He wants to text him first... Again?

Been casually sleeping with this guy for nearly 5 months now and I never text him first. Except when I went away on vacation, he told me he wanted me to text him when i got back. So I did and he seemed pretty happy wanting to see me asap. When I saw him he was behaving normally and before leaving he told me if I need help ever to give him a call, and that he wants me to text him again for this weekend for the 2nd time now. I feel weird doing it since the guy always does. Thoughts?
He wants to text him first... Again?
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