Setting your man up to win might also sound like: “Sweetie, it would really make me happy if we had a date night at that French restaurant this Friday; I could wear my new dress and you’d look so handsome in that suit we got you last year. Would you be willing to make a reservation for an early dinner for us?”
Be specific. He wants to make you happy. I guarantee it; that’s how men are. If you communicate clearly, then he knows what to do to get the win: make the reservation, wear the suit, and take you out to dinner at the French restaurant.