 This message is challenging and puts the student in the buyers frame.
Her: Don’t have to ask me twice to go on vacation haha. So, whens the date?
Student: You free friday ?
Her: Yes, what do you have in mind?
Student: I know a good wine bar near downtown
Her: You’re gonna hate me
Her: I’m not a big wine girl lol

Oh (her name), maybe this won’t work after all lol. What’s your go to drink?