What to text when you like this guy but our conversations are boring

Flat chats have a few usual causes. Sometimes he is tired or juggling a lot and texts in short bursts that look like disinterest. Sometimes you both learned early that questions get answers and nothing else, so the pattern set in. And sometimes there is simply not much shared context yet, so the only material is the day you just had.

Look at what he gives you when he does say something unprompted. A specific detail, a joke, an opinion? That tells you he can be engaging and the flatness is situational. If he only ever answers and never adds, that is more useful information than any single boring message.

Two kinds of reply tend to work here. The first shares a small concrete thing about your day or your head, something he could respond to with an opinion or a story. The second picks up a specific word or detail he already mentioned and goes one step further into it, rather than moving on to a new topic.

You can tell a draft is the first kind when it contains a fact about you he could not have predicted. You can tell it is the second kind when it refers back to something he actually wrote. Both should leave out the generic check-in, the reflexive how about you, and any question you would be embarrassed to see repeated back to you.

If you have been trading flat messages for a while and he goes quiet for several days, that silence tells you more about his bandwidth than the earlier messages did. Do not chase it with a more interesting message to prove the chat can be fun. Let the gap be what it is.

When you do reply after a gap, keep it light and specific rather than apologetic. If he picks it back up and matches the energy, the chat has room to grow. If he sends one more flat answer and nothing else after several exchanges, you have your answer about the pace he wants, and you can decide whether that pace works for you.