He always texts me saying what's up at least once a week. From that I can tell he's not a big texter so I don't bother him much with texting. But he texts me hey what's up but doesn't try to keep the flow going beyond five texts unless I persists and ask questions. Is he just bored? Checking up on me? Do I always need to end each text with a question for him to text me back? FYI, we have been seeing each other for a month now.
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He probably feels like he should be texting you since you're in a relationship with him. So he'll send you the texts because he thinks that's what he should be doing. From what I know, girls expect to be texted or have at least some contact with me if I'm in a relationship with them on a frequent basis.
In his opinion, the five texts or so are enough to constitute a conversation via text which fulfills this expected communication.
He doesn't want to go any farther than that because...he's not a big texter. He really couldn't care to continue random and unnecessary conversations that don't have much meaning in the 1st place.0