So the chat is flowing. You’re laughing. What now? End it on a high note. Don’t drag it into boredom territory. Say, “I have to go, but this was way better than my usual conversation about my internet bill.”
Then, if you want to see her again, be specific. “Hey, I’m grabbing tacos tomorrow. You seem like a person who knows how to handle hot sauce. Want to join?” It references the chat. It’s low pressure. And it’s a plan.
Worst case? She says no. But your conversation was still a win. You made a connection. You were you. And that’s the best conversation starter of all. Now go. Stop overthinking. Just say something weird. I believe in you.