How to pretend to be casual and chat with someone you like?

If you are chatting online, if you and the other party are classmates or colleagues, and you encounter problems in study or work, you can ask the other party for help and advice and chat with the other party. In addition, if the temperature drops, you can send a message to the other party saying "keep warm, the weather is getting colder". If rain is forecast, you can remind the other party to bring an umbrella or the like, and you can also chat.

If it is in reality, then if you encounter a problem, you can ask the other party directly, and chat more, such as good movies, TV series, and then talk about your concerns.