IMHO, I would not ask him about the OW. You don't want to dirty your happy date with him. Make the date hyper-fun and a rich experience. You know what buttons to press to turn him on, so do that.

The R can wait afterwards.

M-43 W-40
2D - 9 and 5

Emotion, yet peace.
Ignorance, yet knowledge.
Passion, yet serenity.
Chaos, yet harmony.
Death, yet a new life.

RECONCILED AND WISER