If she says: I’m free Wednesday or Thursday. You are going to respond: How about we meet at blah, blah on Thursday at 8 pm? Provided you’re both free then. When she says, sure! Then say, Great, Jessica. I look forward to seeing you Thursday night at 8. If you get there first, get us a table. If I get there first, I will get us a table. If something comes up, I will call you. Otherwise, I will see you at blah, blah. Does that sound good? Her: Yes. That’s it. You have now set the date, and you have been direct and have definite plans.