last night was the second time we hung out and afterwards he said we should grab dinner together this week or weekend. I agreed (I wish I would have asked what day.. Retrospectively..) but I didn't. Should I message him asking what night he wants to get dinner or should I wait for him to iniate it? Should I wait a few days or ask today for what day works for him?
Most Helpful Guy
dont since its the first time to meet him outside its a turn off, when women do that i dont get excited about meeting them, however if u have a second date be the one who ask him out it shows that u care.
Most Helpful Girl
Maybe wait another day, and if he doesn't initiate it, then you can bring it up and ask.
Maybe you can ask him in a way that doesn't sound too eager like, "Hey, are you busy? Are you still free to grab dinner this week? What day/time works for you?"