Fifty years, huh? [There's a small wistfulness to his smile, there for only a moment before it's gone again.]
You've mentioned all that before. [The time loop and all that.]
It... must have been nice. To say the least. Spending a lifetime with someone you care about. [He says it softly, and while the statement itself is pretty 'no duh', it's more an invitation for him to talk about it, if he wants. You keep mentioning it for a reason, after all.]