For example, you could ask the other person “What would your dream vacation be?” or “What do you like to do for fun?”
For example, you could text them something like “Tell me about your new job, are you liking it?” or “Tell me more about your trip to Hawaii, I bet it was amazing. ”
For example, if the other person says they’re dreading going to work tomorrow, you could ask them “Why don’t you want to go? Do you not like your job?”
For example, if the other person is telling you about how they’re fighting with their family, you could reply something like “That’s terrible, I’m sorry. Is there anything I can do to help?”
For example, you could text them something like “I’m watching an old Alfred Hitchcock movie right now, I love classic horror films. ” or “I can’t wait for the Super Bowl next weekend, football is my life. ”
If you can’t think of a joke to send, text them a funny meme or GIF instead.
For example, if you send them a photo a painting you just finished, send them a text along with it that says something like “I just finished this watercolor painting, I’ve been working on it for three weeks. What do you think?”
For example, if the other person texts you that they had a bad day, instead of replying “Me too. I missed the bus, and I was super late for work. ” you could text back “I’m sorry, that’s the worst. Do you want to talk about it? If it makes you feel better I had a bad day too. ”