1. After an awesome date where you’re really hoping to see him again
“Thank you so much for last night. Your upcoming trip to Bali sounds like a blast! Before you go out there and get caffeinated by arguably the best coffee on Earth, I would love to see you again.”
Why: Men are like dogs (in a very good way), they need to be rewarded for good behavior. He took you out and paid (yes, he paid… and you didn’t even offer to go dutch- because you are the woman), show some gratitude! Texting him after lets him know that he did a great job. Then bring up something brief that you talked about, so that he can relive a fun part of the date for a moment. Finally, let him know that you would love to see him again. Men are just as insecure as women and get nervous about asking us out if they aren’t sure that we will accept. Don’t make him sweat it. Let him know you’re interested. But DON’T ask him when he is available. He is the man. Let him take the next initiative and ask you out.