
You can definitely have a date if her stats are high enough (barring some RNG), just take her like a Man not a Boy (or at least save first so you can reload, this is were you can lose the ability to have repeat dates with her, that can screw up extra scenes that will happen when you have your own room at the hotel)